Researcher Database

Tatsufumi Okino
Faculty of Environmental Earth Science Integrated Environmental Science Environmental Adaptation Science
Professor

Researcher Profile and Settings

Affiliation

  • Faculty of Environmental Earth Science Integrated Environmental Science Environmental Adaptation Science

Job Title

  • Professor

URL

J-Global ID

Research Interests

  • 海洋天然物化学   天然物化学   化学生態学   Marine Biotechnology   Chemical Ecology   Natural Product Chemistry   

Research Areas

  • Life sciences / Marine/Aquatic life sciences
  • Nanotechnology/Materials / Biochemistry
  • Nanotechnology/Materials / Molecular biochemistry

Association Memberships

  • マリンバイオテクノロジー学会   米国生薬学会   米国化学会   日本比較内分泌学会   日本農芸化学会   日本水産学会   日本化学会   有機合成化学協会   日本薬学会   ASP   ACS   

Research Activities

Published Papers

  • Hoshino Masakazu, Okino Tatsufumi, Kogame Kazuhiro
    JOURNAL OF PHYCOLOGY 55 (1) 204 - 213 0022-3646 2019/02 [Refereed][Not invited]
  • Takeuchi Aya, Watanabe Shun, Yamamoto Satoshi, Miller Michael J, Fukuba Tatsuhiro, Miwa Tetsuya, Okino Tatsufumi, Minamoto Toshifumi, Tsukamoto Katsumi
    MARINE ECOLOGY PROGRESS SERIES 609 187 - 196 0171-8630 2019/01/17 [Refereed][Not invited]
  • In vitro cytotoxic anticancer potential of bioactive fraction isolated from Indonesian tidal sponge Calthropella sp.
    OKINO Tatsufumi
    Asian Journal of Pharmaceutical and Clinical Research 12 (1) 380 - 383 2019 [Refereed][Not invited]
  • Taiki Umezawa, Nurcahyo Iman Prakoso, Miho Kannaka, Yasuyuki Nogata, Erina Yoshimura, Tatsufumi Okino, Fuyuhiko Matsuda
    Chemistry & biodiversity 16 (1) e1800451  1612-1872 2019/01 [Refereed][Not invited]
     
    Omaezallene derivatives (nor-bromoallene, nor-bromodiene, and bromoenynes) were successfully synthesized. Their antifouling activity and toxicity to the cypris larvae of the barnacle Amphibalanus amphitrite and ecotoxicity to the marine crustacean Tigriopus japonicus were studied. It was revealed that the two side chains of omaezallene were essential to its antifouling activity because the activities of nor-bromoallene and nor-bromodiene were significantly diminished. The bromoenyne was found to exhibit potent antifouling activities comparable to omaezallene with low toxicity and ecotoxicity. Preparation of bromoenyne framework is much easier than that of bromodiene moiety in omaezallene. Based on the antifouling activities of the bromoenynes, the synthesis of fluorescent probes and evaluation of their biological activities were also carried out.
  • Fumiaki Nakamura, Hiroshi Maejima, Midori Kawamura, Daisuke Arai, Tatsufumi Okino, Meng Zhao, Tao Ye, Jungyeol Lee, Young-Tae Chang, Nobuhiro Fusetani, Yoichi Nakao
    Bioorganic and Medicinal Chemistry Letters 28 (12) 2206 - 2209 1464-3405 2018/07/01 [Refereed][Not invited]
     
    Kakeromamide A (1), a new cyclic pentapeptide encompassing a thiazole ring moiety and a β-amino acid, was isolated from the marine cyanobacterium Moorea bouillonii. Its structure was elucidated by the spectral analysis and the modified Marfey's method. Compound 1 induced differentiation of neural stem cells into astrocytes at the concentration of 10 µM.
  • Michael J. Miller, Tetsuya Miwa, Shun Watanabe, Mari Kuroki, Takatoshi Higuchi, Aya Takeuchi, Kenta Serizawa, Tatsufumi Okino, Katsumi Tsukamoto
    Journal of Marine Biology 2018 1687-9481 2018 [Not refereed][Not invited]
     
    The circumglobal deep-sea gelatinous giant octopod, Haliphron atlanticus, reaches 4 m in length and uses both benthic and pelagic habitats in the upper 3000 m of the ocean during different life history stages, but it is rarely observed due to the deep-depths where it typically lives. It has been collected in trawls and observed a few times near continental margins or islands and has been identified in the stomach contents of deep-diving predators such as sperm whales and blue sharks or detected as body fragments after predation events. An individual H. atlanticus (∼1 m in total length) was video-recorded at 12:21 for about 3 minutes in front of the Shinkai 6500 submersible at 586-599 m (6.5°C, salinity 34.4) along the West Mariana Ridge. It made no escape attempt as the submersible approached and it moved slowly up or down in front of the submersible. It was over the outer seamount-slope (bottom depth ∼3208 m) ∼50 km west of seamounts (≥1529 m summits), but how it fits into the mesopelagic food web along the ridge is unclear. More information is needed to understand the role of H. atlanticus in oceanic food webs and if it typically lives along seamount ridges.
  • Momochika Kumagai, Keisuke Nishikawa, Hiroshi Matsuura, Taiki Umezawa, Fuyuhiko Matsuda, Tatsufumi Okino
    Molecules 23 (5) 1420-3049 2018 [Refereed][Not invited]
     
    An investigation of anti-oxidative compounds from the brown alga Dictyopteris undulata has led to the isolation and identification of isozonarol, isozonarone, chromazonarol, zonaroic acid and isozonaroic acid. Their structures were identified by comparison of MS and NMR spectra. Full NMR assignment and absolute configuration of isozonaroic acid are described. Isozonarol showed the most potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity among the compounds isolated.
  • Julie G. Petitbois, Loida O. Casalme, Julius Adam V. Lopez, Walied M. Alarif, Ahmed Abdel-Lateff, Sultan S. Al-Lihaibi, Erina Yoshimura, Yasuyuki Nogata, Taiki Umezawa, Fuyuhiko Matsuda, Tatsufumi Okino
    JOURNAL OF NATURAL PRODUCTS 80 (10) 2708 - 2715 0163-3864 2017/10 [Refereed][Not invited]
     
    NMR-and MS-guided fractionation of an extract of an Okeania sp. marine cyanobacterium, collected from the Red Sea, led to the isolation of four new metabolites, including serinolamides C (1) and D (2) and lyngbyabellins O (3) and P (4), together with the three known substances lyngbyabellins F (5) and G (6) and dolastatin 16 (7). The planar structures of the new compounds were determined using NMR and MS analyses. The absolute configurations of 1 and 2 were determined by Marfey's analysis of their hydrolysates. The absolute configuration of 3 was ascertained by chiral-phase chromatography of degradation products, while that of 4 was determined by comparison to 3 and 5. The cytotoxic and antifouling activities of these compounds were evaluated using MCF7 breast cancer cells and Amphibalanus amphitrite larvae, respectively. Compounds 3, 4, and 7 exhibited strong antifouling activity, and 3 and 7 were not cytotoxic. A structure-activity relationship was observed for the cytotoxicity of the lyngbyabellins with the presence of a side chain (4 is more active than 3) leading to greater activity. For the antifouling activity, the acyclic form without a side chain (3) was the most active.
  • Yuko Oguri, Mami Watanabe, Takafumi Ishikawa, Takashi Kamada, Charles S. Vairappan, Hiroshi Matsuura, Kensuke Kaneko, Takahiro Ishii, Minoru Suzuki, Erina Yoshimura, Yasuyuki Nogata, Tatsufumi Okino
    MARINE DRUGS 15 (9) 1660-3397 2017/09 [Refereed][Not invited]
     
    Six new compounds, omaezol, intricatriol, hachijojimallenes A and B, debromoaplysinal, and 11,12-dihydro-3-hydroxyretinol have been isolated from four collections of Laurencia sp. These structures were determined by MS and NMR analyses. Their antifouling activities were evaluated together with eight previously known compounds isolated from the same samples. In particular, omaezol and hachijojimallene A showed potent activities (EC50 = 0.15-0.23 mu g/mL) against larvae of the barnacle Amphibalanus amphitrite.
  • Julius Adam V. Lopez, Julie G. Petitbois, Charles S. Vairappan, Taiki Umezawa, Fuyuhiko Matsuda, Tatsufumi Okino
    ORGANIC LETTERS 19 (16) 4231 - 4234 1523-7060 2017/08 [Refereed][Not invited]
     
    Two new chlorinated fatty acid amides, columbamides D (1) and E (2), along with apratoxins A and C and wewakazole, were isolated from the organic extract of a Moorea bouillonii sample from Sabah, Malaysia. Structure elucidation was accomplished by a combination of MS and NMR analyses. The total synthesis of all four stereoisomers of 1 was completed, and the absolute configuration was determined by chiral-phase HPLC and Marfey's analysis.
  • Shohei Takase, Rumi Kurokawa, Daisuke Arai, Kind Kanemoto Kanto, Tatsufumi Okino, Yoichi Nakao, Tetsuo Kushiro, Minoru Yoshida, Ken Matsumoto
    SCIENTIFIC REPORTS 7 2045-2322 2017/05 [Refereed][Not invited]
     
    Genome-wide RNA interference (RNAi) with pooled and barcoded short-hairpin RNA (shRNA) libraries provides a powerful tool for identifying cellular components that are relevant to the modes/mechanisms of action (MoA) of bioactive compounds. shRNAs that affect cellular sensitivity to a given compound can be identified by deep sequencing of shRNA-specific barcodes. We used multiplex barcode sequencing technology by adding sample-specific index tags to PCR primers during sequence library preparation, enabling parallel analysis of multiple samples. An shRNA library screen with this system revealed that downregulation of ATP1A1, an a-subunit of Na+/K+ ATPase, conferred significant sensitivity to aurilide B, a natural marine product that induces mitochondria-mediated apoptosis. Combined treatment with ouabain which inhibits Na+/K+ ATPase by targeting a-subunits potentiated sensitivity to aurilide B, suggesting that ATP1A1 regulates mitochondria-mediated apoptosis. Our results indicate that multiplex sequencing facilitates the use of pooled shRNA library screening for the identification of combination drug therapy targets.
  • Loida O. Casalme, Arisa Yamauchi, Akinori Sato, Julie G. Petitbois, Yasuyuki Nogata, Erina Yoshimura, Tatsufumi Okino, Taiki Umezawa, Fuyuhiko Matsuda
    ORGANIC & BIOMOLECULAR CHEMISTRY 15 (5) 1140 - 1150 1477-0520 2017/02 [Refereed][Not invited]
     
    The total synthesis of dolastatin 16, a macrocyclic depsipeptide first isolated from the sea hare Dolabella auricularia as a potential antineoplastic metabolite by Pettit et al., was achieved in a convergent manner. Dolastatin 16 was reported by Tan to exhibit strong antifouling activity, and thus shows promise for inhibiting the attachment of marine benthic organisms such as Amphibalanus amphitrite to ships and submerged artificial structures. Therefore, dolastatin 16 is a potential compound for a new, environmentally friendly antifouling material to replace banned tributyltin-based antifouling paints. The synthesis of dolastatin 16 involved the use of prolinol to prevent formation of a diketopiperazine composed of L-proline and N-methyl-D-valine during peptide coupling. This strategy for the elongation of peptide chains allowed the efficient and scalable synthesis of one segment, which was subsequently coupled with a second segment and cyclized to form the macrocyclic framework of dolastatin 16. The synthetic dolastatin 16 exhibited potent antifouling activity similar to that of natural dolastatin 16 toward cypris larvae of Amphibalanus amphitrite.
  • Total Synthesis of Natural Antifouling Products
    Taiki Umezawa, Keisuke Nishikawa, Tatsufumi Okino, Fuyuhiko Matsuda
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN 74 (7) 689 - 699 0037-9980 2016/07 [Refereed][Not invited]
     
    Biofouling is adverse growth of marine organisms on manmade submersible structures such as ships' hulls and cause significant economic and environmental problems. As a fouling inhibitor, tributyltin (TBT) has been widely used for controlling the sessile organisms since the early 1960s. Unfortunately, serious pollution of the marine environment due to the deleterious effect of TBT prompted the International Maritime Organization (IMO) to call in 2008 for a ban on the use of tributyltin (TBT) on ships. Since marine invertebrates prevent settlement of other benthic marine organisms through the use of natural substances with antifouling properties without causing serious environmental problems, natural antifouling products with good antifouling properties but without biocidal properties have attracted considerable attention. Among these, 10-isocyano-4-cadinene and omaezallene show promise as lead compounds for the development of new environmentally friendly antifouling agents due to its potent antifouling activity against the cypris larvae of the barnacle Amphibalanus amphitrite and low toxicity. 10-Isocyano-4-cadinene, an isocyanosesquiterpene, was isolated from nudibranchs of the family Phyllidiidae. On the other hand, omaezallene is a bromoallene-containing C-15-acetogenin isolated from the red alga Laurencia sp. Herein, we wish to describe our research on the isolations, structure elucidations, total syntheses, and evaluation of the antifouling activities of the natural products and their derivatives. The absolute configurations of the natural products were unambiguously established through our asymmetric total syntheses.
  • Julius Adam V. Lopez, Sultan S. Al-Lihaibi, Walied M. Alarif, Ahmed Abdel-Lateff, Yasuyuki Nogata, Kenji Washio, Masaaki Morikawa, Tatsufumi Okino
    JOURNAL OF NATURAL PRODUCTS 79 (4) 1213 - 1218 0163-3864 2016/04 [Refereed][Not invited]
     
    A mass spectrometry (MS)-guided isolation has led to the purification of a new cyanobactin, wewakazole B (1), along with the known compound curacin D from a Red Sea Moorea producens. The planar structure of 1 was elucidated using a combination of NMR and MS techniques. After ozonolysis and acid hydrolysis, the absolute configurations of the amino acid components of 1 were determined by chiral-phase LC-MS and HPLC analyses. Notably, compound 1 exhibited cytotoxic activity toward human MCF7 breast cancer cells (IC50 = 0.58 mu M) and human H460 lung cancer cells (IC50 = 1.0 mu M) and was also found to be inactive in a siderophore assay.
  • Munehisa Shibata, Kei Onodera, Momochika Kumagai, A. K. M. Azad Shah, Masashi Ogasawara, Hideyuki Kurihara, Tatsufumi Okino, Koretaro Takahashi
    FOOD SCIENCE AND TECHNOLOGY RESEARCH 20 (6) 1199 - 1205 1344-6606 2014/11 [Refereed][Not invited]
     
    The potential of supercritical carbon dioxide (SC-CO2) extraction of "koku" enhancing compounds from dried herring fillet ("Migaki-nishin" in Japanese) and sturgeon liver was explored. "Koku" enhancing compounds from a water-soluble extract and a mixed water miscible SC-CO2 extract were isolated and evaluated for their effects on sensory perception. Results showed that only select compounds were found in the mixed water miscible SCCO, extract compared to the complicated composition of the water-soluble extract. A notable feature was that the mixed water miscible SC-CO2 extract contained "koku" enhancing compounds, e.g., nicotinamide, glycerol and creatine. This study revealed for the first time that these compounds were extracted by SC-CO2 extraction and that nicotinamide enhances "koku". We also extracted "koku" enhancing compounds from sturgeon liver using the SCCO, extraction technique. Instrumental analysis revealed that the sturgeon liver contained relatively large amounts of nicotinamide and glycerol. Thus, it is suggested that this technique might be applicable to the extraction of select compounds from fish and fishery by-products.
  • Kensuke Kaneko, Kenji Washio, Taiki Umezawa, Fuyuhiko Matsuda, Masaaki Morikawa, Tatsufumi Okino
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY 78 (8) 1310 - 1319 0916-8451 2014/08 [Refereed][Not invited]
     
    The marine red alga genus Laurencia is one of the richest producers of unique brominated compounds in the marine environment. The cDNAs for two Laurencia nipponica vanadium-dependent bromoperoxidases (LnVBPO1 and LnVBPO2) were cloned and expressed in Escherichia coli. Enzyme assays of recombinant LnVBPO1 and LnVBPO2 using monochlorodimedone revealed that they were thermolabile but their K-m values for Br- were significantly lower than other red algal VBPOs. The bromination reaction was also assessed using laurediol, the predicted natural precursor of the brominated ether laurencin. Laurediol, protected by trimethylsilyl at the enyne, was converted to deacetyllaurencin by the LnVBPOs, which was confirmed by tandem mass spectrometry. Native LnVBPO partially purified from algal bodies was active, suggesting that LnVBPO is functional in vivo. These results contributed to our knowledge of the biosynthesis of Laurencia brominated metabolites.
  • Taiki Umezawa, Yuko Oguri, Hiroshi Matsuura, Shohei Yamazaki, Masahiro Suzuki, Erina Yoshimura, Takeshi Furuta, Yasuyuki Nogata, Yukihiko Serisawa, Kazuyo Matsuyama-Serisawa, Tsuyoshi Abe, Fuyuhiko Matsuda, Minoru Suzuki, Tatsufumi Okino
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 53 (15) 3909 - 3912 1433-7851 2014/04 [Refereed][Not invited]
     
    Natural antifouling products have been the subject of considerable attention. We screened marine algae for antifouling activity and discovered omaezallenes, the new bromoallene-containing natural products isolated from the red alga Laurenciasp. Described is the isolation, structure elucidation, and total syntheses of omaezallenes. The relative and absolute configurations of natural omaezallenes were unambiguously established through total synthesis. The antifouling activities and ecotoxicity of omaezallenes were also evaluated.
  • Sabrin R. M. Ibrahim, Mostafa A. Fouad, Ahmed Abdel-Lateff, Tatsufumi Okino, Gamal A. Mohamed
    NATURAL PRODUCT RESEARCH 28 (20) 1765 - 1771 1478-6419 2014 [Refereed][Not invited]
     
    Extensive chromatographic investigation of the ethanolic extract of Alnus japonica Steud stem bark led to the isolation of a new diarylheptanoid named alnuheptanoid A [(5S)-7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)-5-methoxyheptan-3-one] (8), together with seven known diarylheptanoid derivatives: platyphyllenone (5), (5S)-1,7-bis(4-hydroxyphenyl)-5-methoxyheptan-3-one (6), 1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)-4-hepten-3-one (7), hirsutenone (9), (5R)-O-methylhirsutanonol (10), hirsutanonol (11) and oregonin (13), three triterpenes: a-amyrin (1), betulinaldehyde (3) and betulinic acid (4), and two sterols: b-sitosterol (2) and daucosterol (12). Compound 6 was isolated for the first time from natural source. The structures of the isolated compounds were determined on the basis of spectroscopic measurements (UV, IR, HR-ESI-MS, 1D and 2D NMR).
  • Lik Tong Tan, Tatsufumi Okino, William H. Gerwick
    MARINE DRUGS 11 (8) 3015 - 3024 1660-3397 2013/08 [Refereed][Not invited]
     
    The tropical marine cyanobacterium, Moorea bouillonii, has gained recent attention as a rich source of bioactive natural products. Continued chemical investigation of this cyanobacterium, collected from New Britain, Papua New Guinea, yielded a novel cytotoxic cyclic depsipeptide, bouillonamide (1), along with previously reported molecules, ulongamide A and apratoxin A. Planar structure of bouillonamide was established by extensive 1D and 2D NMR experiments, including multi-edited HSQC, TOCSY, HBMC, and ROESY experiments. In addition to the presence of alpha-amino acid residues, compound 1 contained two unique polyketide-derived moieties, namely a 2-methyl-6-methylamino-hex-5-enoic acid (Mmaha) residue and a unit of 3-methyl-5-hydroxy-heptanoic acid (Mhha). Absolute stereochemistry of the alpha-amino acid units in bouillonamide was determined mainly by Marfey's analysis. Compound 1 exhibited mild toxicity with IC50's of 6.0 mu M against the neuron 2a mouse neuroblastoma cells.
  • Ahmed Abdel-Lateff, Tatsufumi Okino, Walied M. Alarif, Sultan S. Al-Lihaibi
    JOURNAL OF SAUDI CHEMICAL SOCIETY 17 (2) 161 - 165 1319-6103 2013/04 [Refereed][Not invited]
     
    A marine fungal isolate, identified as Drechslera sp., was mass cultivated and found to produce a new naturally occurring seco-sativene type sesquiterpene helminthosporic acid (1) and three known sesquiterpenes, helminthosporol (2), drechslerine A (3) and (+) secolongifolene-diol (4). The structures of all compounds were determined by interpretation of their spectroscopic data 1D (H-1 and C-13), 2D (COSY, DQF, NOE, HSQC and HMBC) NMR, MS, UV and IR analyses. All compounds have been tested toward antioxidants, antimicrobial and antifouling effects. (c) 2011 King Saud University. Production and hosting by Elsevier B.V. All rights reserved.
  • Andrea Roxanne J. Anas, Takaya Kisugi, Taiki Umezawa, Fuyuhiko Matsuda, Marc R. Campitelli, Ronald J. Quinn, Tatsufumi Okino
    JOURNAL OF NATURAL PRODUCTS 75 (9) 1546 - 1552 0163-3864 2012/09 [Refereed][Not invited]
     
    Bioassay-guided investigation of the cyanobacterium Anabaena compacta extracts afforded spumigin J (1) and the known thrombin inhibitor spumigin A (2). The absolute configuration of 1 was analyzed by advanced Marfey's methodology. Compounds 1 and 2 inhibited thrombin with EC50 values of 4.9 and 2.1 mu M, and 0.7 and 0.2 mu M in the cathepsin B inhibitory assay, respectively. The MM-GBSA methodology predicted spumigin A with 2S-4-methylproline as the better thrombin inhibitor.
  • Kumiko Takahashi, Yongkun Sun, Ikumi Yanagiuchi, Toshiyuki Hosokawa, Takeshi Saito, Miyako Komori, Tatsufumi Okino, Masaaki Kurasaki
    TOXICOLOGY MECHANISMS AND METHODS 22 (4) 243 - 249 1537-6516 2012/05 [Refereed][Not invited]
     
    In the laboratory, using a PC12 cell system, studies have been conducted on the effects of various chemicals on apoptosis, as it is considered to be an essential part of normal development, maintenance, and defense in organisms. Stevioside is a natural sweetener extracted from the leaves of Stevia rebaudiana. Since it is widely used as a sugar replacement, it was decided to evaluate the toxicological effects of low concentrations of stevioside on apoptosis induced by serum deprivation using the PC12 cell system. It was found that based on data from DNA electrophoresis and TUNEL signal assays stevioside enhanced apoptosis induced by serum deprivation. This enhancement was caused by increased expression of Bax and of cytochrome c released into the cytosol. These findings suggest that stevioside affects the regulation of the normal apoptotic condition. Further investigation will be needed to clarify the detailed mechanism of the enhancement due to the treatment with stevioside.
  • Taiki Umezawa, Manabu Sueda, Takao Kamura, Teppei Kawahara, Xuerong Han, Tatsufumi Okino, Fuyuhiko Matsuda
    JOURNAL OF ORGANIC CHEMISTRY 77 (1) 357 - 370 0022-3263 2012/01 [Refereed][Not invited]
     
    Total syntheses of kalkitoxin, isolated from the Caribbean Lyngbya majuscula, and its analogues, 3-epi-, 7-epi-, 8-epi-, 10-epi-, 10-nor-, and 16-nor-kalldtcocin, were achieved via oxazolidinone-based diastereoselective 1,4-addition reaction of a methyl group and efficient T1C14-mediated thiazoline ring formation as the key steps. The biological activities of synthetic kalkitoxin and its analogues were evaluated with brine shrimp.
  • Keisuke Nishikawa, Hiroshi Nakahara, Yousuke Shirokura, Yasuyuki Nogata, Erina Yoshimura, Taiki Umezawa, Tatsufumi Okino, Fuyuhiko Matsuda
    JOURNAL OF ORGANIC CHEMISTRY 76 (16) 6558 - 6573 0022-3263 2011/08 [Refereed][Not invited]
     
    The first enantioselective total synthesis of 10-isocyano-4-cadinene, a marine sesquiterpene isolated from nudibranchs of the family Phyllidiidae, and determination of its absolute stereochemistry were achieved. 10-Isocyano-4-cadinene is expected to be a novel nontoxic antifouling agent. In the synthesis, intermolecular Diels-Alder reaction and samarium diiodide induced Barbier-type cyclization were employed as key steps. The absolute configuration of 10-isocyano-4-cadinene was determined as (1S,6S,7R,10S) by comparison of the optical rotations between natural and synthetic samples. In addition, the authors successfully synthesized 10-epi- and di-1,6-epi-10-isocyano-4-cadinene through the same synthetic pathway. Antifouling activities against Balanus amphitrite with the cadinenes were also evaluated.
  • Peter Bernhardt, Tatsufumi Okino, Jaclyn M. Winter, Akimasa Miyanaga, Bradley S. Moore
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 133 (12) 4268 - 4270 0002-7863 2011/03 [Refereed][Not invited]
     
    Halogenases catalyze reactions that introduce halogen atoms into electron-rich organic molecules. Vanadium-dependent haloperoxidases are generally considered to be promiscuous halogenating enzymes that have thus far been derived exclusively from eukaryotes, where their cellular function is often disputed. We now report the first biochemical characterization of a bacterial vanadium-dependent chloroperoxidase, NapH1 from Streptomyces sp. CNQ-525, which catalyzes a highly stereoselective chlorination-cyclization reaction in napyradiomycin antibiotic biosynthesis. This finding biochemically links a vanadium chloroperoxidase to microbial natural product biosynthesis.
  • Taiki Umezawa, Masayuki Shibata, Kensuke Kaneko, Tatsufumi Okino, Fuyuhiko Matsuda
    ORGANIC LETTERS 13 (5) 904 - 907 1523-7060 2011/03 [Refereed][Not invited]
     
    Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.
  • Keisuke Nishikawa, Hiroshi Nakahara, Yousuke Shirokura, Yasuyuki Nogata, Erina Yoshimura, Taiki Umezawa, Tatsufumi Okino, Fuyuhiko Matsuda
    ORGANIC LETTERS 12 (5) 904 - 907 1523-7060 2010/03 [Refereed][Not invited]
     
    The first enantioselective total synthesis of 10-isocyano-4-cadinene, a marine sesquiterpene isolated from nudibranchs of the family Phyllidiidae, was achieved. The cadinene is expected to be a novel nontoxic antifouling agent. In the synthesis, an intermolecular Diels-Alder reaction and a SMl(2)-induced Barbier-type reaction were employed as key steps. The absolute configuration of 10-isocyano-4-cadinene was determined to be (1S, 6S, 7R, 10S) on the basis of the total synthesis. Antifouling activities against Balanus amphitrite with both enantiomers of 10-isocyano-4-cadinene were also evaluated.
  • Anti-Mycobacterium phlei Activity of the Bark of Ziziphus talanai (Blanco) Merrill
    Andrea Roxanne J. Anas, Irene M. Villasenor, Hiroshi Matsuura, Tatsufumi Okino
    PHILIPPINE AGRICULTURAL SCIENTIST 92 (4) 388 - 391 0031-7454 2009/12 [Refereed][Not invited]
     
    The bark of Ziziphus talanai (Blanco) Merrill, a tree endemic to the Philippines, is traditionally used in Antique to cure kidney problems such as urinary tract infections (UTI), and skin diseases such as scabies and ringworm. Its antimicrobial activity was screened against several microorganisms to have a more comprehensive anti-infective profile of the plant. The MeOH extract of Z. talanai bark exhibited antimicrobial activity against Gram-positive Mycobacterium phlei, S. aureus and B. subtilis at 20,000 mu g and 2,000 mu g but was inactive against Gram-negative E. coli, P aeruginosa, C. albicans and S. cerevisiae. It has minimal antifungal activity against T mentagrophytes. The MeOH extract of Z. talanai is therefore inactive against uncomplicated UTI, which is mostly caused by E. coli. Further bioassay-guided isolation and subsequent spectral analysis yielded ceanothic acid, whose activity is specific to M. phlei at 100 mu g. M. phlei causes chronic ambulatory peritoneal dialysis-associated peritonitis.
  • Amira M. Gamal-Eldeen, Ahmed Abdel-Lateff, Tatsufumi Okino
    ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY 28 (3) 317 - 322 1382-6689 2009/11 [Refereed][Not invited]
     
    A marine fungal isolate, Penicillium sp. fungus isolated from seaweed, Ova sp., led to the isolation of a new chromone derivatives, 2-(hydroxymethyl)-8-methoxy-3-methyl-4H-chromen-4-one (chromanone A). The structure was determined by interpretation of their spectroscopic data (1D and 2D NMR, MS, UV and IR). At the nitiation stage of carcinogenesis, carcinogens is activated by cytochrome P-450 1A (CYP1A) and detoxified by glutathione S-transferases (GST), quinine reductase (QR), and epoxide hydrolase (mEH). We tested the modulatory effect of chromanone A on these carcinogen metabolizing enzymes. The results indicated that chromanone A (4 mu g/ml) is a promising inhibitor of CYP1A activity up to 60% of the stimulated-CYP1A in murine hepatoma cells (Hepa1c1c7), and it significantly induced GST but not total thiols at low concentrations. Chromanone A had no influence on QR activity, while it resulted in a significant dose-dependant enhancement mEH activity in Hepa1c1c7 cells (P<0.05-0.01). Additionally, chromanone A possessed a potent specific radical scavenging activity against hydroxyl radicals more than peroxyl radicals that may be responsible for the inhibitory effect of chromanone A on the induced-DNA damage in cells. In conclusion, this study proved that chromanone A may act as an active tumor anti-initiating via modulation of carcinogen metabolizing enzymes and protection from DNA damage. (C) 2009 Elsevier B.V. All rights reserved.
  • Teppei Kawahara, Yasuhiro Kumaki, Takashi Kamada, Takahiro Ishii, Tatsufumi Okino
    JOURNAL OF ORGANIC CHEMISTRY 74 (16) 6016 - 6024 0022-3263 2009/08 [Refereed][Not invited]
     
    We isolated eight chlorosulfolipids (1-8) from the chrysophyta Ochromonas danica (IAM CS-2), including five nest chlorosulfolipids (2-5, 8). The planar structures of all the compounds were elucidated by 1D and 2D NMR and ESI-MS/MS analyses. We determined the relative configuration of seven chlorosulfolipids (1-7), including the most commonly known chlorosulfolipid, 2,2,11,13,15,16-hexachlorodocosane-1,14-disulfate (1), by J-based configuration analysis (JBCA). The absolute configuration of each compound was determined using a modified Mosher's method after chemical degradation. 2,2,11,13,15,16-Hexachloro-14-docosanol-1-sulfate (2) was the most toxic to brine shrimp (Anemia saliva) larvae (LC50 0.27 mu g/mL). Compounds 1 and 4-8 were less toxic (LC50, 2.2-6.9 mu g/mL). Compound 3 was not toxic at 30 mu g/mL.
  • Hiroshi Matsuura, Ikuko Yazaki, Tatsufumi Okino
    FISHERIES SCIENCE 75 (3) 777 - 783 0919-9268 2009/05 [Refereed][Not invited]
     
    Larval metamorphosis inducers of the sea cucumber Apostichopus japonicus were screened from physiologically active compounds. Doliolaria larvae completed their metamorphosis to juveniles in 120 h when treated with 5-10 mu M of dopamine and l-DOPA, and 50 mu M of l-adrenaline and l-noradrenaline. Doliolaria larvae had to be exposed to dopamine or l-DOPA for at least 24 h. D1-like dopamine receptor antagonists SKF87566 and LE300 (10 mu M) inhibited metamorphosis by dopamine. However, the D2-like dopamine receptor antagonists sulpiride and nemonapride (10 mu M) did not inhibit the effect of dopamine. The results suggest that D1-like dopamine receptors are involved in larval metamorphosis of the sea cucumber A. japonicus.
  • Takaya Kisugi, Tatsufumi Okino
    JOURNAL OF NATURAL PRODUCTS 72 (4) 777 - 781 0163-3864 2009/04 [Refereed][Not invited]
     
    Micropeptins C (1), D (2), E (3), and F (4) have been isolated from the freshwater cyanobacterium Microcystis aeruginosa (NIES-100). The structures were elucidated by analyses of MS, NMR spectra, and chemical degradation. Micropeptins C, D, E, and F inhibited chymotrypsin with IC(50)'s of 1.1, 1.2, 1.0, and 1.5 mu g/mL, respectively.
  • Aureobasidin, New Antifouling Metabolite from Marine-Derived Fungus Aureobasidium sp.
    Ahmed Abdel-Lateff, Ehab S. Elkhayat, Mostafa A. Fouad, Tatsufumi Okino
    NATURAL PRODUCT COMMUNICATIONS 4 (3) 389 - 394 1934-578X 2009/03 [Refereed][Not invited]
     
    Two antifouling compounds, aureobasidin (1), a new ester with an unusual 4,6-dihydroxydecanoic acid residue, and (3R,5S)-3,5-dihydroxydecanoic acid (2), were isolated from the marine-derived fungus Aureobasidium sp., in addition to (5R,3Z)-5-hydroxydec-3-enoic acid (3) and (R)-3-hydroxydecanoic acid (4). The structures were unambiguously established by IR, 1D and 2D NMR spectroscopic and mass spectral data. Compounds 1-3 were found to be active against Bacillus subtilis, Escherichia coli and Staphyllococcus aureus. Compound 3 showed fungistatic activity against Candida albicans.
  • Antifouling alkaloids from Crinum augustum (Amaryllidaceae)
    Pharmacog. Res. 1 43 - 52 2009 [Not refereed][Not invited]
  • Chemical composition and hepato-protective activity of Imperata cylindrical Beauv.
    Pharmacog. Mag. 4 28 - 36 2009 [Not refereed][Not invited]
  • Chemical Composition and Hepato-protective activity of Imperata cylindrica Beauv.
    Gamal A. Mohamed, Ahmed Abdel Lateff, Mostafa A. Fouad, Sabrin R. M. Ibrahim, Ehab S. Elkhayat, Tatsufumi Okino
    PHARMACOGNOSY MAGAZINE 5 (17) 28 - 36 0973-1296 2009/01 [Refereed][Not invited]
     
    Phytochemical study of the aerial parts of Imperata cylindrica Beauv. (Graminae), growing in Egypt afforded four methoxylated flavonoids 1-4, beta-sitosterol-3-O-beta-D-glucopyranosyl-6' -tetradecanoate 5, 3-hydroxy-4-methoxy-benzaldehyde 6, together with daucosterol, beta-sitosterol and alpha-amyrin 7-9. To the best of our knowledge, this is the first isolation of compounds 1-5 from the genus Imperata. A significant hepato-protective activity had been observed upon co-administration of the methanolic extracts of I. cylindrica with CCl(4). The structures were determined using spectroscopic data; 1D ((1)H and (13)C), 2D (HSQC, and HMBC) NMR; MS; UV and IR.
  • Charles Santhanaraju Vairappan, Minoru Suzuki, Takahiro Ishii, Tatsufumi Okino, Tsuyoshi Abe, Michio Masuda
    PHYTOCHEMISTRY 69 (13) 2490 - 2494 0031-9422 2008/10 [Refereed][Not invited]
     
    During our studies on Malaysian Laurencia species, brominated metabolites, tiomanene, acetylmajapolene B, and acetylmajapolene A were isolated from an unrecorded species collected at Pulau Tioman, Pahang along with known majapolene B and majapolene A. Acetylmajapolene A was a mixture of diastereomers as in the case of majapolene A. Tiomanene may be a plausible precursor for acetylmajapolenes B and A. In addition, three known halogenated sesquiterpenes and two known halogenated C(15) acetogenins were found from other two unrecorded species collected at Pulau Karah, Terengganu and Pulau Nyireh, Terengganu, respectively. Some of these halogenated metabolites showed moderate antibacterial activity against some marine bacteria. (c) 2008 Elsevier Ltd. All rights reserved.
  • Masanobu Yamamoto, Tatsufumi Okino, Saiko Sugisaki, Tatsuhiko Sakamoto
    ORGANIC GEOCHEMISTRY 39 (6) 754 - 763 0146-6380 2008 [Refereed][Not invited]
     
    Biomarkers in Late Pleistocene sediments collected from the Integrated Ocean Drilling Program (IODP)-Arctic Coring Expedition (ACEX) Hole M0004C (central Arctic Ocean) were investigated. The major biomarkers are long chain n-alkanes, n-fatty acids and n-alkan-1-ols, indicating fresh organic matter (OM) derived predominantly from higher plants. The dominance of terrestrial biomarkers is attributed to severe OM degradation caused by slow sedimentation in oxygen-rich benthic water and/or low primary production due to permanent sea ice coverage. Hopanes, representing thermally altered OM, tend to be abundant in samples with abundant ice rafted debris (IRD). An OM-rich dark grey layer deposited during marine isotope stage (MI5) 6 contains a significant amount of branched glycerol dialkyl glycerol tetraethers (branched GDGTs), suggesting ice erosion of organic-rich continental soil followed by transportation to the central Arctic by drifting ice. The labile-refractory index (i.e., the abundance ratio of long chain n-alkan-1-ols to the sum of long chain n-alkanes and long chain n-alkan-1-ols) decreases above the dark grey layer, indicating that the OM became more refractory. This change suggests that coverage of the source region by OM-rich soil decreased because of extensive glacial erosion during MIS-6. (C) 2008 Elsevier Ltd. All rights reserved.
  • Takahiro Ishii, Tatsufumi Okino, Yosuke Mino, Hiroaki Tamiya, Fuyuhiko Matsuda
    PLANT GROWTH REGULATION 52 (2) 131 - 139 0167-6903 2007/06 [Refereed][Not invited]
     
    Starfish waste has been shown to be an effective compost material not only in the promotion of plant growth but also in terms of having insecticidal activity. In the present study, plant growth regulation by chemicals from starfish was examined. The aqueous fraction from a hot water extract of the starfish Asterias amurensis Lutken showed plant-growth activity, while the aqueous fraction from a methanol extract inhibited growth of Brassica campestris. The lipophilic fraction from the methanol extract also exhibited a plant growth-promoting effect. The active components from each extract were identified. Asterubine from the hot water extract promoted plant growth. A ceramide from the lipophilic fraction showed root growth promoting effect, and three glucocerebrosides had promotive effects on the entire plant. Asterosaponins were identified as the main growth inhibitors in the aqueous fraction of the methanol extract. These active compounds from starfish waste could be analyzed as potential plant growth regulators in agricultural applications in the future.
  • Takahiro Ishii, Tatsufumi Okino, Yosuke Mino
    JOURNAL OF NATURAL PRODUCTS 69 (7) 1080 - 1082 0163-3864 2006/07 [Refereed][Not invited]
     
    The new phytosphingosine-type ceramide asteriaceramide A (1) and glucocerebroside asteriacerebroside G (2), together with two known cerebrosides, asteriacerebrosides A and B, were isolated from lipophilic fractions of the whole bodies of the Northern Pacific starfish Asterias amurensis Lutken. The water-soluble fraction afforded two known asterosaponins, glycoside B-2 and asterosaponin-1. The structures of 1 and 2 were determined on the basis of chemical and spectroscopic evidence as (2S,3S,4R,13Z)-2-[(2'R)-2-hydroxyhexadecanoylamino]-13-docosene-1,3,4-triol (1) and 1-O-(beta-D-glucopyranosyl)-( 2S,3R,4E,13Z)-2-[(2'R)-2-hydroxytetradecanoylamino]-4,13-docosadiene-1,3-diol (2). Compounds 1, 2, and asteriacerebrosides A and B promoted plant growth in sprouts of Brassica campestris.
  • Li, W. I., Marquez, B. L. ., Okino, T., Yokokawa, F., Shioiri, T., Gerwick, W. H. & Murray, T. F., Characterization of the preferred stereochemistry for the neuropharmacologic actions of antillatoxin. J. Nat. Prod., 67 (4), 559-568.*
    2004 [Not refereed][Not invited]
  • 2004 [Not refereed][Not invited]
     
    Fukuta, Y., T. Ohshima, V. Gnanadesikan, T. Shibuguchi, T. Nemoto, T. Kisugi, T. Okino, & M. Shibasaki, Enantioselective syntheses and biological studies of aeruginosin 298-A and its analogs: Application of catalytic asymmetric phase-transfer reaction. Proc. Nat. Acad. Sci. USA, 101(15), 5433-5438.*
  • Ishii, T., Okino, T., Suzuki, M., & Machiguchi, Y., Tichocarpols A and B, two novel phenylpropanoids with feeding-deterrent activity from the red alga Tichocarpus crinitus, J. Nat. Prod., 67 (10), 1764-1766*
    2004 [Not refereed][Not invited]
  • Yokokawa, F., Asano, T., Okino, T., Gerwick, W. H., & Shioiri, T., An expeditious total synthesis of kalkitoxins: determination of the absolute stereoctructure of natural kalkitoxin. Tetrahedron, 60 (32), 6859-6880.*
    2004 [Not refereed][Not invited]
  • Ishii, T., Okino, T., Suzuki, M., Kuramata, K. & Machiguchi, Y., Feeding-deterrent activity of phenylpropanoids from the red alga Tichocarpus crinitus against the sea urchin Strongylocentrotus intermedius, Mar. Biotechnol., 6, S247-S251.*
    2004 [Not refereed][Not invited]

Books etc

  • 環境修復の科学と技術
    北海道大学出版会 2007
  • 「海洋生物成分の利用 マリンバイオのフロンティア」<(伏谷伸宏 監修)>
    エヌ・ティー・エス 2005

MISC

  • 渡邊俊, 塚本勝巳, 三輪哲也, 黒木真理, MILLER M. J, 樋口貴俊, 竹内綾, 芹澤健太, 沖野龍文, 滝川一雅, 石原徹也, 栗本穂高, 押谷俊吾, 奈須俊勝  日本水産学会大会講演要旨集  2018-  38  2018/03/26  [Not refereed][Not invited]
  • 渡邊俊, 塚本勝巳, 三輪哲也, 黒木真理, MILLER M. J, 樋口貴俊, 竹内綾, 芹澤健太, 沖野龍文, 滝川一雅, 石原徹也, 栗本穂高, 押谷俊吾, 奈須俊勝  日本水産学会大会講演要旨集  2018-  38  2018/03/26  [Not refereed][Not invited]
  • 塚本勝巳, 渡邊俊, 三輪哲也, 黒木真理, MILLER M. J, 樋口貴俊, 竹内綾, 芹澤健太, 沖野龍文, 滝川一雅, 石原徹也, 栗本穂高, 押谷俊吾, 奈須俊勝  ブルーアース要旨集  2018-  20  2018  [Not refereed][Not invited]
  • G. Petitbois Julie, 沖野 龍文  Marine engineering : journal of the Japan Institute of Marine Engineering = マリンエンジニアリング :日本マリンエンジニアリング学会誌  52-  (1)  33  -37  2017/01  [Not refereed][Not invited]
  • PETITBOIS Julie G, 沖野龍文  マリンエンジニアリング  52-  (1)  33‐37  2017/01/01  [Not refereed][Not invited]
  • 毛糠智子, 平田聡之, 沖野龍文, 山田敏彦  日本育種学会・日本作物学会北海道談話会会報(Web)  58-  30‐31(J‐STAGE)  2017  [Not refereed][Not invited]
  • 正木志良, 金子賢介, 小林大毅, 石川高史, 西川慶祐, 森本善樹, 鷲尾健司, 森川正章, 沖野龍文  日本農芸化学会大会講演要旨集(Web)  2016-  4B032 (WEB ONLY)  2016/03/05  [Not refereed][Not invited]
  • 石川高史, 金子賢介, 湯暁蓉, 鷲尾健司, 森川正章, 沖野龍文  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2016-  ROMBUNNO.1B17  2016  [Not refereed][Not invited]
  • Taiki Umezawa, Keisuke Nishikawa, Tatsufumi Okino, Fuyuhiko Matsuda  Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry  74-  (7)  689  -699  2016  [Not refereed][Not invited]
     
    Biofouling is adverse growth of marine organisms on manmade submersible structures such as ships' hulls and cause significant economic and environmental problems. As a fouling inhibitor, tributyltin (TBT) has been widely used for controlling the sessile organisms since the early 1960s. Unfortunately, serious pollution of the marine environment due to the deleterious effect of TBT prompted the International Maritime Organization (IMO) to call in 2008 for a ban on the use of tributyltin (TBT) on ships. Since marine invertebrates prevent settlement of other benthic marine organisms through the use of natural substances with antifouling properties without causing serious environmental problems, natural antifouling products with good antifouling properties but without biocidal properties have attracted considerable attention. Among these, 10-isocyano-4-cadinene and omaezallene show promise as lead compounds for the development of new environmentally friendly antifouling agents due to its potent antifouling activity against the cypris larvae of the barnacle Amphibalanus amphitrite and low toxicity. 10-Isocyano-4-cadinene, an isocyanosesquiterpene, was isolated from nudibranchs of the family Phyllidiidae. On the other hand, omaezallene is a bromoallene-containing C15-acetogenin isolated from the red alga Laurencia sp. Herein, we wish to describe our research on the isolations, structure elucidations, total syntheses, and evaluation of the antifouling activities of the natural products and their derivatives. The absolute configurations of the natural products were unambiguously established through our asymmetric total syntheses.
  • 渡邊俊, 三輪哲也, 福場辰洋, 沖野龍文, 丸山奏子, 岡村明浩, 佐藤優太, 水品亜由菜, 樋口貴俊, 竹内綾, 宮尾萌莉, 加来剛, 坂本洋平, MILLER Michael J, 塚本勝巳  日本水産学会大会講演要旨集  2015-  48  2015/03/27  [Not refereed][Not invited]
  • 金子賢介, 小林大毅, 鷲尾健司, 森川正章, 沖野龍文  日本化学会講演予稿集  95th-  (4)  1409  2015/03/11  [Not refereed][Not invited]
  • 河原 哲平, 沖野 龍文  化学と生物  48-  (12)  814  -817  2010/12/01  [Not refereed][Not invited]
  • 石井 貴広, 沖野 龍文  農業および園芸  82-  (11)  1219  -1225  2007/11  [Not refereed][Not invited]
  • Heterocycles from cyanobacteria
    Okino, T  1  2006  [Not refereed][Not invited]
  • 自然科学実験
    学術図書出版社  2005  [Not refereed][Not invited]
  • 「水産資源の先進的有効利用法 ゼロエミッションをめざして」<(坂口守彦, 平田孝 監修)>
    シーエムシー出版  2005  [Not refereed][Not invited]
  • 沖野 龍文  化学と生物  41-  (8)  517  -521  2003/08/25  [Not refereed][Not invited]
  • 「アレロパシー現象」
    『21世紀初頭の藻学の現況』  63  -66  2002  [Not refereed][Not invited]
  • HIROTA Hiroshi, TSUKAMOTO Sachiko, OKINO Tatsufumi, FUSETANI Nobuhiro  J. Synth. Org. Chem. Jpn.  55-  (12)  1134  -1145  1997/12/01  [Not refereed][Not invited]
     
    For understanding the interactions between marine organisms, we focused on larval settlement (attachment and metamorphosis) of sessile marine organisms, where chemical substances (chemical signals) play important roles. Here we report firstly the settlement inhibiting substances against barnacles (<I>Balanus amphitrite</I>). More than 300 marine invertebrates were screened for antifouling activity, and more than 60 antifouling compounds including almost 30 new ones were obtained. Some of these compounds [especially with isocyanide, isothiocyanate, and/or formamide group (s)] show strong antifouling activity without toxicity at the very low concentrations. Secondly, we report the metamorphosis inducing substances for ascidians (mainly <I>Halocynthia roretzi</I>). Almost 40 compounds which induce/promote larval metamorphosis were obtained from marine organisms. The real cue for metamorphosis has been isolated from conspecific conditioned water and identified as lumichrome.
  • OKINO Tatsufumi  化学と生物  35-  (8)  556  -563  1997/08/25  [Not refereed][Not invited]
  • OKINO Tatsufumi  KAGAKU TO SEIBUTSU  35-  (8)  556  -563  1997  [Not refereed][Not invited]
  • 沖野 竜文, 村上 昌弘  化学と生物  32-  (4)  p213  -215  1994/04  [Not refereed][Not invited]

Industrial Property Rights

Research Grants & Projects

  • 海藻の含ハロゲン化合物の生合成
    Date (from‐to) : 2008
  • 天然物由来船底防汚剤の開発
    Date (from‐to) : 2001
  • Natural antifouling compounds
    Date (from‐to) : 2001
  • 海洋生物の生物間相互作用に関する物質
  • Bioactive substancec in marine life

Educational Activities

Teaching Experience

  • Introduction to Global Environmental Management
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : SDGs, disaster, resources, energy, inequality, ODA, pollution, sustainablitiy, climate change, community
  • Laboratory Work in Environmental Analysis
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 環境汚染物質、環境分析、影響評価  Environmental Contaminants, Environmental Analyses, Biological Assessment for Environmental Contaminants
  • Exercise in Practical Science for Environment II
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 研究倫理 統計 プレゼンテーション アカデミックスキル Research ethics, statistics, presentation, academic skills
  • Advanced Course in Environmental Adaptation
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : environmental remediation, bioremediation, risk assessment, management for chemicals, and monitored natural attenuation
  • Advanced Course in Environmental Adaptation
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 環境適応、環境負荷低減、修復技術、バイオレメディエーション、化学物質のリスク評価と管理、放射性物質、海洋環境、河川環境、必須微量重金属 environmental adaptation, reducing environmental impact, remediation technique, bioremediation, phytoremediation, risk assessment, management for chemicals, ocean environment, river environment, radionuclides in the environment and monitored natural attenuation, roles of essential trace elements
  • Advanced Course in Environmental Metrology
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 環境計測、水質汚濁、大気汚染、計量法、環境法、統計学、環境分析法、放射線計測、計量管理 environmental measurement, water pollution, air pollution, dosimetry, metrology, environment law, statistics, environmental analytical methods, measuring control
  • Introduction to Environmental Adaptation
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 環境適応学、環境と生体、生体システム、重金属、内分泌攪乱物質の生体影響、化学物質のリスクアセスメント、ナノテクノロジーの基礎 Environmental adaptation science, Environment and human beings, Biological system, Effects of heavy metals and endocrine disrupters on the body, Risk assessment of chemicals, Nano-technology for environmental adaptation
  • Inter-Graduate School Classes(Educational Program):PARE
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 大学院共通科目
  • Advanced Course in Biomaterials Chemistry II
    開講年度 : 2018
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 天然物化学、化学生態学 Natural Product Chemistry, Chemical Ecology
  • Chemistry II
    開講年度 : 2018
    課程区分 : 学士課程
    開講学部 : 全学教育
    キーワード : 有機化合物、官能基、分子構造、化学的性質、化学反応、生体関連有機物質、炭素の混成軌道、炭化水素、芳香族化合物、アルコール、カルボニル化合物


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