Researcher basic information

• Ph.D., The University of Tokyo, Mar. 2026

• https://researchmap.jp/y_inori?lang=en

• https://jglobal.jst.go.jp/detail?JGLOBAL_ID=202601020152888067

• 202601020152888067

• 有機合成化学
• 天然物化学

• Nanotechnology/Materials, Synthetic organic chemistry
• Life Science, Bioorganic chemistry

Research activity information

• Total Synthesis and Complete Stereochemical Assignment of Amphirionin‐5, a Potent Natural Osteoblasts Proliferator
  Yusuke Ogura; Kenji Nemoto; Tadafumi Fujita; Yuta Inori; Daisuke Abe; Hironori Okamura; Hirosato Takikawa; Shigefumi Kuwahara
  ChemistryEurope, 4, 2, Wiley, 26 Oct. 2025, [Peer-reviewed]
  Scientific journal, Amphirionin‐5, derived from dinoflagellates of the genus Amphidinium , exhibits a unique biological activity whereby trace amounts can lead to potent proliferation of osteoblasts, making it a promising candidate for regenerative therapy of bone and treatment of osteoporosis. However, the relative configuration of amphirionin‐5 has only been partially determined. Herein, the total synthesis of amphirionin‐5 is undertaken to establish its overall stereochemistry. Synthesized C16‐C28 model with the proposed relative configuration of C19‐C23 shows significant discrepancies between its NMR spectroscopic data around C19 and those of the corresponding substructures of the natural amphirionin‐5, suggesting of necessity for reconsideration of the relative configuration of C19. Two further 19 S ‐type C11‐C28 models are synthesized, and detailed NMR analysis reveals that the ¹³ C NMR of (19 S ,26 R )‐C11‐C28 models show the best agreement with those in the corresponding substructure of the natural product; thus, the relative configurations from C19 to C26 of amphirionin‐5 are proposed as 19 S *, 20 S *, 23 S *, and 26 R *. Coupling of the C1‐C16 segment, synthesized from an optically active α ‐silyloxy pentanolide as a common intermediate, and the (19 S ,26 R )‐C17‐C28 segment is achieved under intermolecular Stetter reaction conditions, enabling the convergent total synthesis of the candidate diastereomer of amphirionin‐5. Ultimately, the overall stereochemistry of amphirionin‐5 is fully assigned.
• Asymmetric Total Synthesis of (+)-Karanone: An Important Aroma Compound in Fine Agarwood
  Yuta Inori; Hirosato Takikawa; Yusuke Ogura
  Journal of Natural Products, 88, 9, 2216, 2224, American Chemical Society (ACS), 26 Aug. 2025, [Peer-reviewed], [Lead author]
  English, Scientific journal
• New synthesis of (±)-karanone, an important aroma compound in agarwood
  Yuta Inori; Hirosato Takikawa; Yusuke Ogura
  Bioscience, Biotechnology, and Biochemistry, 87, 4, 371, 377, Oxford University Press (OUP), 25 Jan. 2023, [Peer-reviewed], [Lead author]
  English, Scientific journal, ABSTRACT
  
  A concise synthesis of (±)-karanone, an important aroma compound of agarwood, was achieved from a commercially available 3-methylcyclohex-2-enol in 3.5% yield in 11 steps. The two contiguous stereocenters at C4 and C5 were constructed via Ireland–Claisen rearrangement. The allylic oxidation at C8 was successfully performed with the mixture of tert-butyl hydroperoxide (TBHP) and CuI. A precursor of ring-closing metathesis to construct a bicyclic dienone was efficiently synthesized from iodoenone by 1,4-addition and nucleophilic substitution of the vinyl group in one pot.