1987 Fiscal Year Final Research Report Summary
Synthesis of biologically Active Compounds by Using Enzymatic Procedure
| Project/Area Number |
61571005
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyushu University |
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Principal Investigator |
KIYOSHI Sakai Kyushu University, 薬学部, 教授 (90153840)
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| Co-Investigator(Kenkyū-buntansha) |
HIROSHI Suemune Kyushu University, 薬学部, 助手 (20095897)
KAZUHISA Funakoshi Kyushu University, 薬学部, 助手 (50037579)
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| Project Period (FY) |
1986 – 1987
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| Keywords | Enzymatic Hydrolysis / Microbial Reduction / Asymmetric Hydrolysis / Prostaglandins / Asymmetric Reduction / Platelet-Activating Factor / 生体中微量成分 / キラルシントン |
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| Research Abstract |
Asymmetric syntheses of biologically active compounds such as prostaglandins (PGs) and platelet-activating factor (PAF) were studied by using enzymatic procedure.
1. Syntheses of optically active intermediates for carbacyclin, 11-deoxy-PGs, and PGA_2 were achieved by means of microbial reduction, asymmetric hydrolysis, and enantioselective hydrolysis, respectively.
2. Asymmetric syntheses of 2,3-O-isopropylidene-sn-glycerol and (-)-batyl alcohol, key synthetic intermediates for PAF, were achieved by enzymatic hydrolysis and microbial reduction.
3. (1) For preparation of optically active cyclopentane derivatives, enzymatic procedure was proved to be efficient in both kinetic resolution of racemic compounds and asymmetric induction of meso-compounds. As the result of our investigation, Pseudomonas fluorescens lipase was the most effective for above purpose.
(2) Chiral highly functionalized cyclopentanones were obtained by microbial reduction. Starting from the new chiral synthoh, (-)-<alpha>- and (+)-<beta>-Cuparenones, Cuparene, and Laurene were synthesized.
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