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Studies on lupin alkaloids. VI. Isolation and structure of (+)-isomatrine.

Akira Ueno/, Shizuoka College of Pharmacy, / Institute of Applied Microbiology, University of Tokyo, Fuculty of Pharmaceutical Sciences, University of TokyoKUNIO MORINAGA/, Shizuoka College of Pharmacy, / Institute of Applied Microbiology, University of Tokyo, Fuculty of Pharmaceutical Sciences, University of TokyoSEIGO FUKUSHIMA/, Shizuoka College of Pharmacy, / Institute of Applied Microbiology, University of Tokyo, Fuculty of Pharmaceutical Sciences, University of TokyoYöichi Iitaka/, Shizuoka College of Pharmacy, / Institute of Applied Microbiology, University of Tokyo, Fuculty of Pharmaceutical Sciences, University of TokyoYukiko Koiso/, Shizuoka College of Pharmacy, / Institute of Applied Microbiology, University of Tokyo, Fuculty of Pharmaceutical Sciences, University of TokyoShigenobu Okuda/, Shizuoka College of Pharmacy, / Institute of Applied Microbiology, University of Tokyo, Fuculty of Pharmaceutical Sciences, University of Tokyo
1975en
ABI

Аннотация

A new stereoisomer of matrine was isolated from "Ku-Shen, " dry roots of Sophora flavescens, and named (+)-isomatrine. Epimerization of this compound into (+)-matrine (I) demostrated its flamework. X-Ray analysis of (+)-isomatrine hydrobromide was performed and its structure, [5R, 6R, 7S, 11R]-17-oxomatridine (VI), was elucidated. The conformations of A, B, C and D ring in VI are chair, boat, boat and half-chair, respectively.

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