MICROBIAL-METABOLISM OF THE DITERPENE SCLAREOL - OXIDATION OF THE A RING BY SEPTOMYXA-AFFINIS

被引：24

作者：

KOUZI, SA

MCCHESNEY, JD

机构：

[1] UNIV MISSISSIPPI,DEPT PHARMACOGNOSY,UNIVERSITY,MS 38677

[2] UNIV MISSISSIPPI,SCH PHARM,PHARMACEUT SCI RES INST,UNIVERSITY,MS 38677

来源：

HELVETICA CHIMICA ACTA | 1990年 / 73卷 / 08期

关键词：

D O I：

10.1002/hlca.19900730811

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Microbial metabolism of the diterpene sclareol (1) was studied. Screening studies have shown a number of microorganisms capable of metabolizing 1. Preparative‐scale fermentation with Septomyxa affinis ATCC 6737 has resulted in the production of three fungal metabolites that have been characterized by 2D‐NMR techniques and chemical reactions. These metabolites have been identified as 8α,13β‐dihydroxylabd‐14‐en‐3‐one (2), labd‐14‐ene‐3β.8α,13β‐triol (4), and labd‐14‐ene‐2α,8α,13β‐triol (6). Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim

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页码：2157 / 2164

页数：8

相关论文

共 20 条

[1] DITERPENES FROM NICOTIANA-GLUTINOSA AND THEIR EFFECT ON FUNGAL GROWTH [J].

BAILEY, JA ;

VINCENT, GG ;

BURDEN, RS .

JOURNAL OF GENERAL MICROBIOLOGY, 1974, 85 (NOV) :57-64

[2] CONTROL OF RUST DISEASES BY DITERPENES FROM NICOTIANA-GLUTINOSA [J].

BAILEY, JA ;

CARTER, GA ;

BURDEN, RS ;

WAIN, RL .

NATURE, 1975, 255 (5506) :328-329

[3] FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .11. OXIDATION OF CEDROL, BETA-EUDESMOL AND GAMMA-EUDESMOL, SCLAREOL, MANOYL OXIDE, 1,9-DIDEOXYFORSKOLIN, METHYL TRANS-DIHYDROJASMONATE, AND TETRAHYDROLINALOOL BY THE GIF SYSTEM [J].

BARTON, DHR ;

BELOEIL, JC ;

BILLION, A ;

BOIVIN, J ;

LALLEMAND, JY ;

LELANDAIS, P ;

MERGUI, S .

HELVETICA CHIMICA ACTA, 1987, 70 (08) :2187-2200

[4] ASSIGNMENT OF C-13 NMR-SPECTRA VIA DOUBLE-QUANTUM COHERENCE [J].

BAX, A ;

FREEMAN, R ;

FRENKIEL, TA ;

LEVITT, MH .

JOURNAL OF MAGNETIC RESONANCE, 1981, 43 (03) :478-483

[5] BROAD-BAND HOMONUCLEAR DECOUPLING IN HETERONUCLEAR SHIFT CORRELATION NMR-SPECTROSCOPY [J].

BAX, A .

JOURNAL OF MAGNETIC RESONANCE, 1983, 53 (03) :517-520

[6] CORRELATION OF PROTON CHEMICAL-SHIFTS BY TWO-DIMENSIONAL FOURIER-TRANSFORM NMR [J].

BAX, A ;

FREEMAN, R ;

MORRIS, G .

JOURNAL OF MAGNETIC RESONANCE, 1981, 42 (01) :164-168

[7] STRUCTURE AND ABSOLUTE-CONFIGURATION OF (-)-SCLAREOL-8-ACETATE [J].

BERNARDINELLI, G ;

VIAL, C ;

STARKEMANN, S ;

NAF, F .

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1988, 44 :715-717

[8] SYNTHESIS OF DITERPENES .3. THE SYNTHESIS, AND CONFIGURATION AT POSITION-13, OF DITERPENES OF THE LABDANE GROUP [J].

BIGLEY, DB ;

ROGERS, NAJ ;

BARLTROP, JA .

JOURNAL OF THE CHEMICAL SOCIETY, 1960, (NOV) :4613-4627

[9] THE USE OF MICROORGANISMS FOR THE STUDY OF DRUG-METABOLISM [J].

CLARK, AM ;

MCCHESNEY, JD ;

HUFFORD, CD .

MEDICINAL RESEARCH REVIEWS, 1985, 5 (02) :231-253

[10]

CUTLER HG, 1977, PLANT CELL PHYSIOL, V18, P711