MICROBIAL TRANSFORMATIONS OF STEMODIN, A STEMODIA DITERPENE

被引:16
作者
BADRIA, FA [1 ]
HUFFORD, CD [1 ]
机构
[1] UNIV MISSISSIPPI,SCH PHARM,DEPT PHARMACOGNOSY,UNIVERSITY,MS 38677
关键词
STEMODIA-MARITIMA; SCROPHULARIACEAE; MICROBIAL TRANSFORMATION; DITERPENE; STEMODIN; STEMODIN METABOLITES;
D O I
10.1016/0031-9422(91)83626-V
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Screening studies have shown a number of microorganisms capable of transforming the stemodane diterpene, stemodin. Scale-up fermentation with Cunninghamella echinulata ATCC 9244 and Polyangium cellulosum ATCC 29610 have resulted in the production of five major metabolites that have been characterized with the use of 2D NMR techniques. These metabolites have been identified as 7-alpha-hydroxystemodin, 7-beta-hydroxystemodin, 14-alpha-hydroxystemodin, 19-hydroxystemodin and 17,19-dihydroxystemodin.
引用
收藏
页码:2265 / 2268
页数:4
相关论文
共 9 条
[1]   OXIDATION OF SECONDARY ALCOHOLS IN DIETHYL ETHER WITH AQUEOUS CHROMIC ACID - CONVENIENT PROCEDURE FOR PREPARATION OF KETONES IN HIGH EPIMERIC PURITY [J].
BROWN, HC ;
GARG, CP ;
LIU, KT .
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (03) :387-&
[2]   ANTIVIRAL EFFECTS OF APHIDICOLIN, A NEW ANTIBIOTIC PRODUCED BY CEPHALOSPORIUM-APHIDICOLA [J].
BUCKNALL, RA ;
MOORES, H ;
SIMMS, R ;
HESP, B .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1973, 4 (03) :294-298
[3]   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
[4]   SYNTHESIS AND C-13 NUCLEAR MAGNETIC-RESONANCE ASSIGNMENTS OF XENOGNOSIN [J].
ELFERALY, FS ;
HUFFORD, CD .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (08) :1527-1530
[5]   H-1-NMR AND C-13-NMR ASSIGNMENTS FOR THE STEMODIA DITERPENES, STEMODIN, STEMODINONE, AND MARITIMOL [J].
HUFFORD, CD .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (02) :367-369
[6]   2 NEW DITERPENES FROM STEMODIA-MARITIMA L [J].
HUFFORD, CD ;
GUERRERO, RO ;
DOORENBOS, NJ .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1976, 65 (05) :778-780
[7]   APHIDICOLIN - A SPECIFIC INHIBITOR OF DNA-SYNTHESIS IN SYNCHRONOUS MASTOCYTOMA P-815 CELLS [J].
ICHIKAWA, A ;
NEGISHI, M ;
TOMITA, K ;
IKEGAMI, S .
JAPANESE JOURNAL OF PHARMACOLOGY, 1980, 30 (03) :301-308
[8]   STRUCTURES OF STEMODIN AND STEMODINONE [J].
MANCHAND, PS ;
WHITE, JD ;
WRIGHT, H ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (08) :2705-2706
[9]   X-RAY STRUCTURE AND ABSOLUTE STEREOCHEMISTRY OF STEMARIN, A DITERPENE WITH A NEW SKELETON [J].
MANCHAND, PS ;
BLOUNT, JF .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (21) :894-895