The biotransformation of some clovanes by Botrytis cinerea

被引:35
作者
Collado, IG
Hanson, JR
Macías-Sánchez, AJ
Mobbs, D
机构
[1] Univ Cadiz, Fac Ciencias, Dept Quim Organ, Cadiz 11510, Spain
[2] Univ Sussex, Sch Chem Phys & Environm Sci, Brighton BN1 9QJ, E Sussex, England
来源
JOURNAL OF NATURAL PRODUCTS | 1998年 / 61卷 / 11期
关键词
D O I
10.1021/np9801054
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The metabolism of the fungistatic agent 2 beta-methoxyclovan-9 alpha-ol (2) by the fungus Botrytis cinerea has been investigated. Biotransformation of compound 2 yielded compounds 3-5, 7, and 9. The major metabolites of compound 2 each show much reduced biological activity when compared with the parent compound. Also studied were the effects of B. cinerea on the metabolism of the related compounds 2 beta-methoxyclovan-9-one (3), 2 beta-methoxyclovan-9 beta-ol (4), and clovan-2,9-dione (6). Compounds 3, 4, 8, and 9 are described for the first time.
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页码:1348 / 1351
页数:4
相关论文
共 14 条
[1]  
ABEI A, 1953, J CHEM SOC, P3124
[2]  
BARTON DHR, 1954, REC CHEM PROG, V15, P19
[3]  
COLEYSMITH JR, 1980, BIOL BOTRYTIS, P42
[4]   The cleavage of caryophyllene oxide catalysed by tetracyanoethylene [J].
Collado, IG ;
Hanson, JR ;
MaciasSanchez, AJ .
TETRAHEDRON, 1996, 52 (23) :7961-7972
[5]   Stereochemistry of epoxidation of some caryophyllenols [J].
Collado, IG ;
Hanson, JR ;
Hitchcock, PB ;
MaciasSanchez, AJ .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (07) :1965-1969
[6]   BOTRYDIAL, A SESQUITERPENE ANTIBIOTIC FROM CULTURE SOLUTION OF FUNGUS BOTRYTIS-CINEREA [J].
FEHLHABER, HW ;
GEIPEL, R ;
MERCKER, HJ ;
TSCHESCHE, R ;
WELMAR, K ;
SCHONBECK, F .
CHEMISCHE BERICHTE-RECUEIL, 1974, 107 (05) :1720-1730
[7]  
GUHA PC, 1953, INDIAN CHEM SOC, V30, P82
[8]  
HERMANN H, 1994, CHEM PHARM BULL, V42, P138
[9]  
HUDLICK M, 1990, ACS MONOGR SER, V186, P273
[10]  
NICKON A, 1954, PERFUM ESSENT OIL RE, V45, P149