NOVEL BIOTRANSFORMATIONS OF 7-ETHOXYCOUMARIN BY STREPTOMYCES-GRISEUS
NOVEL BIOTRANSFORMATIONS OF 7-ETHOXYCOUMARIN BY STREPTOMYCES-GRISEUS
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DOI：
10.1128/aem.46.2.468-474.1983
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发表时间：
1983-01-01
影响因子：
4.4
通讯作者：
ROSAZZA, JP
中科院分区：
文献类型：
--
作者：
SARIASLANI, FS;ROSAZZA, JP
7-乙氧基香豆素的生物转化。griseus导致2种代谢产物的积累，其被分离并鉴定为7-羟基香豆素和7-羟基-6-甲氧基香豆素。一系列新的生物转化反应涉及乙氧基香豆素底物转化为这些产物，包括O-脱乙基化，6-羟基化形成6，7-二羟基香豆素儿茶酚，以及随后的O-甲基化。7-羟基香豆素和6，7-二羟基香豆素均被S.灰色的以6，7-二羟基香豆素为底物，检测到痕量的同分异构体6-羟基-7-甲氧基香豆素。从S.灰蝶没有成功。然而，[甲基-14C]甲硫氨酸用于S.灰毛壳形成7-羟基-6-[14 C]甲氧基香豆素。
Biotransformation of 7-ethoxycoumarin by S. griseus resulted in the accumulation of 2 metabolites which were isolated and identified as 7-hydroxycoumarin and 7-hydroxy-6-methoxycoumarin. A novel series of biotransformation reactions is implicated in the conversion of the ethoxycoumarin substrate to these products, including O-deethylation, 6-hydroxylation to form a 6,7-dihydroxycoumarin catechol, and subsequent O-methylation. Either 7-hydroxycoumarin or 6,7-dihydroxycoumarin was biotransformed to 7-hydroxy-6-methoxycoumarin by S. griseus. Trace amounts of the isomeric 6-hydroxy-7-methoxycoumarin were detected when 6,7-dihydroxycoumarin was used as the substrate. Efforts to obtain a cell-free catechol-O-methyltransferase enzyme system from S. griseus were unsuccessful. However, [methyl-14C]methionine was used with cultures of S. griseus to form 7-hydroxy-6-[14C]methoxycoumarin.