Sorbicillinol, a key intermediate of bisorbicillinoid biosynthesis in Trichoderma sp USF-2690
Sorbicillinol, a key intermediate of bisorbicillinoid biosynthesis in Trichoderma sp USF-2690
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DOI：
10.1271/bbb.65.2271
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发表时间：
2001-10-01
影响因子：
1.6
通讯作者：
Hirota, A
中科院分区：
文献类型：
--
作者：
Abe, N;Sugimoto, O;Hirota, A
在我们从木霉中筛选自由基清除剂的过程中。USF-2690，我们发现了一种未鉴定的代谢物(1)，该代谢物出现在用于高效液相分析的方法中。代谢产物1随着双环菌素类化合物的产生而逐渐减少，在一般的分离过程中很容易遗漏。I的LC-ESI-MS(负)分析表明m/z247为(M-1)(-)离子峰。合成的6-O-乙酰基山比林醇(+/-2)在0.05M氢氧化钾作用下的水解和产物I在水溶液中的乙酰化反应表明，1的结构为(6S)-4-(2，4-hexadienoyl)-3，6-dihydroxy-2，6-dimethyl-2，4-环己二烯-1-酮，命名为山梨酚，这是一种在双球菌素类化合物生物合成中起重要作用的喹酚。
In the course of our screening program for free radical scavengers from Trichoderma sp. USF-2690, we found an unidentified metabolite (1) that appeared by the method used for HPLC analysis. Metabolite 1 gradually decreased with the production of bisorbicillinoids and was easily missed during the general isolation procedure. The LC-ESI-MS (negative) analysis for I gave m/z 247 as the (M-1)(-) ion peak. The hydrolysis of synthetic 6-O-acetylsorbicillinol (+/- -2) by 0.05 M KOH and acetylation of product I in an aqueous solution indicated that the structure of 1 was (6S)-4-(2,4-hexadienoyl)-3,6-dihydroxy-2,6-dimethyl-2,4- cyclohexadien-1-one, designated sorbicillinol, a quinol that has been postulated to be important in bisorbicillinoid biosynthesis.