Botcinins E and F and Botcinolide from Botrytis cinerea and structural revision of botcinolides.
Botcinins E and F and Botcinolide from Botrytis cinerea and structural revision of botcinolides.
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DOI：
10.1021/np060071x
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发表时间：
2006-03
影响因子：
5.1
通讯作者：
Hiroko Tani;Hiroyuki Koshino;E. Sakuno;Cutler Hg;Hiromitsu Nakajima
中科院分区：
文献类型：
--
作者：
Hiroko Tani;Hiroyuki Koshino;E. Sakuno;Cutler Hg;Hiromitsu Nakajima
肉毒素E和F与已知的肉毒素一起分离。通过光谱分析和化学转化，确定其结构分别为3-O-脱乙酰基肉毒素A（5）和3-O-脱乙酰基-2-表肉毒素A（6）。根据光谱数据和化学转化率对botcinetrin的结构进行了修正。Botcinolamine最初被报道为九元内酯（7），但修改后的结构是Botcinin E的开环酸（13）。因此，肉毒杆菌素被重新命名为肉毒杆菌酸，高肉毒杆菌素被重新命名为肉毒杆菌酸。对所有肉毒素类似物的光谱数据的重新研究表明，4-O-甲基肉毒素和3-O-乙酰基-2-表肉毒素分别与肉毒酸（13 a）和肉毒素A（1）的甲酯相同，2-表肉毒素可能与肉毒素E相同（5）。化合物5、6和13对水稻稻瘟病菌有较弱的抑菌活性。
Botcinins E and F were isolated together with the known botcinolide. The structures of botcinins E and F were determined to be 3-O-deacetylbotcinin A (5) and 3-O-deacetyl-2-epi-botcinin A (6), respectively, by spectroscopic methods and chemical conversion. The structure of botcinolide was revised on the basis of spectroscopic data and chemical conversion. Botcinolide was originally reported as a nine-membered lactone (7), but the revised structure is the seco acid of botcinin E (13). Thus botcinolide is renamed botcinic acid, and homobotcinolide is renamed botcineric acid. Reinvestigation of the spectroscopic data reported for all botcinolide analogues indicates that 4-O-methylbotcinolide and 3-O-acetyl-2-epibotcinolide are the same as a methyl ester of botcinic acid (13a) and botcinin A (1), respectively, and that 2-epibotcinolide may be the same as botcinin E (5). Compounds 5, 6, and 13 showed weak antifungal activity against Magnaporthe grisea, a pathogen of rice blast disease.