担子菌脓疱扇菇产生的9-甲氧基甲氧基丙烯酸酯类和奥德曼菌素类新型β-甲氧基丙烯酸酯。

Novel beta-methoxyacrylates of the 9-methoxystrobilurin and oudesmansin classes produced by the basidiomycete Favolaschia pustulosa.

作者信息

Wood K A, Kau D A, Wrigley S K, Beneyto R, Renno D V, Ainsworth A M, Penn J, Hill D, Killacky J, Depledge P

机构信息

Senova, Ltd., Berkshire, U.K.

出版信息

J Nat Prod. 1996 Jul;59(7):646-9. doi: 10.1021/np960325m.

DOI:10.1021/np960325m

PMID:8926488

Abstract

Submerged liquid cultures of the basidiomycete Favolaschia pustulosa (Xenova culture collection no. X27732) afforded the novel 9-methoxystrobilurin derivatives, 9-methoxystrobilurin L (1) and 9-methoxystrobilurin E (2), and the related oudemansin derivative, oudemansin L (3). Their structures were established by 2D NMR experiments. Compounds 1 and 3 possess a novel arrangement of two isoprenoid units fused to the aromatic nucleus. Both 1 and 2 have the EEE-configuration in the pentadienyl side chain as reported previously for 9-methoxystrobilurins. Compound 1 was cytotoxic to cells of the human B lymphoblastoid cell line (Jijoye), with an IC50 of 1.8 nM. This cytotoxicity was observed in a 5- day assay only and was not apparent after 2 days. Compound 1 showed some antibacterial activity against Bacillus subtilis (MIC = 0.9 microM) and antifungal activity against Candida albicans (MIC = 6 microM).

摘要

担子菌脓疱扇菇（Xenova培养物保藏编号X27732）的深层液体培养产生了新型的9-甲氧基嗜球果伞素衍生物9-甲氧基嗜球果伞素L（1）和9-甲氧基嗜球果伞素E（2），以及相关的奥德曼菌素衍生物奥德曼菌素L（3）。它们的结构通过二维核磁共振实验确定。化合物1和3具有与芳核稠合的两个类异戊二烯单元的新颖排列。如先前报道的9-甲氧基嗜球果伞素一样，1和2在戊二烯基侧链中均具有EEE-构型。化合物1对人B淋巴母细胞系（Jijoye）的细胞具有细胞毒性，IC50为1.8 nM。这种细胞毒性仅在5天的试验中观察到，2天后不明显。化合物1对枯草芽孢杆菌显示出一定的抗菌活性（MIC = 0.9 microM），对白色念珠菌显示出抗真菌活性（MIC = 6 microM）。