Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A-G

Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A-G
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DOI:
10.1039/c2ob25469g
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发表时间:
2012-01-01
影响因子:
3.2
通讯作者:
Che, Yongsheng
Che, Yongsheng
中科院分区:
化学3区
文献类型:
--
作者:
Zhang, Fan;Ding, Gang;Che, Yongsheng

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具有3-(呋喃-2(5 H)-亚基)呋喃-2,4(3 H,5 H)-二酮(呋喃亚基特窗酸)骨架的天然产物很少见,仅作为真菌代谢产物出现。使用常规方法对呋喃亚甲基特窗酸核进行构型分配仍然是一个挑战。拟盘多毛孢酸A-G(1-7)是从植物内生真菌云南拟盘多毛孢中分离得到的新的呋喃亚甲基特窗酸衍生物。通过核磁共振、X-射线晶体学和电子捕获密度(ECD)计算确定了化合物1的结构。化合物3和7显示出明显的抗菌活性。
Natural products possessing the 3-(furan-2(5H)-ylidene)furan-2,4(3H,5H)-dione (furylidene tetronic acid) skeleton are rare and were encountered only as fungal metabolites. The configurational assignment of the furylidene tetronic acid core using conventional approaches remained a challenge. Pestalotic acids A-G (1-7) are new furylidene tetronic acid derivatives isolated from a plant endophyte Pestalotiopsis yunnanensis. The structure of 1 was elucidated by combination of NMR experiments, X-ray crystallography, and ECD calculations. Compounds 3 and 7 showed significant antimicrobial activity.