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Isolation and Structural Elucidation of Proline-Containing Cyclopentapeptides from an Endolichenic Xylaria sp.

2011; American Chemical Society; Volume: 74; Issue: 5 Linguagem: Inglês

10.1021/np100909y

1520-6025

Wen Wu, Huanqin Dai, Bao Li, Biao Ren, Jingcai Lu, Yuanming Luo, Liang‐Dong Guo, Lixin Zhang, Hongwei Liu,

Marine Sponges and Natural Products

Two new cyclic pentapeptides (1 and 2) and the known blazein (3), ganodesterone (4), ergosterin (5), cerevisterol (6), 24-methylcholesta-4,6,8(14),22-tetraen-3-one (7), 5,8-epidioxyergosta-6,22-dien-3-ol (8), 16-α-d-mannopyranosyloxyisopimar-7-en-19-oic acid (9), and 16-hydroxy isopimar-7-en-19-oic acid (10) have been isolated from the crude extract of an endolichenic Xylaria sp. The structures of 1 and 2 were elucidated primarily by NMR and MS methods. The absolute configurations of 1 and 2 were assigned using Marfey's method on their acid hydrolysate. Compounds 1−10 were evaluated for activity against fungi and for synergistic antifungal activity. Compound 1 showed synergistic antifungal activity against Candida albicans SC5314 with 0.004 μg/mL ketoconazole.