Cladionol A, a polyketide glycoside from marine-derived fungus Gliocladium species

Cladionol A, a polyketide glycoside from marine-derived fungus Gliocladium species
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DOI:
10.1021/np050046b
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发表时间:
2005-05-01
影响因子:
5.1
通讯作者:
Kobayashi, J
Kobayashi, J
中科院分区:
生物学2区
文献类型:
--
作者:
Kasai, Y;Komatsu, K;Kobayashi, J

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从真菌粘帚霉(Gliocladium sp.)的发酵液中分离得到一个新的聚酮苷,命名为cladionol A(1),该化合物是从异叶丁香中分离得到的,通过波谱数据鉴定了其结构。主要通过J-构型分析确定了C-2-C-3的相对立体化学结构,而基于NOESY数据和/或H-1-H-1偶联,确定了两个糖单元的相对立体化学结构为P-甘露吡喃糖苷和阿拉伯糖醇。此外,基于1的酸水解产物的苯甲酰基衍生物的手性HPLC分析,确定甘露糖部分的绝对构型为D-型。Cladionol A(1)表现出适度的细胞毒性。
A new polyketide glycoside, cladionol A (1), was isolated from the cultured broth of a fungus Gliocladium sp., which was separated from sea grass Syringodium isoetifolium, and the structure was elucidated by spectroscopic data. The relative stereochemistry of C-2-C-3 was assigned by mainly J-based configuration analysis, while those of two sugar units were elucidated to be P-mannopyranoside and arabitol on the basis of NOESY data and/or H-1-H-1 couplings. Furthermore, the absolute configuration of the mannose moiety was determined as the D-form on the basis of chiral HPLC analysis of a benzoyl derivative of the acid hydrolysate of 1. Cladionol A (1) exhibited modest cytotoxicity.