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环孢菌素,一种高度不饱和的聚酮化合物:ACCORD - ADEQUATE实验在天然产物结构测定中的应用

Cytosporacin, a highly unsaturated polyketide: application of the ACCORD-ADEQUATE experiment to the structural determination of natural products.

作者信息

He Haiyin, Janso Jeffrey E, Williamson R Thomas, Yang Hui Y, Carter Guy T

机构信息

Natural Products Research, Chemical Sciences, Wyeth Research, 401 North Middletown Road, Pearl River, New York 10965, USA.

出版信息

J Org Chem. 2003 Aug 8;68(16):6079-82. doi: 10.1021/jo030067f.

DOI:10.1021/jo030067f
PMID:12895035
Abstract

Cytosporacin (1), a novel antibacterial polyketide containing naphthopyranone and isochromandione moieties, was isolated from the fermentation broth of the fungus Cytospora rhizophorae. A (1)H-detected ACCORD-ADEQUATE pulse sequence that distinguished (2)J(CH) from (3)J(CH) correlations provided critical information for structural determination. NOE studies established the relative configuration and revealed the presence of two rotamers. A biosynthetic (13)C-labeling experiment indicated that cytosporacin was derived from acetate origin.

摘要

胞孢菌素(1)是一种含有萘并吡喃酮和异色满二酮部分的新型抗菌聚酮化合物,从真菌根腐壳囊孢的发酵液中分离得到。一种通过¹H检测的ACCORD - ADEQUATE脉冲序列,该序列能够区分²J(CH)和³J(CH)相关,为结构测定提供了关键信息。NOE研究确定了相对构型,并揭示了存在两种旋转异构体。一项生物合成¹³C标记实验表明胞孢菌素来源于乙酸盐。

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