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来自加勒比海深水海绵Poecillastra物种的大环内酯内酰胺类化合物波西拉菌素B和C的结构鉴定。

Structural assignment of poecillastrins B and C, macrolide lactams from the deep-water Caribbean sponge Poecillastra species.

作者信息

Takada Kentaro, Choi Byoung W, Rashid Mohammad A, Gamble William R, Cardellina John H, Van Que N, Lloyd John R, McMahon James B, Gustafson Kirk R

机构信息

Molecular Targets Development Program, Center for Cancer Research, National Cancer Institute, Building 1052, Room 121, Frederick, MD 21702-1201, USA.

出版信息

J Nat Prod. 2007 Mar;70(3):428-31. doi: 10.1021/np0604984.

DOI:10.1021/np0604984
PMID:17378533
Abstract

Two new chondropsin-type macrolide lactams, poecillastrins B (1) and C (2), were isolated from aqueous extracts of the marine sponge Poecillastra sp. These trace metabolites were isolated in low yield (400-600 microg), and their structures were determined primarily by analysis of NMR data acquired using a cyrogenically cooled probe. High-quality 1D and 2D NMR data sets allowed complete assignment of the spectroscopic data and defined the new structures as 35-membered ring analogues of poecillastrin A (3). Compounds 1 and 2 showed potent cytotoxic activity against a human melanoma tumor cell line (LOX) with an IC50 value of less than 1 microg/mL.

摘要

从海洋海绵Poecillastra sp.的水提取物中分离出两种新的软骨藻酸型大环内酯内酰胺,即波氏菌素B(1)和C(2)。这些微量代谢产物的分离产率较低(400-600微克),其结构主要通过使用低温冷却探头采集的核磁共振数据进行分析来确定。高质量的一维和二维核磁共振数据集使光谱数据得以完全归属,并将新结构定义为波氏菌素A(3)的35元环类似物。化合物1和2对人黑色素瘤肿瘤细胞系(LOX)显示出强大的细胞毒性活性,半数抑制浓度(IC50)值小于1微克/毫升。

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