Coibamide A, a potent antiproliferative cyclic depsipeptide from the panamanian marine cyanobacterium Leptolyngbya sp.

Coibamide A, a potent antiproliferative cyclic depsipeptide from the panamanian marine cyanobacterium Leptolyngbya sp.
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DOI:
10.1021/ja801383f
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发表时间:
2008-05-21
影响因子:
15
通讯作者:
McPhail, Kerry L.
McPhail, Kerry L.
中科院分区:
化学1区
文献类型:
--
作者:
Medina, Rebecca A.;Goeger, Douglas E.;McPhail, Kerry L.

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CoibamineA(1)是从巴拿马Coiba国家公园采集的海洋Leptolyngbya蓝藻中分离得到的一种新的、有效的抗增殖脱脂肽。I的平面结构通过核磁共振谱和质谱学相结合的方法得到确证。详尽的一维和二维核磁共振谱包括自然丰度(15)N和变温实验,质谱学包括TOF-ESI-MS(N)和FT-MS(N)实验,化学降解和手性高效液相色谱(GC-MS)分析确定了1的绝对构型。这种高度甲基化的环化脱脂肽在NCL 60癌细胞系中表现出前所未有的选择性,似乎是通过一种新的机制发挥作用。
Coibamide A (1) is a new, potent antiproliferative depsipeptide which was isolated from a marine Leptolyngbya cyanobacterium collected from the Coiba National Park, Panama. The planar structure of I was elucidated by a combination of NMR spectroscopy and mass spectrometry. Exhaustive 1 D and 2D NMR spectroscopy included natural abundance (15)N and variable temperature experiments; mass spectrometry included TOF-ESI-MS(n) and FT-MS(n) experiments, Chemical degradation followed by chiral HPLC- and GC-MS analyses was used to assign the absolute configuration of 1. This highly methylated cyclized depsipeptide exhibited an unprecedented selectivity profile in the NCl 60 cancer cell line panel and appears to act via a novel mechanism.