Cytotoxic veraguamides, alkynyl bromide-containing cyclic depsipeptides from the marine cyanobacterium cf. Oscillatoria margaritifera.
Cytotoxic veraguamides, alkynyl bromide-containing cyclic depsipeptides from the marine cyanobacterium cf. Oscillatoria margaritifera.
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DOI：
10.1021/np200077f
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发表时间：
2011-05-27
影响因子：
5.1
通讯作者：
Gerwick WH
中科院分区：
文献类型：
--
作者：
Mevers E;Liu WT;Engene N;Mohimani H;Byrum T;Pevzner PA;Dorrestein PC;Spadafora C;Gerwick WH
作为巴拿马国际合作生物多样性小组（ICBG）计划的一部分，从巴拿马Coiba国家公园获得的cf. Oscillatoria margaritifera中分离出一个癌细胞细胞毒性环沉积肽家族，veraguamides A- c（1-3）和H-L（4-8）。维拉圭酰胺A(1)的平面结构通过二维核磁共振和质谱分析得到，而2-8的结构主要通过1H核磁共振和MS2/MS3技术结合确定。这些新化合物类似于软体动物衍生的天然产物kulomo'opunalide，其中两种维拉酰胺（C和H）含有相同的末端炔部分。然而，四种维拉酰胺，A， B， K和L也具有炔基溴，这种功能以前只在另一种海洋天然产物牙买加酰胺A中观察到。维拉酰胺A对H-460人肺癌细胞系显示出强大的细胞毒性（LD50 = 141 nM）。
A family of cancer cell cytotoxic cyclodepsipeptides, veraguamides A-C (1-3) and H-L (4-8), were isolated from a collection of cf. Oscillatoria margaritifera obtained from the Coiba National Park, Panama as part of the Panama International Cooperation Biodiversity Group (ICBG) program. The planar structure of veraguamide A (1) was deduced by 2D NMR spectroscopy and mass spectrometry whereas the structures of 2-8 were mainly determined by a combination of 1H NMR and MS2/MS3 techniques. These new compounds are analogous to the mollusk-derived kulomo'opunalide natural products, with two of the veraguamides (C and H) containing the same terminal alkyne moiety. However, four veraguamides, A, B, K and L, also feature an alkynyl bromide, a functionality that has only been previously observed in one other marine natural product, jamaicamide A. Veraguamide A showed potent cytotoxicity to the H-460 human lung cancer cell line (LD50 = 141 nM).
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影响因子：
5.8
作者：
Nylander, Johan A. A.;Wilgenbusch, James C.;Swofford, David L.
通讯作者：
Swofford, David L.
影响因子：
3.6
作者：
Han, BN;Goeger, D;Gerwick, WH
通讯作者：
Gerwick, WH
影响因子：
3.6
作者：
Nakao, Y;Yoshida, WY;Scheuer, PJ
通讯作者：
Scheuer, PJ
影响因子：
1.8
作者：
RODRIGUEZ, J;FERNANDEZ, R;BOUCHET, P
通讯作者：
BOUCHET, P
影响因子：
10.7
作者：
Posada, David
通讯作者：
Posada, David