来自一种海洋蓝藻细菌的细胞毒性肽类天然产物——波托贝酰胺A、B和卡西克酰胺

Portobelamides A and B and Caciqueamide, Cytotoxic Peptidic Natural Products from a sp. Marine Cyanobacterium.

作者信息

Demirkiran Ozlem, Almaliti Jehad, Leão Tiago, Navarro Gabriel, Byrum Tara, Valeriote Frederick A, Gerwick Lena, Gerwick William H

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Trakya University, Edirne 22030, Turkey.

Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, California 92037, United States.

出版信息

J Nat Prod. 2021 Aug 27;84(8):2081-2093. doi: 10.1021/acs.jnatprod.0c01383. Epub 2021 Jul 16.

DOI:10.1021/acs.jnatprod.0c01383

PMID:34269583

Abstract

Three new compounds, portobelamides A and B ( and ), 3-amino-2-methyl-7-octynoic acid (AMOYA) and hydroxyisovaleric acid (Hiva) containing cyclic depsipeptides, and one long chain lipopeptide caciqueamide (), were isolated from a field-collection of a sp. marine cyanobacterium obtained from Panama as part of the Panama International Cooperative Biodiversity Group Program. Their planar structures were elucidated through analysis of 2D NMR and MS data, especially high resolution (HR) MS/MS fragmentation methods. The absolute configurations of compounds and were deduced by traditional hydrolysis, derivative formation, and chromatographic analyses compared with standards. Portobelamide A () showed good cytotoxicity against H-460 human lung cancer cells (33% survival at 0.9 μM).

摘要

从巴拿马采集的一种海洋蓝藻菌株的野外样本中分离出三种新化合物，即含环缩肽的波托贝酰胺A和B（和）、3-氨基-2-甲基-7-辛炔酸（AMOYA）和羟基异戊酸（Hiva），以及一种长链脂肽卡西亚酰胺（），该样本是巴拿马国际合作生物多样性小组计划的一部分。通过二维核磁共振（2D NMR）和质谱数据（尤其是高分辨率（HR）串联质谱裂解方法）分析阐明了它们的平面结构。通过传统的水解、衍生物形成以及与标准品相比的色谱分析推断出化合物和的绝对构型。波托贝酰胺A（）对H-460人肺癌细胞显示出良好的细胞毒性（在0.9 μM时存活率为33%）。