Stylissatins B-D, cycloheptapeptides from the marine sponge Stylissa massa

被引：19
|
作者：
Sun, Jingyuan [1 ]
Cheng, Wei [1 ]
de Voogd, Nicole J. [2 ]
Proksch, Peter [3 ]
Lin, Wenhan [1 ]
机构：
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Netherlands Ctr Biodivers Nat, POB 9517, NL-2300 RA Leiden, Netherlands
[3] Univ Dusseldorf, Inst Pharmazeut Biol & Biotechnol, Univ Str 1,Geb 26-23, D-40225 Dusseldorf, Germany
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 38期
关键词：
Stylissa massa; Cycloheptapeptide; Stylissatins B-D; Structural elucidation; Cytotoxic effect; ANTINEOPLASTIC AGENTS; CYCLIC HEPTAPEPTIDES; STYLOTELLA-AURANTIUM; HYMENIACIDON-SP; CYCLOPEPTIDES; OCTAPEPTIDES; PEPTIDES; CARIBICA; CARTERI;
D O I：
10.1016/j.tetlet.2016.08.024
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The NMR and LC-MS guided chromatographic fractionation of the CH2Cl2 extract of the sponge Stylissa massa resulted in the isolation of three new cycloheptapeptides, namely stylissatins B-D (1-3), together with ten known cyclopeptides. The structures of stylissatins B-D were established by comprehensive analysis of 2D NMR (COSY, TOCSY, HMQC, HMBC, and ROESY) in association with the ESI-MS/MS fragmentation. The L-configuration of the amino acid residues was determined based on the Marfey's method. Stylissatin B (1) exhibited the inhibitory effects against a panel of human tumor cell lines including HCT-116, HepG2, BGC-823, NCI-H1650, A2780, and MCF7 with the IC50 values ranging from 2.4 to 9.8 M. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4288 / 4292
页数：5
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