来自多变海绵（Xestospongia muta）的大环双喹诺里西啶生物碱

Macrocyclic bis-quinolizidine alkaloids from Xestospongia muta.

作者信息

Dung Duong Thi, Hang Dan Thi Thuy, Yen Pham Hai, Quang Tran Hong, Nhiem Nguyen Xuan, Tai Bui Huu, Minh Chau Van, Kim Youn-Chul, Kim Dong Cheol, Oh Hyuncheol, Kiem Phan Van

机构信息

a Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST) , Hanoi , Vietnam.

b Graduate University of Science and Technology, Vietnam Academy of Science and Technology (VAST) , Hanoi , Vietnam.

出版信息

Nat Prod Res. 2019 Feb;33(3):400-406. doi: 10.1080/14786419.2018.1455043. Epub 2018 Mar 29.

DOI:10.1080/14786419.2018.1455043

PMID:29595068

Abstract

A new stereoisomer Meso-araguspongine C together with nine reported macrocyclic bis-quinolizidine alkaloids araguspongines A, C, E, L, N-P, petrosin, and petrosin A were isolated from marine sponge Xestospongia muta. Stereochemistry of meso-araguspongine C (2) and araguspongines N-P (3-5) were established by their NMR data and conformational analyses. Both araguspongine C (1) and meso-araguspongine C (2) exhibited great cytotoxic activity towards HepG-2, HL-60, LU-1, MCF-7, and SK-Mel-2 human cancer cells (IC in the range of 0.43-1.02 μM). At a concentration of 20 μM, isolated compounds (1-10) also showed modest inhibitory effects (from 7.6 to 40.8%) on the NO production in LPS activated RAW264.7 macrophages.

摘要

从海洋海绵Xestospongia muta中分离出一种新的立体异构体中-阿拉古海绵碱C，以及九种已报道的大环双喹诺里西啶生物碱阿拉古海绵碱A、C、E、L、N-P、岩藻糖苷和岩藻糖苷A。通过核磁共振数据和构象分析确定了中-阿拉古海绵碱C（2）和阿拉古海绵碱N-P（3-5）的立体化学结构。阿拉古海绵碱C（1）和中-阿拉古海绵碱C（2）对HepG-2、HL-60、LU-1、MCF-7和SK-Mel-2人癌细胞均表现出很强的细胞毒性活性（IC范围为0.43-1.02μM）。在浓度为20μM时，分离得到的化合物（1-10）对脂多糖激活的RAW264.7巨噬细胞中一氧化氮的产生也表现出适度的抑制作用（7.6%至40.8%）。