New bioactive alkaloids from the marine sponge Stylissa sp.

New bioactive alkaloids from the marine sponge Stylissa sp.
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DOI:
10.1016/j.tet.2012.09.097
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发表时间:
2012-12-09
期刊:
影响因子:
2.1
通讯作者:
Proksch, Peter
Proksch, Peter
中科院分区:
化学3区
文献类型:
--
作者:
Fouad, Mostafa A.;Debbab, Abdessamad;Proksch, Peter

文献摘要

被引文献

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2008年对采自印度尼西亚东北加里曼丹省Berau的Derawan群岛的Stylissa海绵进行了化学研究,发现了4种新的溴代生物碱,包括12-N-甲基stevensine(1)、12-N-甲基-2-debroomstevensine(2)、3-debromolatonduine B甲酯(3)、3-debromolatonduine A(4)以及8种已知生物碱,经鉴定为Z-海棉醛二辛(Z-hymenialdisine),Z-去溴海美纳醛新、斯蒂文新、2-去溴斯蒂文新、3-溴醛二嗪、3,4-二溴吡咯-2-氨基脲、拉通杜因A。和拉通杜因B甲酯(5-12)。所有分离的化合物的结构明确阐明了广泛的1D和2D NMR光谱和高分辨质谱分析的基础上,以及与文献报道的比较。测试所有分离的化合物对小鼠淋巴瘤细胞系L5187 Y的细胞毒性。结果显示,只有1、5、6和11显示出显著的体外活性,EC 50值分别为3.5、1.8、2.1和9.0 μ g/mL。(C)2012爱思唯尔有限公司保留所有权利。
Chemical investigation of the Indonesian marine sponge Stylissa species, which was collected at 2008 from Derawan Islands, Berau, NE Kalimantan, Indonesia offered four new brominated alkaloids, including 12-N-methyl stevensine (1), 12-N-methyl-2-debromostevensine (2), 3-debromolatonduine B methyl ester (3), 3-debromolatonduine A (4) together with eight known alkaloids identified as Z-hymenialdisine, Z-de-bromohymenialdisine, Stevensine, 2-debromostevensine, 3-bromoaldizine, 3,4-dibromopyrrole-2-carbarnide, latonduine A. and latonduine B methyl ester (5-12), respectively. The structures of all isolated compounds were unambiguously elucidated based on extensive 1D and 2D NMR spectroscopy and HRMS analysis as well as comparison with those reported in literature. All isolated compounds were tested for their cytotoxicity against mouse lymphoma cell line L5187Y. The results showed that only 1, 5, 6, and 11 showed significant in vitro activity with EC50 values of 3.5, 1.8, 2.1, and 9.0 mu g/mL, respectively. (C) 2012 Elsevier Ltd. All rights reserved.