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从海洋海绵 Coscinoderma sp. 中分离和鉴定抗疟成分

Isolation and characterization of antiplasmodial constituents from the marine sponge Coscinoderma sp.

机构信息

Division of Marine Bioscience, Korea Maritime and Ocean University, Busan 49112, Republic of Korea.

Department of Chemistry, University of Malakand, Chakdara, Dir Lower, KP, Pakistan.

出版信息

Z Naturforsch C J Biosci. 2019 Nov 26;74(11-12):313-318. doi: 10.1515/znc-2019-0039.

DOI:10.1515/znc-2019-0039
PMID:31393837
Abstract

Six known compounds, namely two halisulfates 1 and 2 and four epidioxy sterols 3-6, were isolated from the marine sponge Coscinoderma sp. The structures of these compounds were confirmed by nuclear magnetic resonance (1H and 13C NMR) spectroscopy, and their antiplasmodial activities were determined against the chloroquine-resistant Dd2 strain of Plasmodium falciparum. The epidioxy steroids 3-6 all showed moderate to weak antiplasmodial activity, with IC50 values of 2.7 μM for (24S)-5α,8α-epidioxy-24-methylcholesta-6-en-3β-ol (3), 11.6 μM for 5α,8α-epidioxycholesta-6,24(28)-dien-3β-o1 (4), 2.33 μM for 5α,8α-epidioxy-24-methylcholesta-6,9(11)-24(28)-trien-3β-ol (5), and between 12 and 24 μM for 5α,8α-epidioxycholesta-6-en-3β-ol (6). In contrast, halisulfate 2 (1) was inactive, and halisulfate 1 (2) had an of IC50 value of about 24 μM.

摘要

从海洋海绵 Coscinoderma sp. 中分离得到 6 种已知化合物,分别为 2 种卤硫酸盐 1 和 2,以及 4 种表环氧甾醇 3-6。通过核磁共振(1H 和 13C NMR)光谱确定了这些化合物的结构,并测定了它们对耐氯喹恶性疟原虫 Dd2 株的抗疟原虫活性。表环氧甾醇 3-6 均表现出中等至弱的抗疟原虫活性,(24S)-5α,8α-表环氧-24-甲基胆甾-6-烯-3β-醇(3)的 IC50 值为 2.7 μM,5α,8α-表环氧胆甾-6,24(28)-二烯-3β-o1(4)为 11.6 μM,5α,8α-表环氧-24-甲基胆甾-6,9(11)-24(28)-三烯-3β-醇(5)为 2.33 μM,5α,8α-表环氧胆甾-6-烯-3β-醇(6)的 IC50 值在 12 和 24 μM 之间。相比之下,卤硫酸盐 2(1)没有活性,而卤硫酸盐 1(2)的 IC50 值约为 24 μM。

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