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南海软珊瑚 Sarcophyton sp. 的多羟基甾醇及其细胞毒性和抗病毒活性。

Polyhydroxylated steroids from the South China Sea soft coral Sarcophyton sp. and their cytotoxic and antiviral activities.

机构信息

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Yushan Road 5, Qingdao 266003, China.

出版信息

Mar Drugs. 2013 Dec 2;11(12):4788-98. doi: 10.3390/md11124788.

Abstract

Chemical investigation on the soft coral Sarcophyton sp. collected from the South China Sea yielded three new polyhydroxylated steroids, compounds (1-3), together with seven known ones (4-10). Their structures were established by extensive spectroscopic methods and comparison of their data with those of the related known compounds. All the isolates possessed the 3β,5α,6β-trihydroxylated steroidal nucleus. The cytotoxicities against selected HL-60, HeLa and K562 tumor cell lines and anti-H1N1 (Influenza A virus (IAV)) activities for the isolates were evaluated. Compounds 2, 3 and 5-8 exhibited potent activities against K562 cell lines with IC₅₀ values ranging from 6.4 to 10.3 μM. Compounds 1, 6-8 potently inhibited the growth of HL-60 tumor cell lines, and 6 also showed cytotoxicity towards HeLa cell lines. In addition, preliminary structure-activity relationships for the isolates are discussed. The OAc group at C-11 is proposed to be an important pharmacophore for their cytotoxicities in the 3β,5α,6β-triol steroids. Compounds 4 and 9 exhibited significant anti-H1N1 IAV activity with IC₅₀ values of 19.6 and 36.7 μg/mL, respectively.

摘要

从南海采集的软珊瑚 Sarcophyton sp. 的化学成分研究得到了三种新的多羟基甾醇化合物(1-3),以及七种已知化合物(4-10)。通过广泛的光谱方法和与相关已知化合物的数据比较,确定了它们的结构。所有分离物都具有 3β,5α,6β-三羟基甾核。评估了分离物对选定的 HL-60、HeLa 和 K562 肿瘤细胞系的细胞毒性和抗 H1N1(甲型流感病毒(IAV))活性。化合物 2、3 和 5-8 对 K562 细胞系具有很强的活性,IC₅₀ 值范围为 6.4 至 10.3 μM。化合物 1、6-8 强烈抑制 HL-60 肿瘤细胞系的生长,6 对 HeLa 细胞系也具有细胞毒性。此外,还讨论了分离物的初步构效关系。在 3β,5α,6β-三醇甾醇中,C-11 位的 OAc 基团被认为是其细胞毒性的重要药效团。化合物 4 和 9 对 H1N1 IAV 表现出显著的活性,IC₅₀ 值分别为 19.6 和 36.7 μg/mL。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ea3d/3877887/a2cf4186dfee/marinedrugs-11-04788-g001.jpg

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