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来自沙特红海海绵直立扁海绵的细胞毒性梯形烷型倍半萜烯。

Cytotoxic scalarane-type sesterterpenes from the Saudi Red Sea sponge Hyrtios erectus.

作者信息

Alarif Walied M, Al-Lihaibi Sultan S, Ghandourah Mohamed A, Orif Mohamed I, Basaif Salim A, Ayyad Seif-Eldin N

机构信息

a Faculty of Marine Sciences, Department of Marine Chemistry , King Abdulaziz University , Jeddah 21589 , Saudi Arabia.

b Faculty of Science, Department Chemistry , King Abdulaziz University , Jeddah 21589 , Saudi Arabia.

出版信息

J Asian Nat Prod Res. 2016 Jun;18(6):611-7. doi: 10.1080/10286020.2015.1115019. Epub 2015 Dec 2.

DOI:10.1080/10286020.2015.1115019
PMID:26630474
Abstract

The CHCl3/MeOH extract of the marine sponge Hyrtios erectus showed cytotoxicity against three cancer cell lines HepG2, A549, and PC-3 with IC50 0.055, 0.044, and 0.023 μg/ml, respectively. The CH2Cl2 soluble fraction afforded three scalarane sesterterpenes (1-3) along with a cholestane derivative (4) and an indole alkaloid (5). Chemical structures were established by spectroscopic techniques and comparison with data reported in the literature. Scalarinol (1) was found as a new metabolite, while heteronemin (2) and 12-O-deacetyl-19-deoxyscalarin (3) are known compounds. 1-3 exhibited cytotoxic activity against the cancer cell lines with IC50 values ranging from 14 to 230 μM. The molecular affinity to the DNA was employed as marker to examine the proposed mechanism of cytotoxic activities. Compound 2, with IC50 28 μg/ml, displayed the highest affinity to the DNA.

摘要

海洋海绵直立希氏海绵的氯仿/甲醇提取物对三种癌细胞系HepG2、A549和PC-3显示出细胞毒性,IC50分别为0.055、0.044和0.023μg/ml。二氯甲烷可溶部分得到了三种四环三萜倍半萜(1-3)以及一种胆甾烷衍生物(4)和一种吲哚生物碱(5)。通过光谱技术并与文献报道的数据进行比较确定了化学结构。Scalarinol(1)被发现是一种新的代谢产物,而异名菌素(2)和12-O-去乙酰基-19-脱氧scalarin(3)是已知化合物。1-3对癌细胞系表现出细胞毒性活性,IC50值范围为14至230μM。以对DNA的分子亲和力作为标志物来研究细胞毒性活性的拟议机制。IC50为28μg/ml的化合物2对DNA表现出最高的亲和力。

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