红海软珊瑚中新的生物活性尤达斯曼型倍半萜类化合物。

IF 2.5 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
Ahmed H Eissa, Helnan A Aboseada, Seif-Eldin N Ayyad
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引用次数: 0

摘要

从红海软珊瑚Nephthea sp.中提取CH2Cl2/MeOH(1:1),通过分离得到两个先前未报道的倍半萜烯类化合物(4R*,5S*,6Z,10R*)-11-羟基-8-氧-eudesm-6-en-5α-ol(1)和(4R*,5S*,6Z,10R*)-5-乙酰氧基-11-甲氧基-8-氧-eudesm-6-en(2),以及三个已知的倍半萜烯(3-5)。新化合物的结构测定是通过光谱数据的综合分析实现的,包括一维和二维核磁共振技术和高分辨率电喷雾电离质谱测量。以阿霉素为参比药,采用硫代丹胺B法对MCF-7、HT-29和HepG2三种人癌细胞进行细胞毒活性评价。代谢物2对MCF-7和HT-29细胞系表现出中等的细胞毒性,IC50值分别为51.5±2.1和64.1±1.9µM,对HepG2的活性较弱(IC50值为71.3±2.5µM)。相比之下,化合物1在所有细胞系中均表现出较弱的细胞毒作用,IC50值分别为72.8±2.3µM (MCF-7)、85.4±2.7µM (HT-29)和95.6±3.2µM (HepG2)。这些发现有助于对Nephthea sp.代谢物的化学和生物学特性进行研究,并支持进一步探索eudesmane型倍半萜作为潜在的抗癌药物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
New Bioactive Eudesmane-type Sesquiterpenoids From the Red Sea Soft Coral Nephthea sp.

Two previously unreported eudesmane-class sesquiterpenes, (4R*,5S*,6Z,10R*)-11-hydroperoxy-8-oxo-eudesm-6-en-5α-ol (1) and (4R*,5S*,6Z,10R*)-5-acetoxy-11-methoxy-8-oxo-eudesm-6-en (2), were obtained through fractionation of the CH2Cl2/MeOH (1:1) extract derived from the Red Sea-derived soft coral Nephthea sp., along with three known sesquiterpenes (3-5). The structural determination of the new compounds was achieved through comprehensive analysis of spectroscopic data, including one- and two-dimensional nuclear magnetic resonance techniques and high-resolution electrospray ionisation mass spectrometry measurements. The cytotoxic activities of the newly isolated compounds (1 and 2) were evaluated using the Sulforhodamine B assay against three human carcinoma cell lines: MCF-7, HT-29 and HepG2, with doxorubicin serving as the reference drug. Metabolite 2 showed moderate cytotoxicity towards MCF-7 and HT-29 cell lines, with IC50 values of 51.5 ± 2.1 and 64.1 ± 1.9 µM, respectively, and weak activity against HepG2 (IC50 = 71.3 ± 2.5 µM). In contrast, compound 1 displayed weak cytotoxic effects across all tested cell lines, with IC50 values of 72.8 ± 2.3 µM (MCF-7), 85.4 ± 2.7 µM (HT-29) and 95.6 ± 3.2 µM (HepG2). These findings contribute to the chemical and biological characterisation of Nephthea sp. metabolites and support further exploration of eudesmane-type sesquiterpenes as potential anticancer agents.

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来源期刊
Chemistry & Biodiversity
Chemistry & Biodiversity 环境科学-化学综合
CiteScore
3.40
自引率
10.30%
发文量
475
审稿时长
2.6 months
期刊介绍: Chemistry & Biodiversity serves as a high-quality publishing forum covering a wide range of biorelevant topics for a truly international audience. This journal publishes both field-specific and interdisciplinary contributions on all aspects of biologically relevant chemistry research in the form of full-length original papers, short communications, invited reviews, and commentaries. It covers all research fields straddling the border between the chemical and biological sciences, with the ultimate goal of broadening our understanding of how nature works at a molecular level. Since 2017, Chemistry & Biodiversity is published in an online-only format.
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