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来自红海柳珊瑚的具有抗增殖作用的异戊烯衍生物。

Antiproliferative Isoprenoid Derivatives from the Red Sea Alcyonacean .

机构信息

Department of Chemistry, Faculty of Science, University of Jeddah, P.O. Box 13151, Jeddah 21493, Saudi Arabia.

Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia.

出版信息

Molecules. 2021 Mar 1;26(5):1311. doi: 10.3390/molecules26051311.

Abstract

From the soft coral seven isoprenoid derivatives were isolated, including a new xenicane diterpene, xeniolide O () and a new gorgostane derivative gorgst-3β,5α,6β,11α,20()-pentol-3-monoacetate (), along with three known sesquiterpenes (), a known diterpene (), and a known steroid (). The extensive analyses of the NMR, IR, and MS spectral data led to determination of their chemical structures. Compounds displayed a cytotoxic effect against breast adenocarcinoma (MCF-7), hepatocellular carcinoma (HepG2), and cervix adenocarcinoma (HeLa), with IC values ranging between 1.5 ± 0.1-23.2 ± 1.5; 1.8 ± 0.1-30.6 ± 1.1 and 0.9 ± 0.05-12.8 ± 0.5 μg/mL, respectively. Compound showed potent cytotoxic effects against MCF-7, HepG2, and HeLa with IC values = 2.4 ± 0.20, 3.1 ± 0.10 and 0.9 ± 0.05 μg/mL, respectively. Compounds , , and displayed cytotoxic effect against Hela cells with IC values = 12.8 ± 0.50, 6.7 ± 1.00 and 11.5 ± 2.20 μg/mL, respectively. Two DNA binding dyes, acridine orange (AO) and ethidium bromide (EtBr) were used for the detection of viable, apoptotic, and necrotic cells. The early apoptotic cell death was observed in all types of treated cells. The late apoptotic cells were highly present in HepG2 cells. Compounds and induced a high percentage of necrosis towards HepG2 and HeLa cells. The late apoptosis was recorded as a high rate after treatment with on all cancer cells.

摘要

从软珊瑚中分离得到了 7 种异戊烯衍生化合物,包括一种新的 xenicane 二萜 xeniolide O () 和一种新的 gorgostane 衍生物 gorgst-3β,5α,6β,11α,20()-pentol-3-monoacetate (), 以及三种已知的倍半萜 (), 一种已知的二萜 (), 和一种已知的甾体 (). 通过对 NMR、IR 和 MS 光谱数据的广泛分析,确定了它们的化学结构。化合物 对乳腺癌(MCF-7)、肝癌(HepG2)和宫颈癌(HeLa)具有细胞毒性作用,IC 值范围在 1.5±0.1-23.2±1.5;1.8±0.1-30.6±1.1 和 0.9±0.05-12.8±0.5 μg/mL 之间。化合物 对 MCF-7、HepG2 和 HeLa 的细胞毒性作用最强,IC 值分别为 2.4±0.20、3.1±0.10 和 0.9±0.05 μg/mL。化合物 、 、 和 对 Hela 细胞具有细胞毒性作用,IC 值分别为 12.8±0.50、6.7±1.00 和 11.5±2.20 μg/mL。两种 DNA 结合染料吖啶橙(AO)和溴化乙锭(EtBr)用于检测活细胞、凋亡细胞和坏死细胞。在所有类型的处理细胞中都观察到早期凋亡细胞死亡。晚期凋亡细胞在 HepG2 细胞中大量存在。化合物 和 对 HepG2 和 HeLa 细胞诱导了高比例的坏死。在所有癌细胞上,用 处理后记录到晚期凋亡率很高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/47373cb1dbc7/molecules-26-01311-g001.jpg

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