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新型 16,17-环氧-23-甲基麦角甾烷衍生物来自波斯湾的软珊瑚,对乳腺癌细胞系具有凋亡活性。

Novel 16,17-epoxy-23-methylergostane derivative from , a soft coral from the Persian Gulf, with apoptotic activities against breast cancer cell lines.

机构信息

Department of Pharmacognosy, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, Iran.

Department of Clinical Biochemistry, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, Iran.

出版信息

Nat Prod Res. 2022 Aug;36(15):3796-3805. doi: 10.1080/14786419.2021.1887178. Epub 2021 Feb 22.

Abstract

The steroidal and terpenoidal composition of was investigated by chromatography methods. One new (), and four known [gorgasta-5-en-3β-ol (), ergosta-5-en-3β-ol (), ergosta-5, 22()-dien-3β-ol (), 5,8-epidioxy-5α, 8α-ergosta-6, 22E-dien-3β-ol ()] steroids, in addition to one known diterpenoidal alkaloid [sinulasulfone ()] isolated for the first time from . If we named the 23-methylergostane core structure as sinustane, new compound () was elucidated as 16α,17α-epoxysinusta-5-en-3β-ol-20β-yl sulfate based on NMR and HR Mass data. It was submitted for cytotoxic activity evaluation against MCF-7 and MDA-MB-231 cell lines using MTT assay. Apoptosis induction was checked by flow cytometry (annexin V/propidium iodide) staining. To determine the production of reactive oxygen species, and the mitochondrial transmembrane potential (ΔΨm), the DCFDA, and JC-1 probes were used in this study.

摘要

采用色谱法研究了 的甾体和三萜类成分。从 中分离得到一个新化合物()和四个已知化合物[gorgasta-5-en-3β-ol ()、ergosta-5-en-3β-ol ()、ergosta-5,22()-dien-3β-ol ()、5,8-epidioxy-5α,8α-ergosta-6,22E-dien-3β-ol ()],此外,还首次从 中分离得到一种已知的二萜生物碱[sinulasulfone ()]。如果我们将 23-甲基麦角甾烷核心结构命名为 sinustane,则根据 NMR 和 HR Mass 数据,新化合物 ()被阐明为 16α,17α-epoxysinusta-5-en-3β-ol-20β-yl sulfate。采用 MTT 法检测其对 MCF-7 和 MDA-MB-231 细胞系的细胞毒性活性。通过流式细胞术(annexin V/propidium iodide)染色检查细胞凋亡诱导。为了确定活性氧(ROS)的产生和线粒体跨膜电位(ΔΨm),本研究中使用了 DCFDA 和 JC-1 探针。

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