Bipolaristeroid A，一种来自真菌 Bipolaris maydis 的具有细胞毒性活性的 5,6-seco-9,10-seco-甾类化合物。

IF 3.2 2区生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Phytochemistry Pub Date : 2024-10-15 DOI:10.1016/j.phytochem.2024.114303

Yong Shen, Lianghu Gu, Qun Zhou, Mengru Yu, Qin Li, Yu Liang, Chunmei Chen, Yonghui Zhang, Hucheng Zhu

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引用次数: 0

摘要

从真菌 Bipolaris maydis 中分离出了 11 种未曾描述过的类固醇（双极甾醇 A-K）和一种已知化合物（去甲基双极甾醇 A3）。双极性甾体 A 是一种 5,6-seco-9,10-seco-甾体，具有重新排列的 B 环，其中 A 环和 C 环通过酯键连接。双极性类固醇 B 是一种重新排列的 1(10→6)-类固醇，带有一个芳香的 B 环。利用核磁共振、HRESIMS、DP4+分析、ECD计算和单晶X射线二折射测定了它们的平面结构和绝对构型。双极性甾体A对HepG2、A549、SW620和C4-2B癌细胞株有很好的抑制作用，IC50值分别为7.94、5.11、5.13和3.83 μM。

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Bipolaristeroid A, a 5,6-seco-9,10-seco-steroid with cytotoxic activity from the fungus Bipolaris maydis.

Eleven undescribed steroids, bipolaristeroids A-K, and one known compound, demethylincisterol A₃, were isolated from the fungus Bipolaris maydis. Bipolaristeroid A is a 5,6-seco-9,10-seco-steroid with a rearranged B ring, in which the A and C rings are connected by an ester bond. Bipolaristeroid B is a rearranged 1(10→6)-abeosteroid with an aromatic B ring. Their planar structures and absolute conﬁguration were determined using NMR, HRESIMS, DP4+ analysis, ECD calculation, and single-crystal X-ray diﬀraction. Bipolaristeroid A shows excellent inhibitory effects against the cancer cell lines HepG2, A549, SW620, and C4-2B with IC₅₀ values of 7.94, 5.11, 5.13, and 3.83 μM, respectively.

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来源期刊

Phytochemistry 生物-植物科学

CiteScore

6.40

自引率

7.90%

发文量

443

审稿时长

39 days

期刊介绍： Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.