Polyhydroxylated steroids from the Vietnamese starfish Luidia maculata

IF 2.3 4区医学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Steroids Pub Date : 2026-06-01 Epub Date: 2026-03-06 DOI:10.1016/j.steroids.2026.109769

Tran Thi Hong Hanh , Le Thi Vien , Ninh Thi Ngoc , Nguyen Xuan Cuong , Dao Viet Ha , Nguyen Hoai Nam , Chau Van Minh

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引用次数: 0

Abstract

Applying various chromatographic separations, six polyhydroxylated steroids including four new ones, maculasteroids A–D (1–4), were isolated from the Vietnamese starfish Luidia maculata. Their structures were elucidated by detailed analysis of 1D, 2D NMR and HR QTOF mass spectra. The 3β,5,6β,7α,15α,16β-hexol 15-sulfate (1 and 2) and 2β,3β,5,6β,7α,15α,16β-heptol 15-sulfate (3) steroid cores were reported for the first time in polyhydroxylated steroids to date. In addition, the best antiproliferative activity among the isolated compounds was recorded for 5α-cholestane-3β,5,6β,7α,15α,16β,26-heptol (5) on all five cell lines SK-LU-1 (lung carcinoma), HepG2 (hepatocarcinoma), MCF7 (breast carcinoma), LNCaP (prostate carcinoma), and KB (carcinoma in the mouth) and 5α-cholestane-3β,6β,7α,15α,16β,26-hexol (6) on LNCaP and KB cell lines with IC₅₀ values ranging from 10.40 ± 0.38 to 19.91 ± 1.22 µM.

Abstract Image

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越南海星黄斑星的多羟基类固醇。

采用多种色谱分离方法，从越南海星中分离得到6个多羟基甾体，其中包括4个新化合物macul小行星A-D（1-4）。通过1D、2D NMR和HR QTOF质谱对其结构进行了详细分析。3β,5,6β,7α,15α，16β-己醇15-硫酸盐（1和2）和2β，3β,5,6β,7α,15α，16β-庚醇15-硫酸盐(3)甾体核是迄今为止在多羟基类固醇中首次报道的。5α-胆甾醇-3β、5、6β、7α、15α、16β、26-庚醇(5)对5种细胞系SK-LU-1（肺癌）、HepG2（肝癌）、MCF7（乳腺癌）、LNCaP（前列腺癌）、KB（口腔癌）和5α-胆甾醇-3β、6β、7α、15α、16β、26-己醇(6)对LNCaP和KB细胞系的抑制作用最强，IC50值为10.40 ± 0.38 ~ 19.91 ± 1.22 µM。

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来源期刊

Steroids 医学-内分泌学与代谢

CiteScore

5.10

自引率

3.70%

发文量

120

审稿时长

73 days

期刊介绍： STEROIDS is an international research journal devoted to studies on all chemical and biological aspects of steroidal moieties. The journal focuses on both experimental and theoretical studies on the biology, chemistry, biosynthesis, metabolism, molecular biology, physiology and pharmacology of steroids and other molecules that target or regulate steroid receptors. Manuscripts presenting clinical research related to steroids, steroid drug development, comparative endocrinology of steroid hormones, investigations on the mechanism of steroid action and steroid chemistry are all appropriate for submission for peer review. STEROIDS publishes both original research and timely reviews. For details concerning the preparation of manuscripts see Instructions to Authors, which is published in each issue of the journal.