12-Nor-rotenoids and other cytotoxic constituents of Pachyrhizus erosus seeds

IF 3.4 2区 生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Phytochemistry Pub Date : 2025-01-01 Epub Date: 2024-09-10 DOI:10.1016/j.phytochem.2024.114281
Suriphon Singha , Jantana Yahuafai , Somyote Sutthivaiyakit
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Abstract

Five previously undescribed compounds, including three 12-nor-rotenoids, were isolated from Pachyrhizus erosus seeds. A brief survey on the dealkylation of selected rotenoids with BBr3 was undertaken. Spectroscopic data of these previously undescribed compounds and reaction products are reported. The proposal of absolute configurations at stereocenters in the isolates and reaction products was based on NMR and ECD data. Most of the isolates and reaction products were evaluated for their growth inhibitory activities against four cancer cell lines and a Vero cell line. Many compounds exhibited strong to moderate activities with IC50 values ranging from 0.06 to 20.9 μM, and their structure-activity relationships were evaluated.

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12-茯苓种子中的烯酮及其他细胞毒性成分
从 Pachyrhizus erosus 种子中分离出了五种以前未曾描述过的化合物,包括三种 12-烯酮类化合物。研究人员对所选的烯酮类化合物与 BBr3 的脱烷基反应进行了简要调查。报告了这些以前未曾描述过的化合物和反应产物的光谱数据。根据 NMR 和 ECD 数据提出了分离物和反应产物中立体中心的绝对构型。对大多数分离物和反应产物对四种癌细胞系和一种 Vero 细胞系的生长抑制活性进行了评估。许多化合物表现出强到中等程度的活性,IC50 值在 0.06 到 20.9 μM 之间,并对它们的结构-活性关系进行了评估。
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来源期刊
Phytochemistry
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.
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