Triterpenoids from leaves of Paramignya trimera with their alpha-glucosidase inhibition: in vitro and in silico aspects.

IF 1.6 3区 化学 Q3 CHEMISTRY, APPLIED Natural Product Research Pub Date : 2025-02-12 DOI:10.1080/14786419.2025.2459810
Ngoc-Hong Nguyen, Thuc-Huy Duong, Jirapast Sichaem, Tuan-Dat Nguyen, Gia-Huy Duong, Nguyen Thi-Phuong, Thi-My-Duyen Ngo, Thi-Cam-Tu Tran, Huy Truong Nguyen
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Abstract

From the leaves of Paramignya trimera, a new C23-noreuphane-type triterpenoid, paramignyene (1), together with four known triterpenoids, kansenone (2), eupha-8,25-diene-3β,24-diol-7-one (3), eupha-7,25-diene-3,24-diol (4), and β-sitosterol (5), were isolated and structurally elucidated. Paramignyene (1) represents the first C23-noreuphane-type triterpenoid in nature. Their chemical structures were established using comprehensive spectroscopic data (1D- and 2D-NMR and HRESIMS). All isolated compounds were evaluated for their alpha-glucosidase inhibition. Only compounds 4 and 5 exhibited moderate activity, with IC50 values of 86 and 220 µM, respectively. Molecular docking analysis elucidates the inhibitory mechanism of the tested compounds. Compounds 1-5 were evaluated for cytotoxicity against the HepG2 and Hek293 cell lines. Compound 4 exhibited moderate cytotoxic activity against HepG2, while the other compounds demonstrated no cytotoxic activity. Furthermore, none of the compounds demonstrated any activity against normal cell line Hek293.

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三叶paramignya trimera叶片中的三萜及其对α -葡萄糖苷酶的抑制作用:体外和体外实验研究。
从三叶paramignya trimera的叶片中分离到一种新的c23 - norephane型三萜,paramignyene(1),以及已知的四种三萜,kansenone (2), eupha-8,25-二烯-3β,24-二醇-7-one (3), eupha-7,25-二烯-3,24-二醇(4)和β-谷甾醇(5),并进行了结构鉴定。Paramignyene(1)是自然界中第一个c23 -去甲醚型三萜。利用综合光谱数据(1D- nmr和2D-NMR以及hresms)确定了它们的化学结构。对所有分离的化合物进行α -葡萄糖苷酶抑制评价。只有化合物4和5表现出中等活性,IC50值分别为86和220µM。分子对接分析阐明了化合物的抑制机制。评价化合物1 ~ 5对HepG2和Hek293细胞株的细胞毒性。化合物4对HepG2表现出中等的细胞毒活性,而其他化合物无细胞毒活性。此外,这些化合物对正常细胞株Hek293没有任何活性。
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来源期刊
Natural Product Research
Natural Product Research 化学-医药化学
CiteScore
5.10
自引率
9.10%
发文量
605
审稿时长
2.1 months
期刊介绍: The aim of Natural Product Research is to publish important contributions in the field of natural product chemistry. The journal covers all aspects of research in the chemistry and biochemistry of naturally occurring compounds. The communications include coverage of work on natural substances of land and sea and of plants, microbes and animals. Discussions of structure elucidation, synthesis and experimental biosynthesis of natural products as well as developments of methods in these areas are welcomed in the journal. Finally, research papers in fields on the chemistry-biology boundary, eg. fermentation chemistry, plant tissue culture investigations etc., are accepted into the journal. Natural Product Research issues will be subtitled either ""Part A - Synthesis and Structure"" or ""Part B - Bioactive Natural Products"". for details on this , see the forthcoming articles section. All manuscript submissions are subject to initial appraisal by the Editor, and, if found suitable for further consideration, to peer review by independent, anonymous expert referees. All peer review is single blind and submission is online via ScholarOne Manuscripts.
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