Enantiomeric diarylheptanoids from Ottelia acuminata var. acuminata and their α-glucosidase inhibitory activity

IF 4.8 3区化学 Q1 CHEMISTRY, MEDICINAL

Natural Products and Bioprospecting Pub Date : 2025-05-16 DOI:10.1007/s13659-025-00515-w

Jia-Ru Zhou, Xin-Yue Hu, Hong-Xing Liu, Yu Zhou, Fei-Fei Xiong, Jian-Jun Zhao, Xing-Ren Li, Gang Xu

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Abstract

Otteacumienes G–K (1–5), five pairs of enantiomeric diarylheptanoids, along with one undescribed diarylheptanoid glycoside and one new lignan, were isolated from Ottelia acuminata var. acuminata. Compounds 1–5 were identified as five pairs of enantiomers and their structural configurations were determined through a combination of spectroscopic analysis, X-ray crystallography, and ECD calculation. Notably, compound 6 was the first diarylheptanoid glycoside isolated from this aquatic species, and its absolute configuration was unequivocally established through semi-synthesis. Biological evaluation demonstrated that compound 1 exhibited α-glucosidase inhibitory activity, with an inhibition ratio of 38.97% (acarbose as the positive control, inhibition ratio = 13.52%).

Graphical abstract

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荆芥对映体二芳基庚烷类化合物及其α-葡萄糖苷酶抑制活性

从水獭草中分离到5对对映体二芳基庚烷类化合物otteacumiene G-K（1-5）、1个未描述的二芳基庚烷类苷和1个新的木脂素。化合物1 ~ 5为5对对映体，通过光谱分析、x射线晶体学和ECD计算确定了它们的结构构型。值得注意的是，化合物6是第一个从该水生物种中分离到的二芳基庚类苷，其绝对构型通过半合成得到了明确的确定。生物学评价表明，化合物1具有α-葡萄糖苷酶抑制活性，抑制率为38.97%（阳性对照为阿卡波糖，抑制率为13.52%）。图形抽象

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来源期刊

Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-

CiteScore

8.30

自引率

2.10%

发文量

审稿时长

13 weeks

期刊介绍： Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.