Year : 2016 | Volume
: 12 | Issue : 46 | Page : 231--236
Chemopreventive agents from Physalis minima function as michael reaction acceptors
Ruizhi Men1, Ning Li1, Chihong Ding2, Yingzhan Tang1, Yachao Xing1, Wanjing Ding2, Zhongjun Ma2
1 School of Traditional Chinese Materia Medica; Key Laboratory of Structure-Based Drug Design and Discovery (Shenyang Pharmaceutical University), Ministry of Education, Wenhua Road 103, Shenyang 110016, PR China
2 Institute of Marine Biology, Ocean College, Zhejiang University, Zijingang Campus, No. 866 Yuhangtang Road, Hangzhou 310058, PR China
Background: The fruits of some varieties of genus Physalis have been used as delicious fruits and functional food in the Northeast of China. Materials and Methods: To reveal the functional material basis, we performed bioactivity-guided phytochemical research and chemopreventive effect assay of the constituents from Physalis minima. Results: It was demonstrated that the ethyl acetate extract of P. minima L. (EEPM) had potential quinone reductase (QR) inducing activity with induction ratio (IR, QR induction activity) value of 1.47 ± 0.24, and glutathione binding property as potential Michael reaction acceptors (with an α, β-unsaturated ketone moiety). Furthermore, bioactivity-guided phytochemical research led eight compounds (1–8), which were elucidated as 3-isopropyl-5-acetoxycyclohexene-2-one-1 (1), isophysalin B (2), physalin G (3), physalin D (4), physalin I (5), physordinose B (6), stigmasterol-3-O-β-D-glucopyranoside (7) and 5α-6β-dihydroxyphysalin R (8) on the basis of nuclear magnetic resonance spectroscopy analyses and HRESIMS. Then, isophysalin B (2) and physordinose B (6) showed significant QR inducing activity with IR value of 2.80 ± 0.19 and 2.38 ± 0.46, respectively.
Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Wenhua Road 103, Shenyang 110016
- An ultra.performance liquid chromatographic method with glutathione as the substrate was used to detect the Michael reaction acceptors in extracts of Physalis minima.(EPM)
- We investigated the chemical constituents of EPM guided by biological activity method
- Isophysalin B.(1) and physordinose B.(6) showed strong quinone reductase inducing activity with induction ratio values of 2.80±0.19 and 2.38±0.4
Abbreviations used: EPM: Extracts of Physalis minima, EEPM: Ethyl acetate extract of Physalis minima L., GSH: Glutathione, MRAs: Michael reaction acceptors, QR: Quinone reductase.
- This study generated useful information for consumers and many encourage researchers to utilize edible fruits from Physalis as a source of phytochemicals.
|How to cite this article:|
Men R, Li N, Ding C, Tang Y, Xing Y, Ding W, Ma Z. Chemopreventive agents from Physalis minima function as michael reaction acceptors.Phcog Mag 2016;12:231-236
|How to cite this URL:|
Men R, Li N, Ding C, Tang Y, Xing Y, Ding W, Ma Z. Chemopreventive agents from Physalis minima function as michael reaction acceptors. Phcog Mag [serial online] 2016 [cited 2020 Jul 9 ];12:231-236
Available from: http://www.phcog.com/article.asp?issn=0973-1296;year=2016;volume=12;issue=46;spage=231;epage=236;aulast=Men;type=0