Article · Volume 12, Issue 46S · pp. S231–S236
Chemopreventive Agents from Physalis minima Function as Michael Reaction Acceptors
Ruizhi Men2,3, Ning Li2,3, Chihong Ding4, Yingzhan Tang2,3, Yachao Xing2,3, Wanjing Ding4, Zhongjun Ma4
- 1School of Traditional Chinese Materia Medica, China.
- 2Key Laboratory of Structure-Based Drug Design and Discovery (Shenyang Pharmaceutical University), Ministry of Education, Wenhua Road 103, Shenyang 110016, China.
- 3Institute of Marine Biology, Ocean College, Zhejiang University, Zijingang Campus, No. 866 Yuhangtang Road, Hangzhou 310058, PR, China.
Abstract
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.
Keywords: Glutathione; Michael reaction acceptors; Physalis minima; Physalis; quinone reductase inducing activity
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