Studies on the Bioactive Cucurbitane-Type Triterpenoids and Saponins from the Stems and Leaves of Momordica chanrantia

• Main Authors: Wang, Yao-Ting, 王耀霆
• Other Authors: Cheng, Shi-Yie
• Format: Others
• Language: zh-TW
• Published: 2018
• Online Access: http://ndltd.ncl.edu.tw/handle/uh98bu

碩士 === 國立高雄大學 === 生命科學系碩士班 === 106 === Momordica charantia, belonging to the genus Momordica (Cucurbitaceae), is an annual herbaceous plant originated in tropical areas in Asia. It is widely grown and used in Southeast Asia, China and Taiwan. It tastes extremely bitter, and possesses the traits of cool natured and functions of relieving summer-heat, clearing liver, improving vision and detoxifying. It has been proved that bitter melon exhibits many bioactivities, including anti-diabetic, anti- bacterial, antiviral and anti-cancer activities.The purpose of this study is looking for the new bioactive compounds from the stems and leaves of Momordica charantia. Chromatographic separation of the EtOAc extract of M. charantia using Si-60, ODS, HW40F columns and semi-preparative reverse-phase C18 HPLC resulted in the purification of 25 compounds, comprising twelve new triterpenoids 1–12, designated as 3β-hydroxy-9α-hydroperoxy-19- norcucurbita-5,24-dienyl-7β,23R-diacetate (1), 3β,7β-dihydroxycucurbita-5,24-dien-19-al (2), (23E) 3β,7β-dihydroxycucurbita-5,23-dien-19-al (3), (19R,23E) 5β,19-epoxy-25-hydro- peroxy-19-methoxycucurbita-6,23-dien-3β-ol (4), (19S,23E) 5β,19-epoxy-25-hydroperoxy- 19-methoxycucurbita-6,23-dien-3β-ol (5), (19R) 5β,19-epoxy-19-methoxycucurbita-6,24- dien-3β-ol (6), (19S) 5β,19-epoxy-19-methoxycucurbita-6,24-dien-3β-ol (7), (19R, 23E) 5β,19-epoxy-19-methoxycucurbita-6,23-dien-3β-ol (8), (19S,23E) 5β,19-epoxy-19-methoxy- cucurbita-6,23-dien-3β-ol (9), (19R) 5β,19-epoxy-19-methoxycucurbita-6-en-3β-ol (10), (23E) 3β-hydroxycucurbita-6,23-dien-5β,19-olide (11) and (19S,23R) 5β,19-epoxy- 19-methoxycucurbita-6-en-3β,23-diol (12), together with thirteen known compounds 13–25. The structures of these isolated metabolites were determined on the basis of their spectroscopic data including, NMR, ESIMS and IR data as well as comparison of the physical and spectroscopic data with those of the related known compounds. The in vitro cytotoxicity against triple negative breast cancer cell lines (MDA-MB-231) of all isolates were evaluated. Compounds 2, 3, 9, 12, 15 and 16 showed good cytotoxicity against MDA-MB-231 with IC50 values of 4.6, 8.2, 4.7, 9.5, 8.8 and 9.5 μM, respectively.