Cucurbitane-type triterpenoids from the stems and leaves of Momordica charantia

Gao-Ting Zhao; Jie-Qing Liu; Yuan-Yuan Deng; Hai-Zhou Li; Jian-Chao Chen; Zhi-Run Zhang; Lin Zhou; Ming-Hua Qiu

doi:10.1016/j.fitote.2014.03.005

Cucurbitane-type triterpenoids from the stems and leaves of Momordica charantia

Fitoterapia. 2014 Jun:95:75-82. doi: 10.1016/j.fitote.2014.03.005. Epub 2014 Mar 14.

Authors

Gao-Ting Zhao¹, Jie-Qing Liu², Yuan-Yuan Deng³, Hai-Zhou Li¹, Jian-Chao Chen², Zhi-Run Zhang², Lin Zhou², Ming-Hua Qiu⁴

Affiliations

¹ Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, People's Republic of China.
² State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, People's Republic of China.
³ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, People's Republic of China; University of Chinese Academy of Science, Beijing 100049, People's Republic of China.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, People's Republic of China; University of Chinese Academy of Science, Beijing 100049, People's Republic of China. Electronic address: mhchiu@mail.kib.ac.cn.

PMID: 24631764
DOI: 10.1016/j.fitote.2014.03.005

Abstract

Six new cucurbitane-type triterpenoids, karavilagenin F (1), karavilosides XII and XIII (2, 3), momordicines VI, VII, and VIII (4, 5 and 6), along with four known ones, 5β,19-epoxy-25-methoxycucurbita-6,23-diene-3β,19-diol (7), 5β,19-epoxycucurbita-6, 23-diene-3β,19,25-triol (8), kuguacin R (9), and (19R,23E)-5β,19-epoxy-19-methoxycucurbita-6,23,25-trien-3β-ol (10), were isolated from the stems and leaves of Momordica charantia L. Their chemical structures were elucidated by extensive 1D NMR and 2D NMR (HSQC, HMBC, COSY, and ROESY), MS experiments, and CD spectrum. Compound 6 showed weak cytotoxicity against five human cancer cells lines with IC50 values of 14.3-20.5μmol/L.

Keywords: Cucurbitaceae; Cucurbitane-type triterpenoids; Cytotoxicity; Momordica charantia.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification*
Antineoplastic Agents, Phytogenic / pharmacology
Cell Line, Tumor
Cell Survival / drug effects
Glycosides / chemistry
Glycosides / isolation & purification*
Glycosides / pharmacology
Humans
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Molecular Structure
Momordica charantia / chemistry*
Plant Extracts / chemistry
Plant Extracts / isolation & purification*
Plant Extracts / pharmacology
Plant Leaves / chemistry
Plant Stems / chemistry
Triterpenes / chemistry
Triterpenes / isolation & purification*
Triterpenes / pharmacology

Substances

Antineoplastic Agents, Phytogenic
Glycosides
Plant Extracts
Triterpenes
cucurbitane