Planta Med 2013; 79(02): 163-168
DOI: 10.1055/s-0032-1328069
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Limonoids from Melia azedarach

Chun-Mao Yuan
1   Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Yu Zhang
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Gui-Hua Tang
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Yan Li
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Hong-Ping He
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Shi-Fei Li
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Li Hou
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Xing-Yao Li
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Ying-Tong Di
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Shun-Lin Li
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Hui-Ming Hua
1   Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
,
Xiao-Jiang Hao
2   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
› Author Affiliations
Further Information

Publication History

received 31 July 2012
revised 16 November 2012

accepted 19 November 2012

Publication Date:
18 December 2012 (online)

Abstract

Five new compounds (15), including two limonoids, one triterpenoid, one steroid, and one sesquiterpenoid, along with nine known limonoids (614), were isolated from the bark of Melia azedarach. The structures of the new compounds were elucidated by 2D NMR spectroscopy and mass spectrometry. The isolated compounds as well as three acetylated derivatives of 9 were evaluated for their cytotoxicities against five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW480) by an MTT assay. Seven limonoids (1, 6, 7, 8, 9, 9b, and 9c) showed significant inhibitory activities against tested cell lines with IC50 values ranging from 0.003 to 0.555 µM, and their preliminary structure-activity relationships are also discussed.

Supporting Information