2. Academic Validation
  3. Isolation, chemotaxonomic significance and cytotoxic effects of quassinoids from Brucea javanica

Isolation, chemotaxonomic significance and cytotoxic effects of quassinoids from Brucea javanica

  • Fitoterapia. 2015 Sep;105:66-72. doi: 10.1016/j.fitote.2015.06.004.
Qing-Mei Ye 1,  Liang-Liang Bai 2,  Shu-Zhi Hu 2,  Hai-Yan Tian 2,  Li-Jun Ruan 2,  Ya-Fang Tan 2,  Li-Ping Hu 2,  Wen-Cai Ye 2,  Dong-Mei Zhang 3,  Ren-Wang Jiang 4
Affiliations

Affiliations

  • 1 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, PR China; Department of Pharmacy, Hainan General Hospital, Haikou 570311, PR China.
  • 2 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, PR China.
  • 3 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, PR China; Shenzhen Engineering Laboratory of Lingnan Medicinal Resources Development and Application, Shenzhen Institute for Drug Control, Shenzhen 518057, PR China. Electronic address: [email protected].
  • 4 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, PR China; Shenzhen Engineering Laboratory of Lingnan Medicinal Resources Development and Application, Shenzhen Institute for Drug Control, Shenzhen 518057, PR China. Electronic address: [email protected].
PMID: 26071073 DOI: 10.1016/j.fitote.2015.06.004
Abstract

A new quassinoid, bruceene A (1) along with seventeen known quassinoids (2-18) was isolated from the fruits of Brucea javanica. The structure of 1 was elucidated by extensive spectroscopic methods, and was further confirmed by single-crystal X-ray diffraction analysis. Isolation of similar quassinoids 1-3 as those in genus Ailanthus from genus Brucea, indicated the close chemotaxonomic relationship between these two genera, which further supported the phylogenetic study by DNA analysis. Compounds 5, 7, 10 and 12 with a 3-hydroxy-3-en-2-one moiety showed potent inhibitory activities against the MCF-7 and MDA-MB-231 cells with IC50 values in the ranges 0.063-0.182 μM and 0.081-0.238 μM, respectively; while glycosidation at 3-OH significantly decreased the cytotoxicity. It was also found that the most potent compound 7 induced Apoptosis in MCF-7 cells via the intrinsic mitochondrial apoptotic pathway.

Keywords

Breast cancer; Brucea javanica; Bruceene A; Chemotaxonomics; Quassinoids.

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