1. 5β,19-Epoxycucurbitane Triterpenoids from Momordica charantia and Their Anti-Inflammatory and Cytotoxic Activity
- Author
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Li-Jie Zhang, Ping-Chun Hsiao, Chia-Ching Liaw, Feng-Lin Hsu, Hui-Chi Huang, Syh-Yuan Hwang, Yao-Haur Kuo, and Zhi-Hu Lin
- Subjects
Magnetic Resonance Spectroscopy ,Momordica charantia ,Stereochemistry ,medicine.drug_class ,Drug Evaluation, Preclinical ,Pharmaceutical Science ,Nitric Oxide ,Anti-inflammatory ,Analytical Chemistry ,Nitric oxide ,Mice ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Animals ,Humans ,Cytotoxicity ,Pharmacology ,Dose-Response Relationship, Drug ,Molecular Structure ,Momordica ,biology ,Chemistry ,Macrophages ,Anti-Inflammatory Agents, Non-Steroidal ,Organic Chemistry ,Hep G2 Cells ,Nuclear magnetic resonance spectroscopy ,Saponins ,biology.organism_classification ,Antineoplastic Agents, Phytogenic ,Triterpenes ,Hep G2 ,Complementary and alternative medicine ,Cell culture ,Molecular Medicine ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Five new 5β,19-epoxycucurbitane triterpenoids, taikugausins A-E (1-5), together with 5β,19-epoxy-25-methoxycucurbita-6,23-diene-3β,19-diol (6), have been isolated and characterized from the 70 % EtOH extract of the fresh fruits of Momordica charantia. The chemical structures of compounds 1-6 were elucidated on the basis of extensive spectroscopic analyses, especially 2D NMR (HMQC, HMBC, and NOESY) experiments and HRESIMS data. The relationship between NMR chemical shifts and the configuration of C-19 with an OMe group in 5β,19-epoxycucurbitane are described. Among them, compounds 3 and 4 exhibited remarkable anti-inflammatory activities by the inhibition of nitric oxide production at the concentration of 10 µg/mL. In addition, 3 and 4 also showed moderate cytotoxicity against WiDr, Hep G2, MCF-7, and HEp-2 human tumor cell lines.
- Published
- 2014
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