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5β,19-Epoxycucurbitane Triterpenoids from Momordica charantia and Their Anti-Inflammatory and Cytotoxic Activity
- Source :
- Planta Medica. 81:62-70
- Publication Year :
- 2014
- Publisher :
- Georg Thieme Verlag KG, 2014.
-
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.
- 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
Subjects
Details
- ISSN :
- 14390221 and 00320943
- Volume :
- 81
- Database :
- OpenAIRE
- Journal :
- Planta Medica
- Accession number :
- edsair.doi.dedup.....8ae425b283456a130f21f665c45c5eb6
- Full Text :
- https://doi.org/10.1055/s-0034-1383307