Synthesis of ring-C modified oleanolic acid derivatives and their cytotoxic evaluation
| Autor: | Vadithe Lakshma Nayak, Uppuluri Venkata Mallavadhani, Sistla Ramakrishna, Banita Pattnaik |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
Stereochemistry Antineoplastic Agents Apoptosis 01 natural sciences Biochemistry 03 medical and health sciences chemistry.chemical_compound Structure-Activity Relationship Cell Line Tumor Drug Discovery Cytotoxic T cell Humans MTT assay Oleanolic Acid Molecular Biology Oleanolic acid IC50 Cell Proliferation Membrane Potential Mitochondrial Dose-Response Relationship Drug Molecular Structure 010405 organic chemistry Organic Chemistry Cell Cycle Cell cycle Carbon-13 NMR 0104 chemical sciences Mitochondria 030104 developmental biology chemistry Cell culture Drug Screening Assays Antitumor |
| Zdroj: | Bioorganic chemistry. 68 |
| ISSN: | 1090-2120 |
| Popis: | Ring-C of oleanolic acid was chemically modified by treating with NBS under a variety of experimental conditions. The structures of the synthesized compounds were established by spectral analysis (1H &13C NMR and Mass). All the compounds were evaluated against a panel of five human cancer cell lines by using MTT assay. Among the tested compounds, 2 and 7 showed significant activity against breast cancer cell line, MCF-7. Most significantly, compound 7 showed several folds enhanced activity against MCF-7 cancer cell lines (IC50: 2.96 μM) than that of the parent (1) and the intermediate compound (6). Flow cytometric analysis revealed that these compounds arrested the cell cycle in G0/G1 phase and induced mitochondrial mediated apoptosis. |
| Databáze: | OpenAIRE |
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