Synthesis of ring-C modified oleanolic acid derivatives and their cytotoxic evaluation

被引：14
|
作者：
Pattnaik, Banita [1 ]
Vadithe, Lakshma Nayak [2 ]
Sistla, Ramakrishna [2 ]
Uppuluri, Venkata Mallavadhani [1 ]
机构：
[1] CSIR Indian Inst Chem Technol, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
[2] CSIR Indian Inst Chem Technol, Med Chem & Pharmacol, Hyderabad 500007, Andhra Pradesh, India
来源：
BIOORGANIC CHEMISTRY | 2016年 / 68卷
关键词：
Oleanolic acid; N-bromosuccinimide; Anticancer activity; Apoptosis; Caspase; 9; activity; URSOLIC ACID; PENTACYCLIC TRITERPENES; BIOLOGICAL EVALUATION; CELL-DEATH; APOPTOSIS; CURCUMIN; LINES;
D O I：
10.1016/j.bioorg.2016.08.001
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
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 (H-1 & C-13 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 mu M) 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. (C) 2016 Elsevier Inc. All rights reserved.
引用
收藏
页码：152 / 158
页数：7
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