2. Academic Validation
  3. Synthesis of novel ring-A fused hybrids of oleanolic acid with capabilities to arrest cell cycle and induce apoptosis in breast cancer cells

Synthesis of novel ring-A fused hybrids of oleanolic acid with capabilities to arrest cell cycle and induce apoptosis in breast cancer cells

  • Eur J Med Chem. 2014 Mar 3:74:398-404. doi: 10.1016/j.ejmech.2013.12.040.
Uppuluri Venkata Mallavadhani 1,  Nagi Reddy Vanga 2,  Manish Kumar Jeengar 3,  V G M Naidu 3
Affiliations

Affiliations

  • 1 Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Andhra Pradesh, India. Electronic address: uvmavadani@yahoo.com.
  • 2 Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Andhra Pradesh, India.
  • 3 Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education & Research, Hyderabad 5000 037, Andhra Pradesh, India.
PMID: 24487188 DOI: 10.1016/j.ejmech.2013.12.040
Abstract

Six novel oleanolic acid ring-A fused hybrids (5-10) have been synthesized by employing a four step protocol with the introduction of benzylidene functionality at C-2 as the key step. Their structures were established by high resolution NMR and Mass spectral data. The synthesized compounds have been screened against seven human Cancer cell lines including ME-180 & HeLa (cervix), MCF-7, MDA-MB-453 & MDA-MB-231 (breast), PC-3 (prostate) and HT-29 (colon) using MTT assay. Most significantly, compound 10 showed potent activity against the three breast Cancer cell lines. The IC₅₀ value (10.60 μM) of compound 10 against MCF-7 found to be much lower than that of the standards and parent compound. Flow cytometric analysis reveals that compound 10 arrests cell cycle in S phase and induces Apoptosis in MCF cells.

Keywords

Anti-cancer activity; Apoptosis; Cell cycle arrest; Oleanolic acid; Oleanolic acid hybrids.

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