Journal of Biosciences

, Volume 36, Issue 2, pp 297–307 | Cite as

Growth inhibitory, apoptotic and anti-inflammatory activities displayed by a novel modified triterpenoid, cyano enone of methyl boswellates

  • Palaniyandi Ravanan
  • Sanjay K Singh
  • G S R Subba Rao
  • Paturu Kondaiah
Article

Abstract

Triterpenoids are pentacyclic secondary metabolites present in many terrestrial plants. Natural triterpenoids have been reported to exhibit anti-inflammatory and anti-carcinogenic activities. Here, we show that modifications of ring A of boswellic acid (2 cyano, 3 enone) resulted in a highly active growth inhibitory, anti-inflammatory, pro-differentiative and anti-tumour triterpenoid compound called cyano enone of methyl boswellates (CEMB). This compound showed cytotoxic activity on a number of cancer cell lines with IC50 ranging from 0.2 to 0.6 μM. CEMB inhibits DNA synthesis and induces apoptosis in A549 cell line at 0.25 μM and 1 μM concentrations, respectively. CEMB induces adipogenic differentiation in 3T3-L1 cells at a concentration of 0.1 μM. Finally, administration of CEMB intra-tumourally significantly inhibited the growth of C6 glioma tumour xenograft in immuno-compromised mice. Collectively, these results suggest that CEMB is a very potent anti-tumour compound.

Keywords

Cancer therapeutics cytotoxicity differentiation natural products 

Abbreviations used

AMC

7-amino-4-methylcoumerin

BrdU

5-bromo-2′-deoxyuridine

CDDO

2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid

CEMB

cyano enone of methyl boswellates

COX-2

cycloxygenase-2

DAPI

4′,6-diamidino-2-phenylindole

DMEM

Dulbucco’s modified eagle’s medium

DMSO

dimethyl sulphoxide

DPBS

Dulbucco’s phosphate buffer saline

FBS

fetal bovine serum

IBMX

3-isobutyl-methylxanthine

IC50

50% inhibitory concentration

IFN IFN-γ

interferon interferon-γ

iNOS

induced nitric oxide synthase

MTT

3-(4,5-dimethylthiazolyl-2)-2,5-diphenyltetrazolium bromide)

NED

N-(1-naphthyl) ethyl-enediamine

TGF-β

transforming growth factor factor-β

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Copyright information

© Indian Academy of Sciences 2011

Authors and Affiliations

  • Palaniyandi Ravanan
    • 1
    • 3
  • Sanjay K Singh
    • 2
  • G S R Subba Rao
    • 2
  • Paturu Kondaiah
    • 1
  1. 1.Department of Molecular ReproductionDevelopment and GeneticsBangaloreIndia
  2. 2.Department of Organic ChemistryIndian Institute of ScienceBangaloreIndia
  3. 3.Centre for Biomedical Research, School of Biosciences and TechnologyVellore Institute of Technology UniversityVelloreIndia

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