Synthesis,characterization,antioxidant and anticancer evaluation of some novel favone-4-oximes

B.S.Jayashree,Sri Gurushyam,Aravinda Pai

Department of Pharmaceutical Chemistry,Manipal College of Pharmaceutical Sciences,Manipal,Karnataka, 576104,India

Synthesis,characterization,antioxidant and anticancer evaluation of some novel favone-4-oximes

B.S.Jayashree*,Sri Gurushyam,Aravinda Pai

Department of Pharmaceutical Chemistry,Manipal College of Pharmaceutical Sciences,Manipal,Karnataka, 576104,India

A R T I C L E I N F O

Article history:

Available online 25 November 2015

Flavone oxime

Antioxidant

Anticancer

HepG

MCF

A series of novel favone-4-oximes[1]were synthesized by the oximation of substituted favones.The synthesized compounds were characterized by various spectroscopic methods including IR,MASS,NMR spectroscopy.Out of the 14 test compounds screened for their antioxidant activity,compounds such as JGS-VI(a N,N dimethyl benzaldehyde derivative)and JGSVII(a 3,4 dimethoxy benzaldehyde derivative)exhibited antioxidant activity comparable to that of ascorbic acid with its IC50 value at 30.01 Mm as standard following DPPH·method. Compounds such as JGS-II(a Para furo benzaldehyde derivative),JGS-IV(a Para methyl benzaldehyde derivative)and JGS-V (a thiophene-2-aldehyde derivative)exhibited anti-oxidant activity among all the test compounds screened against ABTS [2]using Quercetin with its IC50 value at 50.24 Mm.However, none of them showed any signifcant scavenging activity against nitric oxide scavenging assay in the concentration range of 200 μM–25 Μm.

Further,anti-cancer potency for all the test compounds were evaluated by MTT[3]assay against two different cell line such as MCF-7 and Hep-G2.Compounds such as JGS-I(a para chloro benzaldehyde derivative),JGS-II(a Para furo benzaldehyde derivative),JGS-IV(a Para methyl benzaldehyde derivative),JGS-V (a thiophene-2-aldehyde derivative),JGS-VI(a N,N dimethyl benzaldehyde derivative)and JGS-IX(a 3,4 dichloro benzaldehyde derivative)exhibited activity better than the rest of the other test compounds tested against MCF-7 cell lines and were compared with Doxorubicin with its IC50 value at 4.2 μM.Compounds such as JGS-VI,JGS-VII,JGS-VIII(a Para bromo benzaldehyde derivative)and JGS-IX exhibited anti-cancer activity better than other test compounds tested against Hep-G2 cell lines.The standard used was Doxorubicin.Thus,a few of the synthesized test compounds could become promising anti-cancer agents.

Acknowledgement

The authors acknowledge the support received by Manipal University to attend the conference.

Fig.1–NMR spectra of target compound JGS XIII.

R E F E R E N C E S

[1]Ren W,Qiao Z,Wang H,et al.Flavonoids:promising anticancer agents.Med Res Rev 2003;23:519–534.

[2]Türkkana B,Özyürekb M,Benerb M,et al.Synthesis, characterization and anti-oxidant capacity of naringeninoxime.Spectrochim Acta A Mol Biomol Spectrosc 2012;85:235–240.

[3]Kanadaswami C,Lee L,Lee HP,et al.The anti-tumor activities of favonoids.In Vivo 2005;19:895–910.

*E-mail address:bs.jayashree@manipal.edu.

Peer review under responsibility of Shenyang Pharmaceutical University.

http://dx.doi.org/10.1016/j.ajps.2015.11.045

1818-0876/©2016 Production and hosting by Elsevier B.V.on behalf of Shenyang Pharmaceutical University.This is an open access article under the CC BY-NC-ND license(http://creativecommons.org/licenses/by-nc-nd/4.0/).