Synthesis,characterization,antibacterial and anticancer evaluation of some novel favone-3-ols

Aravinda Pai,D.Vijay Kumar,B.S.Jayashree

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

Synthesis,characterization,antibacterial and anticancer evaluation of some novel favone-3-ols

Aravinda Pai*,D.Vijay Kumar,B.S.Jayashree

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 26 November 2015

Flavonols

Antibacterial

Anticancer

HeLa

V79

A series of novel favonols were synthesized by cyclizing corresponding hydoxy chalcones using Algar fynn Oyamada reaction[1].The synthesized compounds were characterized by various spectrochemical methods including IR,MASS,NMR spectroscopy.Out of 13 compounds screened for antibacterial activity[2],compoundVMF 12(a bromo derivative)showed activitywithanIC50valueat0.16 μMagainstS.aureus.Compounds VMF 1 and VMF 2(dichloro derivatives)showed activity with IC50at 0.34 and 0.46 μM respectively against E.coli.Compound VMF8(adichloroderivativeofphenylsubstitutedγ-benzopyrone) exhibited maximum activity with an IC50value at 0.02 μM concentration against P.aeruginosa.None of the compounds were active against B.subtilis.

The anti-cancer potency of the test compounds were evaluated by MTT[3]assay for 13 test compounds on two different cell line such as HeLa and V79 cell lines.Compounds such as VMF7(dichloroderivative)andVMF8(dichloroderivative)showed IC50at 0.38 μM each,compound VMF 4(a dichloro derivative) showedIC50at0.43 μMagainststandardCisplatinandCurcumin, showing an IC50of 0.01 and 0.12 μM respectively against HeLa cell lines.

The cytotoxic activity for the test compounds were also performed againstV79 cell lines using MTT assay method.Out of the 13 compounds screened,compoundsVMF 4(a dichloro derivative),VMF 9(a dichloro derivative),VMF 10(a di bromo derivative),and VMF 13(a di bromo derivative)showed moderate toxicity with an IC50greater than 1 μM,whereas,other test compounds showed IC50greater than 2 μM against standard Cisplatin and Curcumin with their IC50value at 0.15 and 0.19 μM respectively against V79 cell lines.

Acknowledgement

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

Fig.1–(A)IR spectra of compound VMF 9,and(B)NMR spectra of compound VMF 3.

R E F E R E N C E S

[1]Algar J,Flynn JP.Proc Roy Irish Acad 1934;42B:I.

[2]Oya BD,Meltem C,Nurten A,et al.Synthesis and antimicrobial activities of some new favone derivatives.Acta Pharmaceutica Turcica 2003;45(1): 31–35.

[3]Wall NR,O’Connor DS,Plescia J,et al.Suppression of survivin phosphorylation on Thr34by favopiridol enhances tumor cell apoptosis.Cancer Res 2003;63:230–235.

*E-mail address:aravind.pai@manipal.edu.

Peer review under responsibility of Shenyang Pharmaceutical University.

http://dx.doi.org/10.1016/j.ajps.2015.11.044

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/).