SYNTHESIS OF 4-HYDROXY-3-(1-HYDROXY-2-(SUBSTITUTEDAMINO)ETHYL)-1-PHENYL/ METHYL QUINOLIN-2(1H)-ONE AS ANTICANCER AGENTS


Prachi Bajaj, Shivlingrao Mamle Desai, Pearl Dighe, Soniya Naik, Bheemanagouda Biradar

Abstract


 

 Objective: The current work is concerned with the synthesis of a series of 4-hydroxy-3-(1-hydroxy-2-(substituted amino)ethyl)-1-phenyl/ methylquinolin-2(1H)-one[III-a(1-5)/III-b(1-5)] and evaluation of its in vitro anticancer activity.

Methods: The starting material for linomide analogs was synthesized by following literature procedures. The carbonyl group was reduced to hydroxyl group using sodium borohydride, and the methyl group was brominated using bromine in acetic acid. Further bromine was nucleophilically substituted by primary amines. All the synthesized compounds were satisfactorily characterized by infrared, nuclear magnetic resonance, and mass spectral data. The synthesized compounds were tested for in vitro anticancer activity against MDA-MB cell line using the MTT assay method.

Results: Among all the synthesized compounds, compound [III-a1;R=C6H5,R1=n-propylamine], [III-b1;R=CH3,R1=n-propylamine], and [III-b2;R=CH3,R1=methylamine] were found to be most cytotoxic with IC50 value=25 μg against the MDA-MB cell line.

Conclusion: The results of screening studies concluded that compounds with (C6H5 at C1) and (long chain aliphatic and cyclic amines at C3) position of quinolin-2-one ring showed moderate activity.


Keywords


Anticancer activity, Human mammary gland, Linomide.

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References


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About this article

Title

SYNTHESIS OF 4-HYDROXY-3-(1-HYDROXY-2-(SUBSTITUTEDAMINO)ETHYL)-1-PHENYL/ METHYL QUINOLIN-2(1H)-ONE AS ANTICANCER AGENTS

Keywords

Anticancer activity, Human mammary gland, Linomide.

DOI

10.22159/ajpcr.2017.v10i8.18836

Date

01-08-2017

Additional Links

Manuscript Submission

Journal

Asian Journal of Pharmaceutical and Clinical Research
Vol 10 Issue 8 August 2017 Page: 225-228

Print ISSN

0974-2441

Online ISSN

2455-3891

Statistics

38 Views | 95 Downloads

Authors & Affiliations

Prachi Bajaj
Department of Pharmaceutical Chemistry, P. E. S’s Rajaram and Tarabai Bandekar College of Pharmacy, Farmagudi, Ponda, Goa, India
India

Shivlingrao Mamle Desai

Pearl Dighe
Department of Pharmaceutical Chemistry, P. E. S’s Rajaram and Tarabai Bandekar College of Pharmacy, Farmagudi, Ponda, Goa, India
India

Soniya Naik
Department of Pharmaceutical Chemistry, P. E. S’s Rajaram and Tarabai Bandekar College of Pharmacy, Farmagudi, Ponda, Goa, India
India

Bheemanagouda Biradar
Department of Pharmaceutical Chemistry, P. E. S’s Rajaram and Tarabai Bandekar College of Pharmacy, Farmagudi, Ponda, Goa, India
India


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