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Asian Journal of Research in Chemistry
Year : 2015, Volume : 8, Issue : 12
First page : ( 716) Last page : ( 720)
Print ISSN : 0974-4169. Online ISSN : 0974-4150.
Article DOI : 10.5958/0974-4150.2015.00115.7

Synthesis, Characterization of some Novel 6h-Indolo (2, 3-b) Quinoxaline Fused Azetidinones as Potential Bioactive Molecules

Padmini Sai D1,*, Babu Narayana M2, Madhavan V2

1PRRM College of Pharmacy, Kadapa, Andhra Pradesh-516003

2M S Ramaiah College of Pharmacy, MSR Nagar, Bangalore

*Corresponding Author E-mail: dspadmini.pharma@gmail.com

Online published on 29 January, 2016.

Abstract

Synthetic analogs of indoles and azetidinones are reported to possess various pharmacological activities such as anti-inflammatory, antidepressant, neuroleptic, cytotoxic, antitubercular, antihypercholesterolemic, antioxidant activities along with wide range of antimicrobial activity. Isatin (indole-2, 3-dione) on treatment with o-phenelynediamine in presence of ethanol and glacial acetic acid gave 6H-indolo(2, 3 b)quinoxaline [M1] which on treatment with ethylchloroacetate gave Ethyl [6H-indolo(2, 3 b)quinoxaline)-1-acetate [M2] which on amination with hydrazine hydrate afforded 6H-indolo(2, 3 b)quinoxaline-1-acetic acid hydrazide[M3]. New series of N-(3-chloro-2 oxo-4 aryl azetidine-1-yl)-2-[6H-indolo (2, 3 b) quinoxaline-6-yl] acetamides[M4] were synthesized by condensation of 6H-indolo (2, 3b) quinoxaline-1-acetic acid with different aromatic aldehydes to produce a series of schiff s bases. β-lactam moiety was incorporated on Schiff s base through cycloaddition reaction using chloroacetyl chloride in presence of triethyl amine. The synthesized compounds were charecterised by IR, 1H NMR and Massspectral studies. All the newly synthesized compounds have been evaluated for their antimicrobial activity against gram-positive and gram-negative bacteria and fungi The synthesized compounds were active against gram positive, gram negative bacterial and fungal species. Para nitro substituted derivatives are good antimicrobial agents among all the derivatives.

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Keywords

Indoloquinoxalines, Schiff base, azetidinone, anti-bacterial, antifungal activity.

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