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Molecules 2011, 16(6), 5194-5206; doi:10.3390/molecules16065194

Microwave-Assisted Solution-Phase Synthesis and DART-Mass Spectrometric Monitoring of a Combinatorial Library of Indolin-2,3-dione Schiff Bases with Potential Antimycobacterial Activity

Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia
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Author to whom correspondence should be addressed.
Received: 9 May 2011 / Revised: 12 June 2011 / Accepted: 21 June 2011 / Published: 22 June 2011
(This article belongs to the Section Medicinal Chemistry)
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Abstract

A combinatorial library composed of eleven hydrazides A-K and eleven indolin-1,2-dione derivatives 1-11 has been designed to formally generate sublibraries of 22 mixtures, M1-M22 comprising of 121 Schiff bases, A-K(1-11). The designed library has been synthesized by the solution-phase method and microwave-assisted synthetic techniques. The formation of individual compounds of each mixture was confirmed by Direct Analysis in Real Time (DART) as ionization technique connected to an Ion Trap as a mass detector. The synthesized mixtures were evaluated for their antimycobacterial activity against four Mycobacterium strains; M. intercellulari, M. xenopi, M. cheleneoi and M. smegmatis. Variable antimycobacterial activity was revealed with the investigated mixtures and maximum activity was shown by M8, M10, M11, and M15 with MIC values of 1.5, 3.1, 6.2 and 0.09 μg/mL, respectively. Application of the indexed method of analysis on these active mixtures revealed that compounds D8, D10 and D11 may contribute to the activity of the tested mixtures.
Keywords: combinatorial library; Schiff bases; solution-phase synthesis; microwave irradiation; indolin-2,3-dione; DART; antimycobacterial activity combinatorial library; Schiff bases; solution-phase synthesis; microwave irradiation; indolin-2,3-dione; DART; antimycobacterial activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Aboul-Fadl, T.; Abdel-Aziz, H.A.; Kadi, A.; Ahmad, P.; Elsaman, T.; Attwa, M.W.; Darwish, I.A. Microwave-Assisted Solution-Phase Synthesis and DART-Mass Spectrometric Monitoring of a Combinatorial Library of Indolin-2,3-dione Schiff Bases with Potential Antimycobacterial Activity. Molecules 2011, 16, 5194-5206.

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