Structural studies on nitroimidazooxazoles with antitubercular and antileishmanial activities

Shashiprabha, S and Nagarajan, Kuppuswamy and Rao, Sundarraja K and Shridhara, K and Nayak, Suresh P and Thomas, Sajesh P and Row, Guru T N and Pari, Koteppa and Jithendranath, Sandesh (2017) Structural studies on nitroimidazooxazoles with antitubercular and antileishmanial activities. In: INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 56 (2). pp. 145-151.

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Abstract

2,3-Dihydro-2-ethyl-6-nitroimidazo[2,1-b]oxazole and 2,3-dihydro-3-phenyl-6- nitroimidazo[2,1-b]oxazole are found to exhibit good in vitro and in vivo activity against Leishmania donovani. These molecules had been reported earlier to have potent antitubercular properties. Since the synthetic route to these involves opening mono substituted oxiranes by 2,4-dinitroimidazole, many structural possibilities exist for the products, particularly regarding location of the substituent (ethyl, phenyl) in the oxazole ring. The structures given earlier by us needed confirmation. Single crystal X-ray studies have confirmed the structure of the product from butylene oxide and has led to revision of structure of the product from styrene oxide. NMR spectra, HMBC spectrum and proton coupled C-13 NMR spectrum of the monocyclic precursor alcohols have established their structures convincingly.

Item Type:	Journal Article
Publication:	INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
Additional Information:	Copyright for this article belongs to the NATL INST SCIENCE COMMUNICATION & INFORMATION RESOURCES-NISCAIR, DR K S KRISHNAN MARG, PUSA CAMPUS, NEW DELHI, 110 012, INDIA
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	26 Apr 2017 07:17
Last Modified:	26 Apr 2017 07:17
URI:	http://eprints.iisc.ac.in/id/eprint/56604

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