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Hybrid molecules of carvacrol and benzoyl urea/thiourea with potential applications in agriculture and medicine

Pete, Umesh D and Zade, Chetan M and Bhosale, Jitendra D and Tupe, Santosh G and Chaudhary, PreetiM and Dikundwar, Amol G and Bendre, Ratnamala S (2012) Hybrid molecules of carvacrol and benzoyl urea/thiourea with potential applications in agriculture and medicine. In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 22 (17). pp. 5550-5554.

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Official URL: http://dx.doi.org/10.1016/j.bmcl.2012.07.017

Abstract

Benzoyl phenyl urea, a class of insect growth regulator's acts by inhibiting chitin synthesis. Carvacrol, a naturally occurring monoterpenoid is an effective antifungal agent. We have structurally modified carvacrol (2-methyl-5-1-methylethyl] phenol) by introducing benzoylphenyl urea linkage. Two series of benzoylcarvacryl thiourea (BCTU, 4a-f) and benzoylcarvacryl urea (BCU, 5a-f) derivatives were prepared and characterized by elemental analysis, IR, H-1 and C-13 NMR and Mass spectroscopy. Derivatives 4b, 4d, 4e, 4f and 5d, 5f showed comparable insecticidal activity with the standard BPU lufenuron against Dysdercus koenigii. BCTU derivatives 4c, 4e and BCU 5c showed good antifungal activity against phytopathogenic fungi viz. Magnaporthe grisae, Fusarium oxysporum, Dreschlera oryzae; food spoilage yeasts viz. Debaromyces hansenii, Pichia membranifaciens; and human pathogens viz. Candida albicans and Cryptococcus neoformans. Compounds 5d, 5e and 5f showed potent activity against human pathogens. Moderate and selective activity was observed for other compounds. All the synthesized compounds were non-haemolytic. These compounds have potential application in agriculture and medicine. (C) 2012 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Additional Information: Copyright for this article belongs to PERGAMON-ELSEVIER SCIENCE LTD,ENGLAND
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: Francis Jayakanth
Date Deposited: 13 Dec 2012 05:31
Last Modified: 13 Dec 2012 05:31
URI: http://eprints.iisc.ac.in/id/eprint/45502

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