Synlett 2013; 24(14): 1865-1869
DOI: 10.1055/s-0033-1339315
letter
© Georg Thieme Verlag Stuttgart · New York

β-Lactam-Synthon-Interceded Synthesis of Isatin–Imidazolidine-2-thione Conjugates with Structural Validation using Molecular Dynamic Simulations and Cytotoxic Evaluation

Nisha,
Parvesh Singh
b   Department of Chemistry, Durban University of Technology, Durban 4000, South Africa
,
Denver T. Hendricks
c   Division of Medical Biochemistry, University of Cape Town, Anzio Road, Observatory 7925, South Africa
,
Krishna Bisetty
b   Department of Chemistry, Durban University of Technology, Durban 4000, South Africa
,
Vipan Kumar*
a   Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India   Fax: +91(183)225881920   Email: vipan_org@yahoo.com
› Author Affiliations
Further Information

Publication History

Received: 01 May 2013

Accepted after revision: 05 June 2013

Publication Date:
11 July 2013 (online)


Abstract

β-Lactam-synthon-interceded synthesis of isatin–imidazolidine-2-thione conjugates was carried out via base-assisted ­intermolecular amidolysis of 3-isothiocyanato-2-azetidinones with C-5 substituted isatins. The observed enolization in the assigned structure of the conjugates was validated using molecular dynamic (MD) simulations performed under explicit solvent conditions. The synthesized scaffolds were also evaluated for their cytotoxic profiles against the oesophageal cancer cell line WHCO1.

Supporting Information

 
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