Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate

A series of Schiff bases have been successfully synthesized through the acid-catalyzed condensation of S-substituted dithiocarbazates and three enantiomerically pure monoterpenes, (1R)-(+)-camphor, (1S)-(-)-camphor, (1R)-(-)-camphorquinone, (1S)-(+)-camphorquinone, (R)-(-)-carvone and (S)-(+)-carvon...

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Main Authors: Maryam, M., Tan, Sang Loon *, Crouse, Karen A., Mohamed Ibrahim, M. T., Chee, H. Y.
Format: Article
Published: Scientific Technical Research Council Turkey-Tubitak 2020
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Online Access:http://eprints.sunway.edu.my/1442/
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author Maryam, M.
Tan, Sang Loon *
Crouse, Karen A.
Mohamed Ibrahim, M. T.
Chee, H. Y.
author_facet Maryam, M.
Tan, Sang Loon *
Crouse, Karen A.
Mohamed Ibrahim, M. T.
Chee, H. Y.
author_sort Maryam, M.
building SU Institutional Repository
collection Online Access
description A series of Schiff bases have been successfully synthesized through the acid-catalyzed condensation of S-substituted dithiocarbazates and three enantiomerically pure monoterpenes, (1R)-(+)-camphor, (1S)-(-)-camphor, (1R)-(-)-camphorquinone, (1S)-(+)-camphorquinone, (R)-(-)-carvone and (S)-(+)-carvone. Spectroscopic results revealed that the Schiff bases containing camphor or carvone likely adopted an E-configuration along the characteristic imine bond while those containing camphorquinone assumed a Z-configuration.The anti-dengue potential of these compounds was evaluated based on DENV 2 caused cytopathic effect (CPE) reduction-based in vitro evaluation. The compounds were validated through secondary foci forming unit reduction assay (FFURA). Compounds were also tested for their cytotoxicity against Vero cells. The compounds showed variable degrees of antiviral activity with the camphor compounds displaying the highest anti-dengue potential. The enantiomers of the compounds behaved almost similarly during the antiviral evaluation.
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spelling sunway-14422021-01-08T09:22:48Z http://eprints.sunway.edu.my/1442/ Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate Maryam, M. Tan, Sang Loon * Crouse, Karen A. Mohamed Ibrahim, M. T. Chee, H. Y. QD Chemistry A series of Schiff bases have been successfully synthesized through the acid-catalyzed condensation of S-substituted dithiocarbazates and three enantiomerically pure monoterpenes, (1R)-(+)-camphor, (1S)-(-)-camphor, (1R)-(-)-camphorquinone, (1S)-(+)-camphorquinone, (R)-(-)-carvone and (S)-(+)-carvone. Spectroscopic results revealed that the Schiff bases containing camphor or carvone likely adopted an E-configuration along the characteristic imine bond while those containing camphorquinone assumed a Z-configuration.The anti-dengue potential of these compounds was evaluated based on DENV 2 caused cytopathic effect (CPE) reduction-based in vitro evaluation. The compounds were validated through secondary foci forming unit reduction assay (FFURA). Compounds were also tested for their cytotoxicity against Vero cells. The compounds showed variable degrees of antiviral activity with the camphor compounds displaying the highest anti-dengue potential. The enantiomers of the compounds behaved almost similarly during the antiviral evaluation. Scientific Technical Research Council Turkey-Tubitak 2020 Article PeerReviewed Maryam, M. and Tan, Sang Loon * and Crouse, Karen A. and Mohamed Ibrahim, M. T. and Chee, H. Y. (2020) Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate. Turkish Journal of Chemistry. ISSN 1303-6130 https://journals.tubitak.gov.tr/chem/accepted.htm DOI: 10.3906/kim-2006-22
spellingShingle QD Chemistry
Maryam, M.
Tan, Sang Loon *
Crouse, Karen A.
Mohamed Ibrahim, M. T.
Chee, H. Y.
Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate
title Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate
title_full Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate
title_fullStr Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate
title_full_unstemmed Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate
title_short Synthesis, characterization and evaluation of anti-dengue activity of enantiomeric Schiff bases derived from S-substituted Dithiocarbazate
title_sort synthesis, characterization and evaluation of anti-dengue activity of enantiomeric schiff bases derived from s-substituted dithiocarbazate
topic QD Chemistry
url http://eprints.sunway.edu.my/1442/
http://eprints.sunway.edu.my/1442/
http://eprints.sunway.edu.my/1442/