Organic Chemistry Research, Volume (5), No (1), Year (2019-3) , Pages (87-94)

Title : ( Synthesis of New Benzothiazole Derivatives and Evaluation of Cytotoxicity of N-(6-Substitued-1,3-benzothiazol-2-yl)-4-phenyl-1,3-thiazol-2(3H)-imine Compounds )

Authors: fatemeh eshkil , Hossein Eshghi , Amir SHokooh Saljooghi , Mehdi Bakavoli ,

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Abstract

In this research, 2,3-cyclization of unsymmetrical thioureas affords N-(6-substitued-1,3-benzothiazol-2-yl)-4-phenyl-1,3-thiazol-2(3H)-imine compounds by the reaction of 1-(1,3-benzothiazol-2-yl)thiourea derivatives and 2-bromoacetophenone in the presence of Et3N. Also, methyl-1,3-benzothiazol-2-yl carbamodithioate derivatives with methyl anthranilate were reacted and 3-(benzo[d]thiazol-2-yl)-2-thioxo-2,3-dihydroquinazolin-4(1H)- one derivatives as new compounds were synthesized. In the following, synthesized compounds (2a-2d) were evaluated for anti-tumor activity against MCF-7, MAD-MD-231, HT-29, HeLa, Neuro-2a, K-562 and L-929 cell lines, and the results obtained from MTT-assay revealed the best cytotoxicity for 2b compound containing a phenolic segment in their buildings. Apoptosis assay for this compound carried out by flow cytometry supported the other results.

Keywords

, Unsymmetrical thioureas, MTT-assay, Flow cytometry, TUNEL assay, 1-(1, 3-benzothiazol-2-yl)thiourea, 3-(benzo[d]thiazol-2- yl)-2-thioxo-2, 3-dihydroquinazolin-4(1H)-one
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@article{paperid:1071350,
author = {Eshkil, Fatemeh and Eshghi, Hossein and SHokooh Saljooghi, Amir and Bakavoli, Mehdi},
title = {Synthesis of New Benzothiazole Derivatives and Evaluation of Cytotoxicity of N-(6-Substitued-1,3-benzothiazol-2-yl)-4-phenyl-1,3-thiazol-2(3H)-imine Compounds},
journal = {Organic Chemistry Research},
year = {2019},
volume = {5},
number = {1},
month = {March},
issn = {2383-242x},
pages = {87--94},
numpages = {7},
keywords = {Unsymmetrical thioureas; MTT-assay; Flow cytometry; TUNEL assay; 1-(1;3-benzothiazol-2-yl)thiourea; 3-(benzo[d]thiazol-2- yl)-2-thioxo-2;3-dihydroquinazolin-4(1H)-one},
}

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%0 Journal Article
%T Synthesis of New Benzothiazole Derivatives and Evaluation of Cytotoxicity of N-(6-Substitued-1,3-benzothiazol-2-yl)-4-phenyl-1,3-thiazol-2(3H)-imine Compounds
%A Eshkil, Fatemeh
%A Eshghi, Hossein
%A SHokooh Saljooghi, Amir
%A Bakavoli, Mehdi
%J Organic Chemistry Research
%@ 2383-242x
%D 2019

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