Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3

Lead derivatives of 2-cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides 1–18 were synthesized, characterized and evaluated in vitro against HER-2 overexpressed breast cancer cell line SKBr-3. All the compounds showed activity against HER-2 overexpressed SKBr-3...

Descripción completa

Detalles Bibliográficos
Autores principales: Bhat, Mashooq A., Al-Dhfyan, Abdullah, Naglah, Ahmed M., Ali Khan, Azmat, Al-Omar, Mohamed A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332285/
https://www.ncbi.nlm.nih.gov/pubmed/26457700
http://dx.doi.org/10.3390/molecules201018246
_version_ 1783387314847744000
author Bhat, Mashooq A.
Al-Dhfyan, Abdullah
Naglah, Ahmed M.
Ali Khan, Azmat
Al-Omar, Mohamed A.
author_facet Bhat, Mashooq A.
Al-Dhfyan, Abdullah
Naglah, Ahmed M.
Ali Khan, Azmat
Al-Omar, Mohamed A.
author_sort Bhat, Mashooq A.
collection PubMed
description Lead derivatives of 2-cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides 1–18 were synthesized, characterized and evaluated in vitro against HER-2 overexpressed breast cancer cell line SKBr-3. All the compounds showed activity against HER-2 overexpressed SKBr-3 cells with IC(50) = 17.44 ± 0.01 µM to 53.29 ± 0.33 µM. (2Z)-2-(3-Hydroxybenzylidene)-N-(3-methoxyphenyl)hydrazinecarbothioamide (12, IC(50) = 17.44 ± 0.01 µM) was found to be most potent compound of this series targeting HER-2 overexpressed breast cancer cells compared to the standard drug 5-fluorouracil (5-FU) (IC(50) = 38.58 ± 0.04 µM). Compound 12 inhibited the cellular proliferation via DNA degradation.
format Online
Article
Text
id pubmed-6332285
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-63322852019-01-24 Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3 Bhat, Mashooq A. Al-Dhfyan, Abdullah Naglah, Ahmed M. Ali Khan, Azmat Al-Omar, Mohamed A. Molecules Article Lead derivatives of 2-cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides 1–18 were synthesized, characterized and evaluated in vitro against HER-2 overexpressed breast cancer cell line SKBr-3. All the compounds showed activity against HER-2 overexpressed SKBr-3 cells with IC(50) = 17.44 ± 0.01 µM to 53.29 ± 0.33 µM. (2Z)-2-(3-Hydroxybenzylidene)-N-(3-methoxyphenyl)hydrazinecarbothioamide (12, IC(50) = 17.44 ± 0.01 µM) was found to be most potent compound of this series targeting HER-2 overexpressed breast cancer cells compared to the standard drug 5-fluorouracil (5-FU) (IC(50) = 38.58 ± 0.04 µM). Compound 12 inhibited the cellular proliferation via DNA degradation. MDPI 2015-10-07 /pmc/articles/PMC6332285/ /pubmed/26457700 http://dx.doi.org/10.3390/molecules201018246 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bhat, Mashooq A.
Al-Dhfyan, Abdullah
Naglah, Ahmed M.
Ali Khan, Azmat
Al-Omar, Mohamed A.
Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3
title Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3
title_full Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3
title_fullStr Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3
title_full_unstemmed Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3
title_short Lead Optimization of 2-Cyclohexyl-N-[(Z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for Targeting the HER-2 Overexpressed Breast Cancer Cell Line SKBr-3
title_sort lead optimization of 2-cyclohexyl-n-[(z)-(3-methoxyphenyl/3-hydroxyphenyl) methylidene]hydrazinecarbothioamides for targeting the her-2 overexpressed breast cancer cell line skbr-3
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332285/
https://www.ncbi.nlm.nih.gov/pubmed/26457700
http://dx.doi.org/10.3390/molecules201018246
work_keys_str_mv AT bhatmashooqa leadoptimizationof2cyclohexylnz3methoxyphenyl3hydroxyphenylmethylidenehydrazinecarbothioamidesfortargetingtheher2overexpressedbreastcancercelllineskbr3
AT aldhfyanabdullah leadoptimizationof2cyclohexylnz3methoxyphenyl3hydroxyphenylmethylidenehydrazinecarbothioamidesfortargetingtheher2overexpressedbreastcancercelllineskbr3
AT naglahahmedm leadoptimizationof2cyclohexylnz3methoxyphenyl3hydroxyphenylmethylidenehydrazinecarbothioamidesfortargetingtheher2overexpressedbreastcancercelllineskbr3
AT alikhanazmat leadoptimizationof2cyclohexylnz3methoxyphenyl3hydroxyphenylmethylidenehydrazinecarbothioamidesfortargetingtheher2overexpressedbreastcancercelllineskbr3
AT alomarmohameda leadoptimizationof2cyclohexylnz3methoxyphenyl3hydroxyphenylmethylidenehydrazinecarbothioamidesfortargetingtheher2overexpressedbreastcancercelllineskbr3

Ejemplares similares