Synthesis and exploration of a novel chlorobenzylated 2-aminothiazole-phenyltriazole hybrid as migratory inhibitor of B16F10 in melanoma cells

In the study presented here, a novel chlorobenzylated bi-heterocyclic hybrid molecule (7) was synthesized and its structural confirmation was carried out by IR, 1H-NMR, 13C-NMR and CHN analysis data. This compound 7 was subjected to biological study with B16F10 mouse melanoma cells. The anti-prolife...

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Main Authors: Athar Abbasi, M. (Author), Aziz-ur-Rehman (Author), Hassan, M. (Author), Kim, S.J (Author), Raza, H. (Author), Rehman Sadiq Butt, A. (Author), Seo, S.-Y (Author), Shah, S.A.A (Author), Siddiqui, S.Z (Author), Yu, S.-M (Author)
Format: Article
Language:English
Published: Elsevier Inc. 2019
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Online Access:View Fulltext in Publisher
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LEADER 03980nam a2200793Ia 4500
001 10.1016-j.toxrep.2019.08.016
008 220121s2019 CNT 000 0 und d
020 |a 22147500 (ISSN) 
245 1 0 |a Synthesis and exploration of a novel chlorobenzylated 2-aminothiazole-phenyltriazole hybrid as migratory inhibitor of B16F10 in melanoma cells 
260 0 |b Elsevier Inc.  |c 2019 
650 0 4 |a 2 (2 amino 1,3 thiazol 4 yl)acetohydrazide 
650 0 4 |a 2 [2 (2 amino 1,3 thiazol 4 yl)acetyl] n phenyl 1 hydrazinecarbothioamide 
650 0 4 |a 2-Aminothiazole 
650 0 4 |a 4 ({5 [(4 chlorophenyl)sulfanyl 4 phenyl 4h 1,2,4 triazol 3 yl}methyl) 1,3 thiazol 2 amine 
650 0 4 |a 5 [(2 amino 1,3 thiazol 4 yl)methyl] 4 phenyl 4h 1,2,4 triazole 3 thiol 
650 0 4 |a animal cell 
650 0 4 |a antineoplastic activity 
650 0 4 |a Anti-proliferation 
650 0 4 |a antiproliferative activity 
650 0 4 |a Article 
650 0 4 |a B16-F10 cell line 
650 0 4 |a biochemical analysis 
650 0 4 |a biological activity 
650 0 4 |a blood brain barrier 
650 0 4 |a carbon nuclear magnetic resonance 
650 0 4 |a cell assay 
650 0 4 |a cell viability 
650 0 4 |a chemical structure 
650 0 4 |a controlled study 
650 0 4 |a drug absorption 
650 0 4 |a drug bioavailability 
650 0 4 |a drug synthesis 
650 0 4 |a elemental analysis 
650 0 4 |a heterocyclic compound 
650 0 4 |a infrared spectroscopy 
650 0 4 |a intestine absorption 
650 0 4 |a matrix metalloproteinase 
650 0 4 |a Matrix metalloproteinase 
650 0 4 |a melanoma 
650 0 4 |a melanoma cell line 
650 0 4 |a membrane permeability 
650 0 4 |a migration inhibition 
650 0 4 |a molecular docking 
650 0 4 |a mouse 
650 0 4 |a MTT assay 
650 0 4 |a nonhuman 
650 0 4 |a polyacrylamide gel electrophoresis 
650 0 4 |a priority journal 
650 0 4 |a proton nuclear magnetic resonance 
650 0 4 |a Triazole 
650 0 4 |a triazole derivative 
650 0 4 |a unclassified drug 
650 0 4 |a wound healing assay 
650 0 4 |a zymography 
650 0 4 |a Zymography 
856 |z View Fulltext in Publisher  |u https://doi.org/10.1016/j.toxrep.2019.08.016 
856 |z View in Scopus  |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071430720&doi=10.1016%2fj.toxrep.2019.08.016&partnerID=40&md5=a9f8fd44a69bd42570fccd8e82377572 
520 3 |a In the study presented here, a novel chlorobenzylated bi-heterocyclic hybrid molecule (7) was synthesized and its structural confirmation was carried out by IR, 1H-NMR, 13C-NMR and CHN analysis data. This compound 7 was subjected to biological study with B16F10 mouse melanoma cells. The anti-proliferative results showed that 7 showed no significant toxicity at concentrations ranging of 0–44 μM. The treatment of B16F10 cells with 7 at aforementioned concentration range indicated that migration of cells was significantly lower than that of the control cells in a dose dependent manner. The possible migration inhibitory effect of these melanoma cells was further evaluated through gelatinolytic activity of MMP-2 and MMP-9 secreted from B16F10 cells. It was inferred from our results that 7 was not affecting the expression and activity of these enzymes. Some other zinc-dependent matrix metalloproteinases (MMPs) were involved in the inhibitory progression. Taken together, compound 7 inhibited migrations of B16F10 mouse melanoma cells. Therefore, it may deserve consideration as a potential agent for the treatment of cancer. © 2019 
700 1 0 |a Athar Abbasi, M.  |e author  
700 1 0 |a Aziz-ur-Rehman  |e author  
700 1 0 |a Hassan, M.  |e author  
700 1 0 |a Kim, S.J.  |e author  
700 1 0 |a Raza, H.  |e author  
700 1 0 |a Rehman Sadiq Butt, A.  |e author  
700 1 0 |a Seo, S.-Y.  |e author  
700 1 0 |a Shah, S.A.A.  |e author  
700 1 0 |a Siddiqui, S.Z.  |e author  
700 1 0 |a Yu, S.-M.  |e author  
773 |t Toxicology Reports  |x 22147500 (ISSN)  |g 6, 897-903