Synthesis, antimicrobial, anticancer and QSAR studies of 1-[4-(substituted phenyl)-2-(substituted phenyl azomethyl)-benzo[b]-[1,4]diazepin-1-yl]-2-substituted phenylaminoethanones
A series of 1-[4-(substituted phenyl)-2-(substituted phenyl azomethyl)-benzo[b]-[1,4]diazepin-1-yl]-2-substituted phenylaminoethanones (1–17) was synthesized and evaluated in vitro for its antimicrobial and anticancer activities. Results of antimicrobial screening indicated that 1-[4-[4-Chloro-pheny...
Main Authors: | , , , , , , |
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Format: | Article |
Language: | English |
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Elsevier B.V.
2019
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Online Access: | View Fulltext in Publisher View in Scopus |
LEADER | 02567nam a2200325Ia 4500 | ||
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001 | 10.1016-j.arabjc.2015.06.010 | ||
008 | 220121s2019 CNT 000 0 und d | ||
020 | |a 18785352 (ISSN) | ||
245 | 1 | 0 | |a Synthesis, antimicrobial, anticancer and QSAR studies of 1-[4-(substituted phenyl)-2-(substituted phenyl azomethyl)-benzo[b]-[1,4]diazepin-1-yl]-2-substituted phenylaminoethanones |
260 | 0 | |b Elsevier B.V. |c 2019 | |
650 | 0 | 4 | |a Antibacterial |
650 | 0 | 4 | |a Anticancer |
650 | 0 | 4 | |a Antifungal |
650 | 0 | 4 | |a Anti-fungal |
650 | 0 | 4 | |a Antimicrobial agents |
650 | 0 | 4 | |a Benzodiazepines |
650 | 0 | 4 | |a Cell culture |
650 | 0 | 4 | |a Microorganisms |
650 | 0 | 4 | |a QSAR |
856 | |z View Fulltext in Publisher |u https://doi.org/10.1016/j.arabjc.2015.06.010 | ||
856 | |z View in Scopus |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-85077104524&doi=10.1016%2fj.arabjc.2015.06.010&partnerID=40&md5=e66ca9c02e74cba70bdcd8582311e39d | ||
520 | 3 | |a A series of 1-[4-(substituted phenyl)-2-(substituted phenyl azomethyl)-benzo[b]-[1,4]diazepin-1-yl]-2-substituted phenylaminoethanones (1–17) was synthesized and evaluated in vitro for its antimicrobial and anticancer activities. Results of antimicrobial screening indicated that 1-[4-[4-Chloro-phenyl)-2-[(3-nitro-phenylazo)-methyl]-benzo[b][1,4]diazepin-1-yl]-2-(2-methyl-5-nitro-phenyl amino)-ethanone (16) and 1-[4-(3,4-dimethoxy-phenyl)-2-[(4-nitro-phenylazo)-methyl]-benzo[b][1,4]diazepin-1-yl]-2-(3-nitrophenylamino)-ethanone (17) were found to be the most effective antimicrobial agents. The anticancer screening results indicated that 1-[4-(4-dimethylamino-phenyl)-2-(p-tolylazo-methyl)-benzo[b][1,4]diazepin-1-yl]-2-phenyl aminoethanone (1, IC50 = 1.42 μM/mL against HCT 116 cancer cell lines) was the most potent anticancer agent and was more potent than 5-FU. The results of QSAR studies demonstrated the importance of topological parameters, Kier's alpha first order shape index (κα1) and valence zero order molecular connectivity index (0χv) in describing antimicrobial activity, LUMO and κα2 in describing anticancer activity of 1-[4-(substituted phenyl)-2-(substituted phenyl azomethyl)-benzo[b]-[1,4]diazepin-1-yl]-2-substituted phenylaminoethanones. © 2015 The Authors | |
700 | 1 | 0 | |a Kumar, P. |e author |
700 | 1 | 0 | |a Majeed, A.B.A. |e author |
700 | 1 | 0 | |a Mani, V. |e author |
700 | 1 | 0 | |a Mishra, R.K. |e author |
700 | 1 | 0 | |a Narasimhan, B. |e author |
700 | 1 | 0 | |a Ramasamy, K. |e author |
700 | 1 | 0 | |a Verma, D. |e author |
773 | |t Arabian Journal of Chemistry |x 18785352 (ISSN) |g 12 8, 2882-2896 |