N ′-[4-[(Substituted imino)methyl]benzylidene]-substituted benzohydrazides: synthesis, antimicrobial, antiviral, and anticancer evaluation, and QSAR studies
Identifieur interne : 000347 ( Istex/Curation ); précédent : 000346; suivant : 000348N ′-[4-[(Substituted imino)methyl]benzylidene]-substituted benzohydrazides: synthesis, antimicrobial, antiviral, and anticancer evaluation, and QSAR studies
Auteurs : Pradeep Kumar [Inde] ; Balasubramanian Narasimhan [Inde] ; Kalavathy Ramasamy [Malaisie] ; Vasudevan Mani [Malaisie] ; Rakesh Kumar Mishra [Malaisie] ; Abu Bakar Abdul Majeed [Malaisie] ; Erik De Clercq [Belgique]Source :
- Monatshefte für Chemie - Chemical Monthly [ 0026-9247 ] ; 2013-06-01.
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Abstract
Abstract: A variety of N′-[4-[(substituted imino)methyl]benzylidene]-substituted benzohydrazides have been synthesized and evaluated for antimicrobial and anticancer potential. Results from testing of antimicrobial activity indicated the most potent antimicrobial agents had pMIC am = 1.51. The synthesized compounds were bacteriostatic and fungistatic in action. Results from evaluation of antiviral activity indicated that none of the synthesized hydrazide derivatives inhibited viral replication at sub-toxic concentrations. Results from anti-HIV screening against HIV-2 strain ROD indicated that one compound was more potent (IC 50 ≥ 1 μg/cm3) than the standard drug nevirapine (IC 50 ≥ 4 μg/cm3) and another was equipotent (IC 50 ≥ 4 μg/cm3). The most effective anticancer agent against both HCT116 and MCF7 cancer cell lines had IC 50 = 19 and 18 μg/cm3, respectively. QSAR analysis indicated the importance of Wiener index (W) and energy of the lowest unoccupied molecular orbital (LUMO) in describing the antimicrobial activity of the synthesized compounds. Graphical Abstract:
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DOI: 10.1007/s00706-012-0877-3
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uniqKey="De Clercq E" first="Erik" last="De Clercq">Erik De Clercq</name><affiliation wicri:level="1"><mods:affiliation>Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, Minderbroedersstraat 10, 3000, Louvain, Belgium</mods:affiliation><country xml:lang="fr">Belgique</country><wicri:regionArea>Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, Minderbroedersstraat 10, 3000, Louvain</wicri:regionArea></affiliation></author></analytic><monogr></monogr><series><title level="j">Monatshefte für Chemie - Chemical Monthly</title><title level="j" type="sub">An International Journal of Chemistry</title><title level="j" type="abbrev">Monatsh Chem</title><idno type="ISSN">0026-9247</idno><idno type="eISSN">1434-4475</idno><imprint><publisher>Springer Vienna</publisher><pubPlace>Vienna</pubPlace><date type="published" when="2013-06-01">2013-06-01</date><biblScope unit="volume">144</biblScope><biblScope unit="issue">6</biblScope><biblScope unit="page" from="825">825</biblScope><biblScope unit="page" to="849">849</biblScope></imprint><idno type="ISSN">0026-9247</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0026-9247</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Anticancer</term><term>Antimicrobial</term><term>Antiviral</term><term>Hydrazides</term><term>QSAR</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: A variety of N′-[4-[(substituted imino)methyl]benzylidene]-substituted benzohydrazides have been synthesized and evaluated for antimicrobial and anticancer potential. Results from testing of antimicrobial activity indicated the most potent antimicrobial agents had pMIC am = 1.51. The synthesized compounds were bacteriostatic and fungistatic in action. Results from evaluation of antiviral activity indicated that none of the synthesized hydrazide derivatives inhibited viral replication at sub-toxic concentrations. Results from anti-HIV screening against HIV-2 strain ROD indicated that one compound was more potent (IC 50 ≥ 1 μg/cm3) than the standard drug nevirapine (IC 50 ≥ 4 μg/cm3) and another was equipotent (IC 50 ≥ 4 μg/cm3). The most effective anticancer agent against both HCT116 and MCF7 cancer cell lines had IC 50 = 19 and 18 μg/cm3, respectively. QSAR analysis indicated the importance of Wiener index (W) and energy of the lowest unoccupied molecular orbital (LUMO) in describing the antimicrobial activity of the synthesized compounds. Graphical Abstract:</div></front></TEI></record>Pour manipuler ce document sous Unix (Dilib)
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