Design and synthesis of novel quinolinone-3-aminoamides and their α-lipoic acid adducts as antioxidant and anti-inflammatory agents

Detsi, A; Bouloumbasi, D; Prousis, KC; Koufaki, M; Athanasellis, G; Melagraki, G; Afantitis, A; Igglessi-Markopoulou, O; Kontogiorgis, C; Hadjipavlou-Litina, DJ

dc.contributor.author	Detsi, A	en
dc.contributor.author	Bouloumbasi, D	en
dc.contributor.author	Prousis, KC	en
dc.contributor.author	Koufaki, M	en
dc.contributor.author	Athanasellis, G	en
dc.contributor.author	Melagraki, G	en
dc.contributor.author	Afantitis, A	en
dc.contributor.author	Igglessi-Markopoulou, O	en
dc.contributor.author	Kontogiorgis, C	en
dc.contributor.author	Hadjipavlou-Litina, DJ	en
dc.date.accessioned	2014-03-01T01:26:04Z
dc.date.available	2014-03-01T01:26:04Z
dc.date.issued	2007	en
dc.identifier.issn	00222623	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/17919
dc.subject	Anti-inflammatory Agent	en
dc.subject	lipoic acid	en
dc.subject.other	antiinflammatory agent	en
dc.subject.other	antioxidant	en
dc.subject.other	n (1,2 dihydro 4 hydroxy 1 methyl 2 oxo 3 quinolinecarbonyl) n' (1,2 dithiolane 3 pentanoyl)ethylenediamine	en
dc.subject.other	n (1,2 dihydro 4 hydroxy 1 methyl 2 oxo 3 quinolinecarbonyl) n' (1,2 dithiolane 3 pentanoyl)hexamethylenediamine	en
dc.subject.other	n (1,2 dihydro 4 hydroxy 2 oxo 1 phenyl 3 quinolinecarbonyl) n' (1,2 dithiolane 3 pentanoyl) 1,2 phenylenediamine	en
dc.subject.other	n (1,2 dihydro 4 hydroxy 2 oxo 1 phenyl 3 quinolinecarbonyl) n' (1,2 dithiolane 3 pentanoyl)ethylenediamine	en
dc.subject.other	n (1,2 dihydro 4 hydroxy 2 oxo 1 phenyl 3 quinolinecarbonyl) n' (1,2 dithiolane 3 pentanoyl)hexamethylenediamine	en
dc.subject.other	n 2 phenylamino 1,2 dihydro 4 hydroxy 1 methyl 2 oxo 3 quinolinecarboxamide	en
dc.subject.other	n 4 phenylamino 1,2 dihydro 4 hydroxy 1 methyl 2 oxo 3 quinolinecarboxamide	en
dc.subject.other	n 4 phenylamino 1,2 dihydro 4 hydroxy 1 phenyl 2 oxo 3 quinolinecarboxamide	en
dc.subject.other	n ethylamino 1,2 dihydro 4 hydroxy 2 oxo 1 phenyl 3 quinolinecarboxamide	en
dc.subject.other	n hexylamino 1,2 dihydro 4 hydroxy 1 methyl 2 oxo 3 quinolinecarboxamide	en
dc.subject.other	nordihydroguaiaretic acid	en
dc.subject.other	quinoline derivative	en
dc.subject.other	trolox C	en
dc.subject.other	unclassified drug	en
dc.subject.other	animal experiment	en
dc.subject.other	animal model	en
dc.subject.other	antiinflammatory activity	en
dc.subject.other	antioxidant activity	en
dc.subject.other	article	en
dc.subject.other	drug structure	en
dc.subject.other	drug synthesis	en
dc.subject.other	female	en
dc.subject.other	male	en
dc.subject.other	nonhuman	en
dc.subject.other	rat	en
dc.subject.other	structure activity relation	en
dc.subject.other	Amides	en
dc.subject.other	Animals	en
dc.subject.other	Anti-Inflammatory Agents, Non-Steroidal	en
dc.subject.other	Antioxidants	en
dc.subject.other	Biphenyl Compounds	en
dc.subject.other	Carrageenan	en
dc.subject.other	Dimethyl Sulfoxide	en
dc.subject.other	Edema	en
dc.subject.other	Female	en
dc.subject.other	Hydrazines	en
dc.subject.other	Hydroxyl Radical	en
dc.subject.other	Lipoxygenase Inhibitors	en
dc.subject.other	Male	en
dc.subject.other	Oxidation-Reduction	en
dc.subject.other	Quinolones	en
dc.subject.other	Rats	en
dc.subject.other	Rats, Inbred F344	en
dc.subject.other	Structure-Activity Relationship	en
dc.subject.other	Thioctic Acid	en
dc.title	Design and synthesis of novel quinolinone-3-aminoamides and their α-lipoic acid adducts as antioxidant and anti-inflammatory agents	en
heal.type	journalArticle	en
heal.identifier.primary	10.1021/jm061173n	en
heal.identifier.secondary	http://dx.doi.org/10.1021/jm061173n	en
heal.publicationDate	2007	en
heal.abstract	A series of N-substituted-quinolinone-3-aminoamides and their hybrids containing the α-lipoic acid functionality were designed and synthesized as potential bifunctional agents combining antioxidant and anti-inflammatory activity. The new compounds were evaluated for their antioxidant activity and for their ability to inhibit in vitro lipoxygenase as well as for their anti-inflammatory activity in vivo. In general, the derivatives were found to be potent antioxidant or anti-inflammatory agents. The results are discussed in terms of structure-activity relationships and an attempt is made to define the structural features required for activity. © 2007 American Chemical Society.	en
heal.journalName	Journal of Medicinal Chemistry	en
dc.identifier.doi	10.1021/jm061173n	en
dc.identifier.volume	50	en
dc.identifier.issue	10	en
dc.identifier.spage	2450	en
dc.identifier.epage	2458	en