title: Nitric oxide releasing derivatives of tolfenamic acid with anti-inflammatory activity and safe gastrointestinal profile.
abstract: Tolfenamic acid esters with nitrooxyalcohols are synthesized. They are anti-inflammatory agents reducing carrageenan rat paw edema, with low gastrointestinal and general toxicity. In vitro, they are nitric oxide donors, inhibitors of lipoxygenase and cyclooxygenases. A two to three carbon chain between carboxylic and nitric ester groups seems optimal for activity.
authors.affiliation: Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki, Greece.
authors.forename: George N
authors.initials: GN
authors.lastname: Ziakas
authors.forename: Eleni A
authors.initials: EA
authors.lastname: Rekka
authors.forename: Antonios M
authors.initials: AM
authors.lastname: Gavalas
authors.forename: Phaedra T
authors.initials: PT
authors.lastname: Eleftheriou
authors.forename: Karyofillis C
authors.initials: KC
authors.lastname: Tsiakitzis
authors.forename: Panos N
authors.initials: PN
authors.lastname: Kourounakis
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000009:adverse effects / Q000737:chemistry* / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology; D051545:Cyclooxygenase 1 / Q000378:metabolism; D051546:Cyclooxygenase 2 / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D005260:Female; D006614:Hindlimb / Q000187:drug effects; D007422:Intestines / Q000187:drug effects*; D007527:Isoenzymes / Q000378:metabolism; D008084:Lipoxygenase / Q000378:metabolism; D008297:Male; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism*; D051381:Rats; D013270:Stomach / Q000187:drug effects*; D062367:ortho-Aminobenzoates / Q000009:adverse effects / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D004791:Enzyme Inhibitors; D007527:Isoenzymes; D062367:ortho-Aminobenzoates; D009569:Nitric Oxide; C009500:tolfenamic acid; D008084:Lipoxygenase; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2