New analogues of butylated hydroxytoluene as anti-inflammatory and antioxidant agents.
Amine or amide derivatives bearing the 2,6-di-tert-butyl phenol moiety are synthesised. Almost all are antioxidants, reduce acute inflammation and inhibit COX-1 and lipoxygenase activity. The most potent anti-inflammatory, COX-1 inhibitor and antioxidant agent, with low toxicity, is 2,6-di-tert-butyl-4-thiomorpholin-4-ylmethyl-phenol.
Ziakas
George N
GN
Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki, Greece.
Rekka
Eleni A
EA
Gavalas
Antonios M
AM
Eleftheriou
Phaedra T
PT
Kourounakis
Panos N
PN
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002084:Butylated Hydroxytoluene / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D002351:Carrageenan; D051545:Cyclooxygenase 1 / Q000378:metabolism; D007249:Inflammation / Q000139:chemically induced / Q000188:drug therapy*; D016859:Lipoxygenase Inhibitors / Q000378:metabolism; D008297:Male; D008565:Membrane Proteins / Q000037:antagonists & inhibitors / Q000378:metabolism; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D051381:Rats; D013997:Time Factors
D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D016859:Lipoxygenase Inhibitors; D008565:Membrane Proteins; D010636:Phenols; D002084:Butylated Hydroxytoluene; C035407:2,6-di-tert-butylphenol; D002351:Carrageenan; D051545:Cyclooxygenase 1; C496513:Ptgs1 protein, rat