Superoxide dismutase mimetics. Part 2: synthesis and structure-activity relationship of glyoxylate- and glyoxamide-derived metalloporphyrins.
Novel glyoxylate- and glyoxamide-derived metalloporphyrins 26-58 were synthesized and evaluated as potential superoxide dismutase (SOD) mimetics. Relative to previously studied MnTBAP analogues, the glyoxylate-derived metalloporphyrins 32, 39, and 54 and glyoxamide-derived metalloporphyrin 49, exhibited enhanced activity in the SOD assay and the majority of the analogues in the current series showed enhanced inhibition of lipid peroxidation and catalase activity.
Trova
Michael P
MP
Albany Molecular Research, Inc., 21 Corporate Circle, PO Box 15098, Albany, NY 12212-5098, USA.
Gauuan
Polivina Jolicia F
PJ
Pechulis
Anthony D
AD
Bubb
Stephen M
SM
Bocckino
Stephen B
SB
Crapo
James D
JD
Day
Brian J
BJ
D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology; D002374:Catalase / Q000037:antagonists & inhibitors; D006038:Glyoxylates / Q000737:chemistry; D015227:Lipid Peroxidation / Q000187:drug effects; D008665:Metalloporphyrins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018716:Molecular Mimicry; D013329:Structure-Activity Relationship; D013453:Sulfonylurea Compounds / Q000737:chemistry; D013482:Superoxide Dismutase / Q000737:chemistry* / Q000378:metabolism; D017392:Thiobarbituric Acid Reactive Substances / Q000378:metabolism
D000975:Antioxidants; D006038:Glyoxylates; D008665:Metalloporphyrins; D013453:Sulfonylurea Compounds; D017392:Thiobarbituric Acid Reactive Substances; C032160:glyoxamide; D002374:Catalase; D013482:Superoxide Dismutase