Synthesis of new (Nalpha-dipicolinoyl)-bis-L-valyl-L-phenylalanyl linear and macrocyclic bridged peptides as anti-inflammatory agents.
In continuation to our search for new chiral macrocyclic peptide-based anti-inflammatories, the suggestion, synthesis, structure elucidation of some Nalpha-bis-dipicolinoyl amino acids, linear, tetra and cyclic (penta and octa)-bridged peptides 3-10, were realized herein. The newly synthesized compounds showed potent anti-inflammatory activity with low toxicity (LD50) comparable to indomethacin and diclofenac as reference anti-inflammatory drugs.
Amr
Abd El-Galil E
Ael-G
Applied Organic Chemistry Department, National Research Center, Dokki, Cairo, Egypt. aamr1963@yahoo.com
Abo-Ghalia
Mohamed H
MH
Abdalah
Mohamed M
MM
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002351:Carrageenan / Q000008:administration & dosage / Q000633:toxicity; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006614:Hindlimb; D007249:Inflammation / Q000139:chemically induced / Q000517:prevention & control; D007267:Injections; D008297:Male; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D010848:Picolinic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats
D000894:Anti-Inflammatory Agents, Non-Steroidal; D004151:Dipeptides; D010456:Peptides, Cyclic; D010848:Picolinic Acids; D002351:Carrageenan