Paecilopeptin, a new cathepsin S inhibitor produced by Paecilomyces carneus.
Paecilopeptin, a novel cathepsin S inhibitor, was produced and isolated from the culture supernatant of the fungal strain, Paecilomyces carneus. A spectroscopic analysis revealed the planar structure of paecilopeptin to be acetyl-Leu-Val-CHO. The stereochemistry of the constituent amino acids was analysed by chiral HPLC after oxidation and 6N HCl hydrolysis of paecilopeptin. The total synthesis of paecilopeptin was completed in six steps. Paecilopeptin inhibited human cathepsin S with an IC50 value of 2.1 nM in vitro.
Shindo
Kazutoshi
K
Department of Food and Nutrition, Japan Women's University, 2-8-1 Mejirodai, Bunkyo-ku, Tokyo 112-8681, Japan. kshindo@fc.jwu.ac.jp
Suzuki
Hidefumi
H
Okuda
Toru
T
D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D002403:Cathepsins / Q000037:antagonists & inhibitors*; D002478:Cells, Cultured; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D004151:Dipeptides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D006868:Hydrolysis; D020128:Inhibitory Concentration 50; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D010143:Paecilomyces / Q000737:chemistry* / Q000145:classification; D011480:Protease Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors*; D018411:Spodoptera / Q000166:cytology; D013237:Stereoisomerism
D000447:Aldehydes; D004151:Dipeptides; D011480:Protease Inhibitors; D011994:Recombinant Proteins; C475222:paecilopeptin; D002403:Cathepsins; C028217:cathepsin S