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Structure-based development of pyridoxal propionate derivatives as specific inhibitors of cathepsin K in vitro and in vivo.

Abstract：

:We found that pyridoxal phosphate shows considerable inhibition of cathepsins. CLIK-071, in which the phosphate ester of position 3 of pyridoxal phosphate was replaced by propionate, strongly inhibited cathepsin B. Three new types of synthetic pyridoxal propionate derivatives showing specific inhibition of cathepsin K were developed. New synthetic pyridoxal propionate derivatives, -162, -163, and -164, in which the methyl arm of position 6 of CLIK-071 was additionally modified, strongly inhibited cathepsin K and cathepsin S weakly, but other cathepsins were not inhibited. CLIK-166, in which the position 4 aldehyde of CLIK-071 is replaced by a vinyl radical and position 5 is additionally modified, showed cathepsin K-specific inhibition at 10(-5) M. Pit formation due to bone collagen degradation by cathepsin K of rat osteoclasts was specifically suppressed by administration of CLIK-164, but not by inhibitors of cathepsin L or B.

journal_name

Biochem Biophys Res Commun

journal_title

Biochemical and biophysical research communications

authors

Katunuma N,Matsui A,Inubushi T,Murata E,Kakegawa H,Ohba Y,Turk D,Turk V,Tada Y,Asao T

doi

10.1006/bbrc.1999.1953

subject

Has Abstract

pub_date

2000-01-27 00:00:00

pages

850-4

issue

3

eissn

0006-291X

issn

1090-2104

pii

S0006-291X(99)91953-8

journal_volume

267

pub_type

杂志文章

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