Derivatives of peptides usable as inhibitors of bacterial collag

Details Derivatives of peptides usable as inhibitors of bacterial collag Derivatives of peptides usable as inhibitors of bacterial collag

1994-06-22

1996-03-19

Warden, Jill

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

530330, 530331, A61K 3800, C07K 500, C07K 700, C07K 1700

Patent

active

055004148

ABSTRACT:
The invention relates to novel peptide derivatives usable as inhibitors of bacterial collagenases.
These derivatives comply with the formula: ##STR1## in which R.sup.1 is a hydrogen atom, a blocking group or a radical derived from an amino acid or a peptide optionally protected by a blocking group, R.sup.2 is the side chain of an .alpha.-amino acid, R.sup.3 is H, a metal, an alkyl or benzyl group, R.sup.4 is the derivative of proline, hydroxyproline, thiazolidine or dehydroproline, R.sup.5 is H or an alkyl, R.sup.6 is the side of an amino acid and R.sup.7 is OR.sup.8 with R.sup.8 being H, a metal, alkyl or benzyl, or in which R.sup.1 and R.sup.7 together form a divalent radical derived from an amino acid or a peptide.
The derivatives in which R.sup.3 is a metal or hydrogen are usable as inhibitors of bacterial collagenases.

REFERENCES:
patent: 4558034 (1985-12-01), Galardy et al.
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Grenier, "Effect Of Protease Inhibitors On In Vitro Growth Of Porphyromonas gingivalis", Microbial Ecology in Health and Disease, vol. 5, (1992), pp. 133-138.
Dive et al. Eur. J. Biochem. 191 (1990) pp. 685-693.
Biochemistry, vol. 22, 1983, pp. 4556-4561, R. E. Galardy, et al., "Inhibition of Collagenase From Colostridium histolyticum By Phosphoric and Phosphonic Amides".
Biochemistry, vol. 27, 1988, pp. 4299-4304, K. A. Mookhtiar, et al., "Ketone-Substrate Analogues of Clostridium".
Histolyticum Collagenases: "Tight-Binding Transition-State Analogue Inhibitors".
Biochemistry, vol. 28, 1989, pp. 4948-4951, D. Grobelny, et al., "Binding Energetics of Phosphorus-Containing Inhibitors of Thermolysin".

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