Allosamidin compounds

Details Allosamidin compounds Allosamidin compounds

1992-01-31

1995-05-09

Rollins, John W.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

536 174, 514 53, A61K 3170

Patent

active

054139910

ABSTRACT:
Novel allosamidin compounds, AJI9463A, AJI9463B and AJI9463C, represented by the following structural formula (1): ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen and R.sub.3 is hydroxy (AJI9463A); R.sub.1 and R.sub.3 are hydrogen and R.sub.2 is hydroxy (AJI9463B); and R.sub.1 is methyl, R.sub.2 is hydroxy and R.sub.3 is hydrogen (AJI9463C), exhibit extremely potent inhibitory activity against chitinases from a number of sources, particularly from Candida albicans, and can be utilized as potent antifungal agents and chitinase inhibitors. Pseudo disaccharide compounds, obtained by partial hydrolysis of these compounds with an acid, also show potent inhibitory activity against chitinase, and can be utilized as antifungal agents and chitinase inhibitors.

REFERENCES:
patent: 5070191 (1991-12-01), Yamada et al.
Journal of Antibiotics, vol. 44, No. 7, pp. 716-722, Jul. 1991, Y. Nishimoto, et al., "Isolation and Characterization of New Allosamidins".
Agricultural and Biological Chemistry, vol. 54, No. 5, pp. 1333-1335, Apr. 1990, S. Sakuda, et al., "Effects of Demethylallosamidin, a Potent Yeast Chitinase Inhibitor, on the Cell Division of Yeast".
Agricultural and Biological Chemistry, vol. 53, No. 10, pp. 2825-2826, Oct. 1989, A. Isogai, et al., "Structure of Demethylallosamidin as an Insect Chitinase Inhibitor".
Agricultural and Biological Chemistry, vol. 51, No. 12, pp. 3251-3259, Dec. 1987, S. Sakuda, et al., "Structures of Allosamidins, Novel Insect Chitinase Inhibitors, Produced by Actinomycetes".
Patent Abstracts of Japan, vol. 12, No. 70, (C-479) (2917), Mar. 4, 1988, & JP-A-62-207-294, Sep. 11, 1987, A. Suzuki, et al., "Novel Substance Allosamidine and Production and Use Thereof".
Sakuda et al, J. of Antibiotics vol. 40, pp. 296-300 (1987).
Sakuda et al, Chemical Abstract, vol. 109 (1988) No. 69316u.
Nishimoto et al, Chemical Abstracts, vol. 115 (1991) No. 154612f.

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