Analogues of N-acetylardeemin, method of preparation and uses th

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

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549245, 549338, 549343, A61K 31495, C07D48722

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active

061470767

ABSTRACT:
The present invention provides a compound having the structure: ##STR1## wherein R.sub.1 R.sub.6 and R.sub.7 are independently hydrogen, OH, NH.sub.2, SH, halogen, C.sub.1 -C.sub.9 linear or branched chain alkyl, alkylmercapto, alkylamino, dialkylamino, alkoxy, phenyl, etc.; wherein R.sub.0 and R.sub.2 are independently hydrogen, OH, linear or branched chain alkyl, --CR.sub.3 R.sub.3 --CH(O)CH.sub.2, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.3, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.2 OH, --CR.sub.3 R.sub.3 --CH(OH)R.sub.4 or --CR.sub.3 R.sub.3 --CH.dbd.CHR.sub.4 ; wherein R.sub.3 and R.sub.4 are independently hydrogen, halogen, C.sub.1 -C.sub.9 linear or branched chain alkyl, phenyl, etc.; wherein R.sub.5 is hydrogen, C.sub.1 -C.sub.9 linear or branched chain alkyl, phenyl, etc.; and wherein R.sub.8 is hydrogen, C.sub.1 -C.sub.9 linear or branched chain acyl, benzoyl, etc.; with the proviso that (a) when R.sub.2 is --CR.sub.3 R.sub.3 --CH(O)CH.sub.2, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.3, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.2 OH, --CR.sub.3 R.sub.3 --CH(OH)R.sub.4 or --CR.sub.3 R.sub.3 --CH.dbd.CHR.sub.4, then R.sub.2 is hydrogen; (b) when R.sub.0 is --CR.sub.3 R.sub.3 --CH(O)CH.sub.2, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.3, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.2 OH, --CR.sub.3 R.sub.3 --CH(OH)R.sub.4 or --CR.sub.3 R.sub.3 --CH.dbd.CHR.sub.4, then R.sub.2 is OH; and (c) when (i) R.sub.0 or R.sub.2 is --CR.sub.3 R.sub.3 --CH.dbd.CHR.sub.4, (ii) R.sub.3 and R.sub.5 are CH.sub.3 and (iii) R.sub.4 is hydrogen, then R.sub.1, R.sub.6 and R.sub.7 are not all hydrogen. Also provided are related compounds and compositions, and methods of inhibiting the growth of multidrug resistant cells by means of MDR reversal, collateral sensitivity and quantitative synergism.

REFERENCES:
patent: 5284947 (1994-02-01), Kadam et al.
patent: 5338726 (1994-08-01), Shiosaki et al.
patent: 5338845 (1994-08-01), Barrow et al.
Chemical Abstracts, 100:33257, Jan. 30, 1984, Fujisawa Pharmaceutical Co.
Chemical Abstracts, 103:87904, Sep. 16, 1985., Fujisawa Pharmaceutical Co.
Chemical Abstracts, 103:101553, Sep. 3, 1985, Laws et al.
Chemical Abstracts, 108:164470, May 9, 1988, Hodge et al.
Bellamy et al, Cancer Investigation 8(5), pp. 547-562 (1990).
Advanced Organic Chemistry (2nd Ed.) by Jerry March, pp. 485-489, 1977.
Takase, S., et al., J. Antibiot, 37, 1320 (1984.
Takase, S., et al., Tetrahedron, 42, 5887 (1986).
Karwowski, H.P., et al., J. Antibiot, 46, 374 (1993).
Hochlowski, J.E., et al., J. Antibiot, 46, 380 (1993).
Shinohara, C., et al., J. Antibiot, 47, 163 (1994).
Hino, T., et al., Chem Pharm Bull, 33, 5202 (1985).
Massden, S.P., et al. J. Am. Chem. Soc., 116, 11143 (1994).
Parsons, R.L., et al., J. Org. Chem., 58 7482 (1993).
Arai et al., Chem. Pharm. Bull., 37:2937-2939, 1989.
Takase et al., Tetrahedron Letters, 25:4673-4676, 1984.

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