Antiviral and cytotoxic compounds from the sponge crambe crambe

Details Antiviral and cytotoxic compounds from the sponge crambe crambe Antiviral and cytotoxic compounds from the sponge crambe crambe

1998-03-18

1999-09-14

Bernhardt, Emily

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

544231, A61K 31505, C07D49120

Patent

active

059523328

ABSTRACT:
The present invention is directed to several novel compounds isolated from the sponge Crambe crambe, and designated herein as Crambescidin 816 (Compound 1), Crambescidin 830 (Compound 2), Crambescidin 844 (Compound 3), and Crambescidin 800 (Compound 4), as well as several derivatives thereof. The 816, 830, 844 and 800 compounds are four preferred species of complex pentacyclic guanidines linked by a linear .omega.-hydroxy fatty acid to a hydroxyspermidine, that have been obtained by a bioassay-guided isolation procedure, involving solvent partition and chromatography on Sephadex LH-20, cyano, and C-18 columns, from extracts of the red, encrusting sponge Crambe crambe (Order Poecilosclerida, Family Esperiopsidae).

REFERENCES:
Schmitz et al., Journal of Natural Products, vol. 54, No. 6, pp. 1469-1490 (1991).
Kashman et al., J. Amer. Chem. Soc., 111: 8925-8926 (1989).
Rosano et al., J. Backeriol., 135: 805-808 (1978).
Harbour et al., J. Amer. Chem. Soc., 103: 5604-5606 (1981).
Berlinck et al., Tetrahedron Letters, 31: 6531-6534 (1990).
Jares-Erijman et al., J. Organic Chemistry, vol. 56, No. 19, 5712-5715 (1991).

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