.alpha.-methylene peperomins and halogenated derivatives thereof

Details .alpha.-methylene peperomins and halogenated derivatives thereof .alpha.-methylene peperomins and halogenated derivatives thereof

1998-12-04

1999-11-09

Owens, Amelia

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

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

549295, 549323, 549324, A61K 3134, C07D30733

Patent

active

059815779

ABSTRACT:
A compound of formula I, ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.1 ', R.sub.2 ', and R.sub.3 ' are independently the same or different and each represent hydrogen, hydroxy, or lower alkoxy, or any vicinal two of R.sub.1, R.sub.2, R.sub.3, R.sub.1 ', R.sub.2 ', and R.sub.3 ' combined together represent --O--(CH.sub.2).sub.n --O--, wherein n=1 or 2; R.sub.4 represents methylene or halomethyl; and X.sub.1, X.sub.2, X.sub.3, and X.sub.4 are independently the same or different and each represent hydrogen or halogen; or a pharmaceutically acceptable salt thereof. Also disclosed are a pharmaceutical composition that contains an effective amount of a compound of formula I together with a pharmaceutically acceptable excipient, and a method of treating cancer that involves the administration of an effective amount of the compound of formula I to a patient in need thereof.

REFERENCES:
CA 119: 138999, 1993.
Elzbieta Hejchman et al., Synthesis and Cytotoxicity of Water-Soluble Ambrosin Prodrug Candidates, J. Med. Chem., vol. 38, pp. 3407-3410 (1995).
Chiu-Ming Chen et al., Peperomins A, B and C, Novel Secolignans from Peperomia Japonica, Heterocycles, vol. 29, pp. 411-414 (1989).
Raymundo Cruz-Almanza et al., Stereoselective Total Synthesis of (+)-Peperomin C, Heterocycles, vol. 34, pp. 2323-2330 (1992).
Sheng-Hsu Zee et al., Synthesis of (.+-.) Peperomins, Journal of the Chinese Chemical Society, vol. 37, pp. 583-589 (1990).
Emil J. Freireich et al., Quantitative Comparison of Toxicity of Anticancer Agents in Mouse, Rat, Hamster, Dog, Monkey and Man, Cancer Chemotherapy Reports, vol. 50, pp. 219-245 (1996).

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