Stilbene derivatives as anticancer agents

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...

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514520, 514630, 514651, 514685, 514713, 514716, 514720, 556445, 556446, 564221, 564353, 564354, 564389, 564443, 568 39, 568 62, 568331, 568465, 568466, A61K 3109, A61K 31135, C07C 43215, C07C21780

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054300622

ABSTRACT:
The present invention relates to stilbene derivatives which possess utility as anti-cancer agents. The compounds can be used to treat cancers which are susceptible to treatment therewith, and can be utilized in a method of treating such cancers. Pharmaceutical compositions containing the compounds are disclosed. Three preferred compounds among those disclosed are (Z)-1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene, (Z)-1-(4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)ethene, and 4-methyl-3',4',5'-trimethoxybenzylaniline hydrochloride.

REFERENCES:
patent: 2346049 (1944-04-01), Rohrmann
patent: 4189610 (1980-02-01), Coleman
patent: 4326055 (1982-04-01), Loeliger
patent: 4683087 (1987-07-01), Witiak et al.
patent: 4940707 (1990-07-01), Klaus et al.
patent: 4940726 (1990-07-01), Pettit et al.
patent: 4996237 (1991-02-01), Pettit et al.
patent: 5081251 (1992-01-01), Bender et al.
Anjaneyulu et al, Chemical Abstracts, vol. 113(1990) 114869X.
Mayer et al, Chemical Abstracts, vol. 106 (1987) 32425r.
Bhandari et al, Chemical Abstracts, vol. 103 (1985) 51168p.
Witiak et al, Chemical Abstracts, vol. 99 (1983) 194554w.
Prakash et al, Chemical Abstracts, vol. 103 (1985) 3717v.
Mervic et al, Chemical Abstracts, vol. 93 (1980) 239078p.
Spencer, Chemical Abstracts, vol. 98 (1983) 53370a.
Giles et al, Chemical Abstracts, vol. 82 (1975) 155944c.
R. M. Letcher et al., Chemical Constituents of the Combretaceae. Part II. Substituted Phenanthrenes and 9,10-Dihydrophenanthrenes and a Substituted Bibenzyl from the Heartwood of Combretum molle, J. Chem. Soc., Perkin I (1972) pp. 206-210.
J. F. Carroll et al., Reactions of Lithium Aluminium Hydride in Hydrocarbon Solvents. Selective Demethylation of Some Substituted Methyl Phenyl Ethers, J. Chem. Soc. Chem, Comm. (1980) pp. 507-508.
R. L. Geahlen et al., Pioeatannol (3,4,3',5'-Tetrahydroxy-Trans-Stilbene) is a Naturally Occurring Protein-Tyrosine Kinase Inhibitor, Biochem. and Biophys. Res. Comm., vol. 165, (1989) pp. 241-245.
M. T. Gill et al., 3,3',5',-Tri-O-Methylpiceatannol and 4, 3',5'-Tri-O-Methylpiceatannol: Improvements Over Piceatannol in Bioactivity, Journ. of Natural Products, vol. 50, No. 1 (1987) pp. 36-40.
M. C. Alley et al., Feasibility of Drug Screening with Panels of Human Tumor Cell Lines Using a Microculture Tetrazolium Assay, Cancer Research, vol. 48 (1988) pp. 589-601.
T. Mosmann, Rapid Colorimetric Assay for Cellular Growth and Survival: Application to Proliferation and Cytotoxicity Assays, Journ. of Immun. Methods, vol. 65 (1983) pp. 55-63.
E. Hammel, et al., Separation of Active Tubulin and Microtubule-Associated Proteins by Ultracentrifugation and Isolation of a Component causing the Formation of Microtubule Bundles, Biochemistry, vol. 23 (1984) pp. 4173-4184.
A. Muzaffar, et al., Antitubulin Effects of Derivatives of 3-Demethylthiocolchicine, Methylthio Ethers of Natural Colchicinoids, and Thioketones Derived from Thiocolchicine. Comparison with Colchicinoids, J. Med. Chem., vol. 33 (1990) pp. 567-571.
L. Jurd, Mannich Base Derivatives of Bioactive Benzyl-1,3-benzodioxo-5-ols, J. Heterocyclic Chem., vol. 22 (1985) pp. 993-995.
L. Jurd, et al., New Types of Insect Chemosterilants. Benzylphenols and Benzyl-1,3-benzodioxole Derivatives as Additives to Housefly Diet, J. Agric. Food Chem, vol. 27, No. 5 (1979) pp. 1007-1016.
P. Nandy, et al., Quantitative Structure-Activity Relationship Analysis of Combretastatins: Class Novel Antimitotic Agents, Pharm. Research, vol. 8, No. 6 (1991) pp. 776-781.
G. R. Pettit et al., Synthesis of Natural (-)-Combretastatin, J. Org. Chem., vol. 50 (1985) pp. 3404-3406.
G. R. Pettit et al., Isolation, Structure, and Synthesis of Combretastatins A-1 and B-1, Potent New Inhibitors of Microtubule Assembly, Derived from Combretum Caffrum, Journ. of Natural Products, vol. 50, No. 1 (1987) pp. 119-131.
G. R. Pettit et al., Isolation and Structure of Combretastatin, Can. J. Chem., vol. 60 (1982) pp. 1374-1376.
G. R. Pettit et al., Isolation, Structure, and Synthesis of Combretastatin A-2, A-3, and B-2, Can. J. Chem., vol. 65 (1987) pp. 2390-2396.
E. Hamel et al., Interactions of Combretastatin, a New Plant-Derived Antimitotic Agent, with Tubulin, Biochemical Pharmacology, vol. 32, No. 24 (1983) pp. 3864-3867.
G. R. Pettit, Isolation and Structure of the Strong Cell Growth and Tubulin Inhibitor Combretastatin A-4, Experientia, vol. 45 (1989) pp. 209-211.
S. E. Drewes et al., Polyhydroxystilbenes from the Heartwood Schotia brachypetala, J. Chem. Soc., Perkin I (1974) pp. 961-962.
A. T. McGown et al., Structural and Biochemical Comparison of the Anti-mitotic Agents Colchicine, Combretastatin A4 and Amphethinile, Anti-Cancer Drug Design, vol. 3 (1989) pp. 249-254.
C. M. Lin et al., Antimitotic Natural Products Combretastatin A-4 and Combretastatin A-2: Studies on the Mechanism of Their Inhibition of the Binding of Colchicine to Tubulin, Biochemistry, vol. 28 (1989) pp. 6984-6991.
A. T. McGown et al., Differential Cytotoxicity of Combretastatins A1 and A4 in Two Daunorbicin-Resistant P388 Cell Lines, Cancer Chemother Pharmacol, vol. 26 (1990) pp. 79-81.
G. R. Pettit et al., Isolation, Structure, Synthesis, and Antimitotic Properties of Combretastatins B-3 and B-4 from Combretum Caffrum, Journ. of Natural Products, vol. 51, No. 3 (1988) pp. 517-527.
C. M. Lin et al., Interactions of Tubulin with Potent Natural and Synthetic Analogs of the Antimitotic Agent Combretastatin: a Structure-Activity Study, Molecular Pharmacology, vol. 34 (1988) pp. 200-208.
G. R. Pettit et al., Antineoplastic Agents, 122. Constituents of Combretum Caffrum, Journ. of Natural Products, vol. 50, No. 3 (1987) pp. 386-391.
M. Cushman et al., Synthesis and Evaluation of Stilbene and Dihydrostilbene Derivatives as Potential Anticancer Agents that Inhibit Tubulin Polymerization, J. Med. Chem. vol. 34 (1991) pp. 2579-2588.

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