Substituted 4h-chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof
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a caspase activator and analog technology, applied in the field of substituted 4hchromenes and analogs, can solve problems such as bone marrow toxicity, and achieve the effect of treating, preventing or ameliorating neoplasia and cancer
Inactive Publication Date: 2006-02-16
CYTOVIA INC
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Thus, a drug like 6-mercaptopurine can cause bone marrow toxicity while remaining ineffective for a slow growing tumor.
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[0369] To a mixture of 3,4-dimethoxy-5-bromobenzylidenemalononitrile (293 mg, 1 mmol) and resorcinol (110 mg, 1 mmol) in ethanol (2 mL) was added piperidine (0.1 mL, 1 mmol). The mixture was refluxed for 2 h. The solvent was evaporated, the residue was purified by chromatography on silica gel with EtOAc and hexane (1:2) as eluant, yielding 240 mg (59.5%) of the title compound. 1H NMR (DMSO-d6): 9.77 (brs, 1H), 6.96-6.86 (m, 5H), 6.52 (d, J=8.1, 1H), 6.41 (s, 1H), 4.65 (s, 1H), 3.80 (s, 3H), 3.70(s, 3H).
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Abstract
The present invention is directed to substituted 4H-chromenes and analogs thereof, represented by the general Formula I: wherein R1-R5, A, Y and Z are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.
Description
CROSS-REFERENCE TO RELATED APPLICATIONS [0001] This application claims priority benefit under 35 U.S.C. § 119(e) of U.S. Provisional Application No. 60 / 290,997, filed May 16, 2001, the contents of which are entirely incorporated by reference herein.BACKGROUND OF THE INVENTION [0002] 1. Field of the Invention [0003] This invention is in the field of medicinal chemistry. In particular, the invention relates to substituted 4H-chromenes and analogs, and the discovery that these compounds are activators of caspases and inducers of apoptosis. The invention also relates to the use of these compounds as therapeutically effective anti-cancer agents. [0004] 2. Related Art [0005] Organisms eliminate unwanted cells by a process variously known as regulated cell death, programmed cell death or apoptosis. Such cell death occurs as a normal aspect of animal development, as well as in tissue homeostasis and aging (Glucksmann, A., Biol. Rev. Cambridge Philos. Soc. 26:59-86 (1951); Glucksmann, A., Ar...
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Patent Type & Authority Applications(United States)
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