Proactive antitumor compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D49122

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active

060433671

ABSTRACT:
The present invention features proactive antitumor compounds of the following formula: ##STR1## wherein R.sup.1 is COOZ; Z being H, alkali metal, alkaline earth metal, an ammonium group which is optionally substituted with one or more alkyl groups, or a carboxyl protecting group; each of R.sup.2, R.sup.3, and R.sup.4, independently, is OH or OR.sup.a ; R.sup.a being a hydroxyl protecting group; X is benzene or pyridine, optionally substituted with R.sup.b ; R.sup.b being H, C.sub.1-5 alkyl, C.sub.1-5 alkoxy, NO.sub.2, F, Cl, Br, SO.sub.3 H, and CN; R.sup.5 is H or OH; and each of n and m, independently, is 0 or 1; or a salt thereof.

REFERENCES:
patent: 4604463 (1986-08-01), Miyasaka et al.
patent: 4975278 (1990-12-01), Senter et al.
patent: 4981968 (1991-01-01), Wall et al.
patent: 5559235 (1996-09-01), Luzzio et al.
patent: 5561119 (1996-10-01), Jacquesy et al.
patent: 5602141 (1997-02-01), Bedeschi et al.
patent: 5621002 (1997-04-01), Bosslet et al.
patent: 5632990 (1997-05-01), Bagshawe et al.
patent: 5658568 (1997-08-01), Bagshawe
patent: 5677286 (1997-10-01), Shull et al.
patent: 5710135 (1998-01-01), Leenders et al.
patent: 5726181 (1998-03-01), Hausheet et al.
patent: 5734056 (1998-03-01), Burk et al.
patent: 5760072 (1998-06-01), de Bont et al.
Azoulay et al., "Prodrugs of anthracycline antibiotics suited for tumor-specific activation", Anti-Cancer Drug Design (1995), 10:441-450.
Chen et al., "Cure of Malignant Ascites and Generation of Protective Immunity by Monoclonal Antibody-Targeted Activation . . . Prodrug in Rats", Int. J. Cancer, (1997), 73:392-402.
Cheng et al., Poly(ethylene glycol) Modification of .beta.-glucuronidase-antibody conjugates for solid-tumor Therapy by Targeted Activation of Glucuronide Prodrug, Cancer Immunol. Immunother. 44:305-315 (1997).
Haisma et al., "Comparison of Two Anthracycline-Based Prodrugs for Activation by a Monoclonal . . . Treatment of Cancer", Cell Biophysics, (1994) 24/25:185-192.
Haisma et al., "A monoclonal antibody-.beta.-glucuronidase conjugate as activator of the prodrug epirubicin-glucuronide . . . treatment of cancer", British Journal of Cancer, 66(3): pp. 474, Sep. 1, 1992.
Leenders et al., ".beta.-Glucuronyl Carbamate Based Pro-moieties Designed for Prodrugs in ADEPTacology" Tetrahedron Letters, 36:10 pp. 1701-1704, 1995.
Leenders et al., "Synthesis and Evaluation of Novel Daunomycin-Phosphate-Sulfate-.beta.-Glucuronide and .beta.-Glucoside Prodrugs for Application in ADEPT" Bioorganic & Medicinal Chemistry Letters, 5:24 2975-80, 1995.
Murdter et al., "Enhanced Uptake of Doxorubicin into Bronchial Carcinoma: .beta.-Glucuronidase Mediates Release of Doxorubicin from a Glucuronide Prodrug (HMR 1826) at the Tumor Site" Cancer Research 57:2440-2445, 1997.
Schmidt et al., "Glucuronide Prodrugs of Hydroxy Compounds for Antibody Directed Enzyme Prodrug Therapy (ADEPT): A Phenol Nitrogen Mustard Carbamate" Bioorganic & Medicinal Chemistry Letters, 7:8 1071-76, 1997.
Wang et al., "Specific Activation of Glucuronide Prodrugs by Antibody-targeted Enzyme Conjugates for Cancer Therapy" Cancer Research 52, 4484-4491, 1992.
Roffler et al., "Anti-neoplastic glucuronide prodrug treatment of human tumor cells targeted with a clonal antibody-enzyme conjugate" Biochemical Pharmacology, 42:10 pp. 2062-2065, 1991.
Roffler et al., "A Quick method for Detecting Metabolic Cooperation", Biochemical Pharmacology, 42(10): 2061-2062, 1991.

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