ErbB-2 selective small molecule kinase inhibitors

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

Reexamination Certificate

active

07427689

ABSTRACT:
A novel method for erbB-2 kinase inhibition by compounds identifies through computational modeling and data processing and/or rational and de novo drug design is provided the compounds bind erbB-2 kinase molecules and which can be used as erbB-2 kinase agonists or antagonists. These compounds are useful especially in the treatment of cancer, particularly breast cancer, and can be used alone or in combination with other chemotherapeutic agents, particularly with hercetin, a humanized anti-HER-2 antibody, or with radiation therapy. A specific compound which is exemplified is “compound B17”=methyl-(p-nitrophenyl)-2-propynoate.

REFERENCES:
patent: 3347885 (1967-10-01), Jones et al.
patent: 3364242 (1968-01-01), Johnson et al.
patent: 3551502 (1970-12-01), Seki et al.
patent: 3647791 (1972-03-01), Rossi et al.
patent: 4297341 (1981-10-01), Waller et al.
patent: 4747979 (1988-05-01), Gimber et al.
patent: 4806568 (1989-02-01), Vander Jagt et al.
patent: 5026726 (1991-06-01), Jagt et al.
patent: 5059717 (1991-10-01), Ibragimov et al.
patent: 5077441 (1991-12-01), Kuk et al.
patent: 5112637 (1992-05-01), Hron, Sr. et al.
patent: 5260327 (1993-11-01), Kim et al.
patent: 5277909 (1994-01-01), Schmidt et al.
patent: 5385936 (1995-01-01), Flack et al.
patent: 5759837 (1998-06-01), Kahajda et al.
patent: 5780675 (1998-07-01), Royer et al.
patent: 6114397 (2000-09-01), Flack et al.
patent: 6576660 (2003-06-01), Liao et al.
patent: 6608107 (2003-08-01), Wong et al.
patent: 6677377 (2004-01-01), Lin et al.
patent: 6703382 (2004-03-01), Wang et al.
patent: 2002/0137801 (2002-09-01), Wong et al.
patent: 2003/0082101 (2003-05-01), Taylor et al.
patent: 2003/0119894 (2003-06-01), Murthy et al.
patent: 676360 (1988-12-01), None
patent: 1 917 341 (1969-04-01), None
patent: 0 651 636 (1993-07-01), None
patent: 01132542 (1987-11-01), None
patent: 1351915 (1982-06-01), None
patent: WO 02/41828 (2002-05-01), None
patent: WO 02/47673 (2002-06-01), None
Zhang et al. Bioorg. & Med. Chem. Letters vol. 14, 111-114 (2004).
Vichkanova et al., Antibiotics (Moscow) 13:828-829 (1968) (Abstract in English).
V. Amberger, et al., Cancer Res., 58:149-158 (1998).
Wick et al. (W. Wick, et al., FEBS Lett., 440:419-424 (1998).
S. Mohanam, et al., Cancer Res. 53:4143-4147 (1993).
P. Pedersen, et al., Cancer Res., 53:5158-5165 (1993).
Nuria Rubio, Lab Invest, 81:725-734 (2001).
Fernández et al., Cell Death Differ., 7:350-359 (2000).
J. Reed, Nature, 387:773-776 (1997).
S. Frisch and E. Ruoslahti, Curr. Opin. Cell Biol., 9:701-706 ((1997).
D. Del Bufalo, et al., FASEB J., 11:947-953 (1997).
Razakantoanina et al. Parasitol. Res., 86:665-668 (2000).
Dao et al. Bioorg. Med. Chem., 11:2001-2006 (2003).
Deck et al. J. Med. Chem., 34:3301-3305 (1991).
Przybylski et al. J. Mol. Structure, 611(1-3):193-201 (2002).
R.E. Royer et al., J. Med. Chem., 38:2427-2432 (1995).
R.E. Royer et al., Biologically active derivativse of gossypol: synthesis and antimalarial activities of peri-acylated gossylic nitriles:, J. Med. Chem., 29:1799-1801 (1986).
C.M. Venuti, J. Org. Chem., 46(15):3124-3127 (1981).
P.C. Meltzer et al., J. Org. Chem., 50(17):3121-3124 (1985).
R. Adams et al., J. Am. Chem. Soc., 60:2193-2204 (1938).
Le Blanc et al. “An in vitro study of inhibitory activity of gossypol, a cottonseed extract, in human carcinoma cell lines”, Pharmacol. Res., 46:551-555 (2002).
Baumgrass et al., “Reversible inhibition of calcineurin by the polyphenolic aldehyde gossypol”, J. Biol. Chem., 276:47914-47921 (2001).
Shelley et al., “Structure-activity studies on gossypol in tumor cell lines,” Anticancer Drugs, 11:209-216 (2000).
Sonenberg et al., “Anti-fertility and othe ractions of gossypol analogues”, Contraception, 37:247-255, (1988).
Whaley et al, .“Monkey lactate dehydrogenase-C4 as a model for the interaction of enzymes with gossypol”, Contraception, 33:605-616 (1986).
Dorsett et al., “Letter: Antivrial activity of gossypol and apogossypol”, J. Pharm. Sci., 64:1073-1075 (1975).
Wu et al., “Synthesis and antifertility actions of gossypol derivatives and phenol aldehydes”, Yao Xue Xue Bao, 24:502-511 (1989).
Hoffer et al., “Antifertility, spermicidal and ultrastructural effects of gossypol and derivatives administered orally and by intratesticular injections”, Contraception, 37:301-331 (1988).
Guo et al., “Synthesis of mono-aldehyde gossypol and its analogues”, Yao Xue Xue Bao, 22:597-602 (1987).
Manmade et al., “Gossypol. Synthesis and in vitro spermicidal activity of isomeric hemigossypol derivatives”, Experientia, 39:1276-1277 (1983).
Dowd, Chirality, 15:486 (2003).
Ciesielska et al., Chem. Phys. Lett. 353:69 (2002).
Vermel et al., Antitumor Activity of Gossypol in Experiments on Transplanted Tumours 39-43 (1963).
Freedman et al., Chirality, 15:196 (2003).
J.C. Reed, Pharmacology, 41:501-553 (1997).
J.C. Reed et al., J. Cell Biochem., 6:23-32 (1996).
Z. Han et al., Cancer Res., 56:621-628 (1996).
S.W. Muchmore et al., Nature, 381:335-341 (1996).
A.M. Petros et al., Protein Sci., 9:2528-2534 (2000).
A.M. Petros et al., Proc. Natl. Acad. Sci. U.S.A., 98:3012-3017 (2001).
X.M. Yin et al., Nature, 369:321-323 (1994).
S.C. Cosulich et al., Curr. Biol., 7:913-920 (1997).
A. Sali et al., Structure, Function, and Genetics, 23:318-326 (1995).
A.Sali, Curr. Opin. Biotech., 6:437-451 (1995).
J.L. Wang et al., Cancer Res., 60:1498-1502 (2000).
J.L. Wang et al., Proc. Natl. Acad. Sci. U.S.A., 97:7124-7129 (2000).
Sattler et al., Science, 275:983-986 (1997).
B.R. Brooks et al., J. Comp. Chem., 4,187-217 (1983).
P.V.R. Schleyer et al., Charmm: The Energy Function and Its Parameterization with an Overview of the Program, in The Encyclopedia of Computational Chemistry, 1:271-277 eds., John Wiley & Sons, Chichester (1998).
S. Makino and I.D. Kuntz, J. Comput. Chem. 18:1812-1825 (1997).
I.J. Enyedy et al., J. Med. Chem., 44:313-4324 (2001).
Leschev, “Influence of the Extract of Eleutherococcus senticosus on development of experimental pituitary adenomas in rats”, Institute of Oncology of the U.S.S.R. Academy of Medical Sciences, 60-67 (1966).
Willemsen, An Oxazoline-Based Approach to the Total Asymmetric Synthesis of (S)-Gossypol, UMI PROquest Digial Disserations—Full Citation & Abstract.
La Blanc et al., An in vitro study of inhibitory activity of gossypol, a cottonseed extract, in human carcinoma cell lines, Pharmacol. Res. 46(6):551-5 (2002).
Griffith et al., Bioenvision Successfully Completes Formulation Research to Develop Gossypol as a Novel Anti-Cancer Agent, Bioenvision News (2003).
Saydachmov et al., Uebekskii Khimicheski Zhumal (1):11-13 (1994).
Zakhidov et al., Modifying Cytogenetic Effects of Gossypol and Derivatives, Library National Institutes of Health (1994).
Yerukhimov, Treatment of Bladder Tumors With Gossipol And Ionol In Combination With Surgical Intervention, Issues in Oncology, XI (1966).
Kuznezova et al., Pharmacol. Toxicol., Boston Library Boston Spa (1979).
Zhong et al., National Library of Medicine, 2:159-161 (1982).
Zhang et al., Inhibitory effects (-)-gossypol on proliferation and keratinocyte growth factor expression in human breast epithelial cells, stromal cells, and adipocytes, American Association fro Cancer Research 38:218 (1997).
Zheng et al., Gossypol (GP) Stimulates Transforming Growth Factor Beta (TGF-β) Gene Expression in Human Breast Cancer Cell Line, The FASEB Journal 10:A757 (1996).
Zheng et al., Studies on the Resolution of Racemic Gossypol, ACTA Pharmaceutica Simica 25(6):430-434 (1990).
Adlakha et al., Inhibition of DNA Polymerase α And Ribonucleotide Reductase by By Gossypol, Proceedings of AACR 26:249:982 (1985).
Akhila et al., Biosynthesis of Gossypol inThespesia populnea, Phytochemistry 33:335-340 (1993).
Badria et al., Antimitotic Activity of Gossypol and Gossypolone, Pharmaceutical Biology, 39:120-126 (2001).
P. Baille et al., Clin. Cancer Res., 3:1535-1538 (1997).
Balci et al., Gossypol induced apoptosis

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

ErbB-2 selective small molecule kinase inhibitors does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with ErbB-2 selective small molecule kinase inhibitors, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and ErbB-2 selective small molecule kinase inhibitors will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3986013

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.