Phorboxazole compounds and methods of their preparation

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C540S450000

Reexamination Certificate

active

07485631

ABSTRACT:
Novel macrolactone compounds, their methods of preparation, pharmaceutical compositions containing these compounds, and methods for their pharmaceutical use are disclosed. In certain embodiments, the macrolactone compounds may be useful, inter alia, for treating various cancers, inducing apoptosis in malignant cells, or inhibiting cancer cell division.

REFERENCES:
patent: 6797721 (2004-09-01), Uckun et al.
patent: WO 01/36048 (2001-05-01), None
Forsyth et al. Bioorganic & Medicianl Chemistry Letters, 2003, 13, 2127-2130.
Smith et al. Journal of the American Chemical Society, 2001, 123, 10942-10953.
Greene et al. Protective Groups in Organic Synthesis, 1999, pp. 123-141.
Ahmed, F. et al., “Convergent Synthesis of the C31-C46 Domain of the Phorboxazole Natural Products,”Tetrahedron Lett., 1998, 39, 183-186.
Boeckman, R. K. et al., “A Convergent General Synthetic Protocol for Construction of Spirocyclic Ketal Ionophores: An Application to the Total Synthesis of (-)-A-23187 (Calcimycin),”J. Am. Chem. Soc., 1987, 109, 7553-7555.
Cohen, Y., et al., “Reaction of C2-Symmetrical Dialkoxysilanes R1O-Si(R2)2-OR1with the two Vilsmeier-Haack Complexes POC13—DMF and (CF3SO2)2O—DMF: An Efficient One-Step Conversion to the Corresponding Formates R1-OCHO,”Synlett., 2001, 1543-1546.
Cywin, C. L. et al., “Synthesis of (-)-(6R,10R)-Matsuone. Assignment of Relative Stereochemistry to a Pheromone ofMatsucoccusPine Bast Scales,”J. Org. Chem., 1991, 56, 2953-2955.
Evans, D. A. et al, “Asymmetric Synthesis of Phorboxazole B—Part I: Synthesis of the C20-C38and C39-C46Subunits,”Angew. Chem. Int. Ed., 2000, 39(14), 2533-2536.
Evans, D. A. et al., “Application of Complex Aldol Reactions to the Total Synthesis of Phorboxazole B,”J. Am. Chem. Soc., 2000, 122, 10033-10046.
Evans, D. A. et al., “Enantioselective Aldol Condensations. 2. Erythro-Selective Chiral Aldol Condensations via Boron Enolates,”J. Am. Chem. Soc., 1981, 103, 2127-2129.
Forsyth, C. J. et al., “Total Synthesis of Phorboxazole A,”J. Am Chem. Soc., 1998, 120, 5597-5598.
Keck, G. E. et al. “Catalytic Enantioselective Synthesis of DihydropyronesviaFormal Hetero Diels-Alder Reactions of “Danishefsky's Diene” with Aldehydes,”J. Org. Chem., 1995, 60, 5998-5999.
Molinski, T. F. et al., “Absolute Configuration of Phorboxazoles A and B from the Marine SpongePhorbassp. 1. Macrolide and Hemiketal Rings,”J. Am. Chem. Soc.1996, 118, 9422-9423.
Molinski, T. F. et al., “Phorboxazoles A and B: Potent Cytostatic Macrolides from Marine SpongePhorbasSp.,”J. Am. Chem. Soc.,1995, 117, 8126-8131.
Molinski, T. F., “Absolute Configuration of Phorboxazoles A and B from the Marine Sponge,PhorbasSp. 2. C43 and Complete Stereochemistry,”Tetrahedron Lett., 1996,37(44), 7879-7880.
Nagoa, Y. et al. “Use of Chiral 1,3-Oxazolidine-2-thiones in the Diastereoselective Synthesis of Aldols,”J. Chem. Soc. Chem. Com., 1985, 1418-1419.
Noyori, R. et al., “Trimethysilyl Triflate in Organic Synthesis,”Tetrahedron, 1981, 37(23), 3899-3910.
Panek, J. S. et al., “Total Synthesis of (-)-Mycalolide A,”J. Am. Chem. Soc., 2000, 122, 1235-1236.
Pattenden, G. et al., “A Convergent Total Synthesis of Phorboxazole A,”Angew. Chem. Int. Ed., 2003, 42(11), 1255-1258.
Sharma, M. L. et al., “Synthesis Of (±)-2-Methyl-(2′-Hydroxy-4′- Methylphenyl)-2- Hepten-4-One (Turmeronol B),”Tetrahedron Lett., 37(13), 1996, 2279-2280.
Smith, A. B. et al. “(+)-Phorboxazole A Synthetic Studies. Identification of a Series of Highly Cytotoxic C(45-46) Analogues,”Org. Lett., 2005, 7(20), 4403-4406.
Smith, A. B. et al., “Phorboxazole Synthetic Studies. 1. Construction of a C(3-19) Subtarget Exploiting an Extension of the Petasis-Ferrier Rearrangement,”Org. Lett., 1999, 1(6), 909-912.
Smith, A. B. et al., “Phorboxazole Synthetic Studies. 2. Construction of a C(20-28) Subtarget, a Further Extension of the Petasis-Ferrier Rearrangement,”Org. Lett., 1999, 1(6), 913-916.
Smith, A. B. et al., “Total Synthesis of (+)-Phorboxazole A Exploiting the Petasis-Ferrier Rearrangement,”J. Am. Chem. Soc., 2001, 123, 10942-10953.
Smith, A. B. et al., “Total Synthesis of (+)-Phorboxazole A,”J. Am. Chem. Soc., 2001, 123, 4834-4836.
Smith, A.B., et al., “Design and Synthesis of a Potent Phorboxazole C(11-15) Acetal Analogue,”Org. Lett., 2006, 8(4), 797-799.
Still, W. C. et al., “Direct Synthesis of Z-Unsaturated Esters. A Useful Modification of the Horner-Emmons Olefination,”Tetrahedron Lett., 1983, 24(41), 4405-4408.
Uckun, F. A. et al. “Anticancer Activity of Synthetic Analogues of the Phorboxazoles,”Bioorg. Med. Chem. Lett., 2001, 11, 1181-1183.
Williams, D. R. et al., “Total Synthesis A,”Angew. Chem. Int. Ed., 2003, 42(11), 1258-1262.
Yamashita, Y., et al. “Chiral Hetero Diels-Alder Products by Enantioselective and Diastereoselective Zirconium Catalysis. Scope, Limitation, Mechanism, and Application to the Concise Synthesis of (+)-Prelactone C and (+)-9-Deoxygoniopypyrone,”J. Am. Chem. Soc., 2003, 125, 3793-3798.

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