Drug – bio-affecting and body treating compositions – In vivo diagnosis or in vivo testing
Reexamination Certificate
2006-10-31
2006-10-31
Jones, Dameron L. (Department: 1618)
Drug, bio-affecting and body treating compositions
In vivo diagnosis or in vivo testing
C424S001110, C424S001650, C424S001730
Reexamination Certificate
active
07128893
ABSTRACT:
The invention relates to compounds and methods for targeting radionuclide-based imaging agents to cells having receptors for a vitamin, or vitamin receptor binding derivative or analog thereof, by using such a vitamin as the targeting ligand for the imaging agent. The invention provides a compound of the formulafor use in such methods. In the compound, V is a vitamin that is a substrate for receptor-mediated transmembrane transport in vivo, or a vitamin receptor binding derivative or analog thereof, L is a divalent linker, R is a side chain of an amino acid, M is a cation of a radionuclide, n is 1 or 0, K is 1 or 0, and the compound can be in a pharmaceutically acceptable carrier therefor. The vitamin-based compounds can be used to target radionuclides to cells, such as a variety of tumor cell types, for use in diagnostic imaging of the targeted cells.
REFERENCES:
patent: 2816110 (1957-12-01), Sletzinger et al.
patent: 5140104 (1992-08-01), Coughlin et al.
patent: 5552545 (1996-09-01), Pearce et al.
patent: 5688488 (1997-11-01), Low et al.
patent: 6335434 (2002-01-01), Guzaev et al.
Akihiro Hosomi, Makoto Arita, Yuji Sato, Chikako Kiyose, Tadahiko Ueda, Osamu Igarashi, Hiroyuki Arai, Keizo Inoue; “Affinity for a-tocopherol transfer protein as a determinant of the biological activities of vitamen E analogs,” journal article, Federation of European Biochemical Societies, 1997, vol. 409, pp. 105-108.
Kazui Shimizu, Akira Kawase, Tsuyoshi Haneishi, Yasuharu Kato, Takamitsu Kobayashi, Nobuo Sekiguchi, Tessai Yamamoto, Masaki Ishigai, Kazuo Tokuda, Tomochika Matsushita, Shin Shimaoka, and Kazumi Morikawa; “Novel vitamin D3 antipsoriatic antedrugs: 16-En-22-oxa-1a,25-(OH)2D3 analogs,” Bioorganic & Medicinal Chemistry 14, 2006, pp. 1838-1850.
Hisashi Takasu, Atsuko Sugita, Yasushi Uchiyama, Nobuyoshi Katagiri, Makoto Okazaki, Etsuro Ogata, Kyoji Ikeda; “c-Fos protein as a target of anti-osteociastogenic action of vitamin D, and synthesis of new analogs,” journal article, The Journal of Clinical Investigation, vol. 116, No. 2, Feb. 2006, pp. 528-535.
Masato Shimizu, Yukiko Miyamoto, EMI Kobayashi, Mika Shimazaki, Keiko Yamamoto, Wolfgang Reischl, Sachiko Yamada; “Synthesis and biological activities of new 1a,25-dihydroxy-19-norvitamin D3 analogs with modifications in both the A-ring and the side chain,” journal article, Biorganic & Medicinal Chemistry, 2006, eighteen pages.
E. S. Agoston, M. A. Hatcher, T. W. Kensler, G. H. Posner; Vitamin D Analogs as Anti-Carcinogenic Agents, journal article, Anti-Cancer Agents in Medicinal Chemistry, 2006, pp. 53-71.
G. Robbin Westerhof, Jan C. Schornagel, Ietje Kathmann, Ann L. Jackman, Andre Rosowsky, Ronald A. Forsch, John B. Hynes, F. Thomas Boyle, Godefridus J. Peters, Herbert M. Pinedo, and Gerrit Jansen; “Carrier-and Receptor-Mediated Transport of Folate Antagonists Targeting Folate-Dependent Enzymes: Correlates of Molecular-Structure and Biological Activity,” journal article, Molecular Pharmacology, 1995, vol. No. 48, pp. 459-471.
Eugene C. Roberts and Y. Fulmer Shealy, “Folic Acid Analogs. Modifications in the Benzene-Ring Region. 3. Neohomofolic and Neobishomofolic Acids. An Improved Synthesis of Folic Acid and Its Analogs.”, journal article, Journal of Medicinal Chemistry, 1973, vol. 16, No. 6, pp. 697-699.
Eugene C. Roberts and Y. Fulmer Shealy, “Folic Acid Analogs. Modifications in the Benzene-Ring Region. 2. Thiazole Analogs,” journal article, Journal of Medicinal Chemistry, 1972, vol. 15, No. 12, pp. 1310-1312.
Eugene C. Roberts and Y. Fulmer Shealy, “Folic Acid Analogs. Modifications in the Benzene-Ring Region. 1.2′-and 3′-Azafolic Acids,” journal article, Journal of Medicinal Chemistry, 1971, vol. 14, No. 2, pp. 125-130.
Louis T. Weinstock, Bernard F. Grabowski, and C. C. Cheng, “Folic Acid Analogs. II. p-{[2,6-Diamino-8-purinyl)methyl]amino}—benzoyl-L-glutamic Acid and Related Compounds,” journal article, Journal of Medicinal Chemistry, 1970, vol. 13, No. 5 pp. 995-997.
Lothar Bock, George H. Miller, Klaus-J. Schaper, and Joachim K. Seydel, “Sulfonamide Structure-Activity Relationships in a Cell-Free System. 2. Proof for the Formation of a Sulfonamide-Containing Folate Analog.,” journal article, Journal of Medicinal Chemistry, 1974, vol. 17, No. 1, pp. 23-28.
Eugene C. Roberts and Y. Fulmer Shealy, “Folic Acid Analogs. Modifications in the Benzene-Ring Region. 4. 3′- Ethyl—and 3′- Isopropylfolic Acids,” journal article, Journal of Medicinal Chemistry, 1974, vol. 17, No. 2, pp. 219-222.
William W. Lee, Abelardo P. Martinez, and Leon Goodman, “Folic Acid Antagonists. Methotrexate Analogs Containing Spurious Amino Acids. Dichlorohomofolic Acid.”, journal article, Journal of Medicinal Chemistry, 1974, vol. 17, No. 3, pp. 326-330.
Y. H. Kim, Y. Gaumont, R. L. Kisliuk, and H. G. Mautner, “Synthesis and Biological Activity of 10-Thia-10-deaza Analogs of Folic Acid, Pteroic Acid, and Related Compounds,” journal article, Journal of Medicinal Chemistry, 1975, vol. 18, No. 8, pp. 776-780.
M. G. Nair and Patricia T. Campbell, “Folate Analogues Altered in the C9-N10 Bridge Region. 10-Oxafolic Acid and 10-Oxaaminopterin,” journal article, Journal of Medicinal Chemistry, 1976, vol. 19, No. 6, pp. 825-829.
Laurence T. Plante, Elizabeth J. Crawford, and Morris Friedkin; “Polyglutamyl and Polylysyl Derivatives of the Lysine Analogues of Folic Acid and Homofolic Acid,” journal article, Journal of Medicinal Chemistry, 1976, vol. 19, No. 11, pp. 1295-1299.
John B. Hynes, Donald E. Eason, Claudia M. Garrett, and Perry L. Colvin, Jr., “Quinazolines as Inhibitors of Dihydrofolate Reductase. 4. Classical Analogues of Folic and Isofolic Acids,” journal article, Journal of Medicinal Chemistry, 1977, vol. 20, No. 4, pp. 588-591.
John E. Oatis, Jr. and John B. Hynes, “Synthesis of Quinazoline Analogues of Folic Acid Modified at Position 10,” journal article, Journal of Medicinal Chemistry, 1977, vol. 20, No. 11, pp. 1393-1396.
M. G. Nair, P. Colleen O'Neal, C. M. Baugh, Roy L. Kisliuk, Y. Gaumont, and Micheal Rodman; “Folate Analogues Altered in the C9-N10 Bridge Region: N10-Tosylisohomofolic Acid and N10-Tosylisohomoaminopterin,” journal article, Journal of Medicinal Chemistry, 1978, vol. 21, No. 7, pp. 673-677.
M. G. Nair, Shiang-Yuan Chen, Roy L. Kisliuk, Y. Gaumont, and D. Strumpf; “Folate Analogues Altered in the C9-N10 Bridge Region: 11-Thiohomofolic Acid,” journal article, Journal of Medicinal Chemistry, 1979, vol. 22, No. 7, pp. 850-855.
M. G. Nair, Colleen Saunders, Shiang-Yuan Chen, Roy L. Kisliuk, and Y. Gaumont; “Folate Analogues Altered in the C9-N10 Bridge Region. 14. 11-Oxahomofolic Acid, a Potential Antitumor Agent,” journal article, J. Med. Chem., 1980, vol. 23, pp. 59-65.
M. G. Nair, Timothy W. Bridges, Timothy J. Henkel, Roy L. Kisliuk, Y. Gaumont, and F. M. Sirotnak; “Folate Analogues Altered in the C9-N10 Bridge Region. 18. Synthesis and Antitumor Evaluation of 11-Oxahomoaminopterin and Related Compounds,” journal article, J. Med. Chem., 1981, vol. 24, pp. 1068-1073.
Carroll Temple, Jr., L. Lee Bennett, Jr., Jerry D. Rose, Robert D. Elliott, John A. Montgomery, and John H. Mangum; “Synthesis of Pseudo Cofactor Analogues as Potential Inhibitors of the Folate Enzymes,” journal article, J. Med. Chem., 1982, vol. 25, pp. 161-166.
M. G. Nair, Eldridge B. Otis, Roy L. Kisliuk, and Y. Gaumont, “Folate Analogues. 20. Synthesis and Antifolate Activity of 1,2,3,4,5,6,—Hexahydrohomofolic Acid,” journal article, J. Med. Chem., 1983, vol. 26, pp. 135-140.
M. G. Nair, David C. Salter, R. L. Kisliuk, Y. Gaumont, G. North, and F. M. Sirotnak; “Folate Analogues. 21. Synthesis and Antifolate and Antitumor Activities of N10- (Cyanomethyl)-5,8-dideazafolic Acid,” journa
Leamon Christopher P.
Parker Matthew A.
Barnes & Thornburg LLP
Endocyte, Inc.
Jones Dameron L.
LandOfFree
Vitamin-targeted imaging agents does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Vitamin-targeted imaging agents, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Vitamin-targeted imaging agents will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3679145