Synthesis of a new potent anti-angiogenic agent, 17α-acetoxy-9α- fluoro-6α-methylprogesterone (9α-fluoromedroxyprogesterone acetate [FMPA])

Chemical and Pharmaceutical Bulletin

Volumn 45, Issue 2, 1997, Pages 421-423

  Sugino, Eiichi ^a   Fujimori, Shiho ^b   Hibino, Satoshi ^a   Choshi, Tominari ^a   Ichihara, Yoshitatsu ^b   Sato, Yoshio ^b   Yamaji, Taketo ^b   Tsuboi, Hiroshi ^b   Murata, Natsuko ^b   Uchida, Masayuki ^b   Shimamura, Mariko ^c   Oikawa, Tsutomu ^c  

^a FUKUYAMA UNIVERSITY   (Japan)

^b MEIJI DAIRIES CORPORATION   (Japan)

^c TOKYO METROPOLITAN INSTITUTE OF MEDICAL SCIENCE   (Japan)

Author keywords

9 fluoromedroxyprogesterone acetate; angiogenic diseases; anti cancer agent; antiangiogenic activity; synthesis

Indexed keywords

17ALPHA ACETOXY 9ALPHA FLUOROMEDROXYPROGESTERONE ACETATE; ANGIOGENESIS INHIBITOR; ANTINEOPLASTIC AGENT; MEDROXYPROGESTERONE ACETATE; UNCLASSIFIED DRUG;

ACETYLATION; ANGIOGENESIS; ANIMAL TISSUE; ARTICLE; BIOASSAY; CHICK EMBRYO; CHORIOALLANTOIS; DOSE RESPONSE; DRUG ACTIVITY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; EMBRYO; FLUORINATION; NONHUMAN;

EID: 0030896967     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.421     Document Type: Article

References (14)

1. a) Folkman J., Nature Med., 1, 27-31 (1995);
2. b) Battegay E. J., J. Mol. Med., 73, 333-346 (1995);
3. c) Oikawa T., Curr. Med. Chem., 1, 406-417 (1995).
4. a) Oikawa T., Hiragun A., Yoshida Y., Ashino-Fuse H., Tominaga T., Iwaguchi T., Cancer Lett., 43, 85-92 (1988);
5. b) Oikawa T., Hirotani K., Shimamura M., Ashino-Fuse H., Iwaguchi T., J. Antibiotics, 42, 1202-1204 (1989);
6. c) Nakamura O., Ueki K., Hibi T., Shitara N., Matsutani M., Takakura K., Oikawa T., Brain Nerve, 44, 37-41 (1992).
7. Price B. J., Roberts S. M., "Medicinal Chemistry, The Role of Organic Chemistry in Drug Research," Academic Press, New York, 1985, Chapter 9.
8. Bergstrom C. G., Dodson R. M., J. Am. Chem. Soc., 82, 3479-3480 (1960).
9. Fried J. H., Arth G. E., Sarett L. H., ibid., 81, 1235-1239 (1959).
10. Carruthers N. I., Garshasb S., J. Org. Chem., 57, 961-965 (1992).
11. 4F: 404.2363).
12. a) Oikawa T., Hirotani K., Nakamura O., Shudo K., Hiragun A., Iwaguchi T., Cancer Lett., 48, 157-162 (1989);
13. b) Oikawa T., Hirotani K., Ogasawara H., Katayama T., Nakamura O., Iwaguchi T., Hiragun A., Eur. J. Pharmacol., 178, 247-250 (1990);
14. c) Ashino-Fuse H., Takano Y., Oikawa T., Shimamura M., Iwaguchi T., Int. J. Cancer, 44, 859-864 (1989).