Synthesis and Anti-tumor Activity of a Fluorinated Analog of Medroxyprogesterone Acetate (MPA), 9α-Fluoromedroxyprogesterone Acetate (FMPA)

    • MURATA Natsuko
    • Pharmaceuticals Development Department, Meiji Dairies Corporation
    • FUJIMORI Shiho
    • Pharmaceuticals Development Department, Meiji Dairies Corporation
    • SATO Yoshio
    • Division of Research and Development, Meiji Dairies Corporation
    • YAMAJI Taketo
    • Division of Research and Development, Meiji Dairies Corporation
    • TSUBOI Hiroshi
    • Division of Research and Development, Meiji Dairies Corporation
    • SUZUKI Hiroto
    • Pharmaceuticals Development Department, Meiji Dairies Corporation
    • YAMADA Masashi
    • Pharmaceuticals Development Department, Meiji Dairies Corporation
    • OIKAWA Tsutomu
    • Faculty of Health and Social Work, Kanagawa University of Human Services
    • NEMOTO Hideo
    • Faculty of Pharmaceutical Sciences, University of Toyama
    • NOBUHIRO Junko
    • Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
    • CHOSHI Tominari
    • Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
    • HIBINO Satoshi
    • Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University

Abstract

We synthesized 9α-fluoromedroxyprogesterone acetate (FMPA) in order to test whether it is a more potent anti-angiogenic agent than medroxyprogesterone acetate (MPA), which has been widely used as a therapeutic agent for breast and endometrium cancers. FMPA was previously synthesized in 10 steps (total yield: 1%). An efficient synthesis of FMPA has been achieved in 6 steps (total yield: 12%). We examined the anti-tumor effect of FMPA, complexed with dimethyl-β-cyclodextrin (DM-β-CyD), on rat mammary carcinomas induced by 7,12-dimethylbenz [a] anthracene (DMBA). FMPA showed great anti-tumor effect on DMBA-induced rat mammary carcinomas.

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 54(11), 1567-1570, 2006-11-01  [Table of Contents]

The Pharmaceutical Society of Japan

References:  11

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Codes

  • NII Article ID (NAID) :
    110004836477
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • Article Type :
    ART
  • ISSN :
    00092363
  • NDL Article ID :
    8516609
  • NDL Source Classification :
    ZS51(科学技術--薬学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No. :
    Z53-D167
  • DOI :
    10.1248/cpb.54.1567
  • Databases :
    CJP  NDL  NII-ELS  J-STAGE