Newly discovered orally active pure antiestrogens

Yoshitake Kanbe, Myung Hwa Kim, Masahiro Nishimoto, Yoshihito Ohtake, Takaaki Yoneya, Iwao Ohizumi, Toshiaki Tsunenari, Kenji Taniguchi, Shin ichi Kaiho, Yoshiaki Nabuchi, Hiroshi Araya, Setsu Kawata, Kazumi Morikawa, Jae Chon Jo, Hee An Kwon, Hyun-Suk Lim, Hak Yeop Kim

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

In order to develop orally active pure antiestrogens, we incorporated the carboxy-containing side chains into the 7α-position of the steroid scaffold and found that 17-keto derivative CH4893237 (12b) functioned as a pure antiestrogen with its oral activity much superior to clinically used pure antiestrogen, ICI182,780. Results from the pharmacokinetic evaluation indicated that the potent antiestrogen activity at oral dosing in mice attributed to both improved absorption from the intestinal wall and metabolic stability in liver.

Original languageEnglish (US)
Pages (from-to)4959-4964
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume16
Issue number18
DOIs
StatePublished - Sep 15 2006
Externally publishedYes

Fingerprint

Estrogen Receptor Modulators
Pharmacokinetics
Intestinal Absorption
Scaffolds
Liver
Steroids
Derivatives

Keywords

  • Carboxy moiety
  • estrogen receptor
  • Pure antiestrogen
  • Steroid scaffold

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Kanbe, Y., Kim, M. H., Nishimoto, M., Ohtake, Y., Yoneya, T., Ohizumi, I., ... Kim, H. Y. (2006). Newly discovered orally active pure antiestrogens. Bioorganic and Medicinal Chemistry Letters, 16(18), 4959-4964. https://doi.org/10.1016/j.bmcl.2006.06.047

Newly discovered orally active pure antiestrogens. / Kanbe, Yoshitake; Kim, Myung Hwa; Nishimoto, Masahiro; Ohtake, Yoshihito; Yoneya, Takaaki; Ohizumi, Iwao; Tsunenari, Toshiaki; Taniguchi, Kenji; Kaiho, Shin ichi; Nabuchi, Yoshiaki; Araya, Hiroshi; Kawata, Setsu; Morikawa, Kazumi; Jo, Jae Chon; Kwon, Hee An; Lim, Hyun-Suk; Kim, Hak Yeop.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 16, No. 18, 15.09.2006, p. 4959-4964.

Research output: Contribution to journalArticle

Kanbe, Y, Kim, MH, Nishimoto, M, Ohtake, Y, Yoneya, T, Ohizumi, I, Tsunenari, T, Taniguchi, K, Kaiho, SI, Nabuchi, Y, Araya, H, Kawata, S, Morikawa, K, Jo, JC, Kwon, HA, Lim, H-S & Kim, HY 2006, 'Newly discovered orally active pure antiestrogens', Bioorganic and Medicinal Chemistry Letters, vol. 16, no. 18, pp. 4959-4964. https://doi.org/10.1016/j.bmcl.2006.06.047
Kanbe Y, Kim MH, Nishimoto M, Ohtake Y, Yoneya T, Ohizumi I et al. Newly discovered orally active pure antiestrogens. Bioorganic and Medicinal Chemistry Letters. 2006 Sep 15;16(18):4959-4964. https://doi.org/10.1016/j.bmcl.2006.06.047
Kanbe, Yoshitake ; Kim, Myung Hwa ; Nishimoto, Masahiro ; Ohtake, Yoshihito ; Yoneya, Takaaki ; Ohizumi, Iwao ; Tsunenari, Toshiaki ; Taniguchi, Kenji ; Kaiho, Shin ichi ; Nabuchi, Yoshiaki ; Araya, Hiroshi ; Kawata, Setsu ; Morikawa, Kazumi ; Jo, Jae Chon ; Kwon, Hee An ; Lim, Hyun-Suk ; Kim, Hak Yeop. / Newly discovered orally active pure antiestrogens. In: Bioorganic and Medicinal Chemistry Letters. 2006 ; Vol. 16, No. 18. pp. 4959-4964.
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