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Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system

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2009
Authors
Milić, Dragana
Kop, Tatjana
Csanadi, J.
Juranić, Zorica
Žižak, Željko
Gašić, Miroslav J.
Šolaja, Bogdan
Article (Published version)
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Abstract
A simple approach to a stable steroidal estrone derived A,B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac2O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the antiproliferative activity of the spiro-product against three cancer cell lines, are also presented.
Keywords:
A,B-spiro / Anticancer activity / Rearrangement / Steroidal epoxide / TMSOTf
Source:
Steroids, 2009, 74, 12, 890-895
Publisher:
  • Elsevier Science Inc, New York
Projects:
  • Sinteza, karakterizacija i primena novih derivata fulerena (RS-142049)

DOI: 10.1016/j.steroids.2009.06.002

ISSN: 0039-128X

PubMed: 19538979

WoS: 000270759500003

Scopus: 2-s2.0-70049110807
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/618
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