http://www.cnr.it/ontology/cnr/individuo/prodotto/ID45645
Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. (Articolo in rivista)
- Type
- Label
- Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. (Articolo in rivista) (literal)
- Anno
- 2005-01-01T00:00:00+01:00 (literal)
- Alternative label
Milic D., Kop T., Juranic Z., Gasic M. J., Tinant B., Pocsfalvi G., Solaja B. A. (2005)
Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds.
in Steroids
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Milic D., Kop T., Juranic Z., Gasic M. J., Tinant B., Pocsfalvi G., Solaja B. A. (literal)
- Pagina inizio
- Pagina fine
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- Rivista
- Note
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Univ Belgrade, Fac Chem, Belgrade 11000, Serbia Monteneg;
Inst Oncol & Radiol Serbia, Belgrade 11000, Serbia Monteneg;
Dept Chim, Unite CSTR, B-1348 Louvain, Belgium;
CNR, Ist Sci Alimentaz, Ctr Spettrometria Massa Proteom & Biomol, Avellino, Italy (literal)
- Titolo
- Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. (literal)
- Abstract
- A simple approach to aromatization of steroidal quinols and epoxyquinols using a catalytic amount of TMSOTf is reported. Beside acetylation of the angular OH, the acid-catalyzed (TfOH) dienone-phenol rearrangement occurred affording \"para\" products, or in the case of blocked position 4, the acetoxy group 1,2-migration leads to the formation of \"meta\" products. Using epoxyquinol derivative as a substrate, the acetoxy group elimination was observed, followed by acid-catalyzed epoxy-ring opening and subsequent double bond migration, giving as a final product Delta(9,11)A-ring aromatized compounds. Synthesis of conduritol-like compounds and structure confirmation by X-ray crystallography of the precursor of steroidal conduritol is also described. In addition, the results of extensive antiproliferative screening against a panel of 60 cancer cell lines are presented. (literal)
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- Autore CNR
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