کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
9895189 | 1542746 | 2005 | 11 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds
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کلمات کلیدی
موضوعات مرتبط
علوم زیستی و بیوفناوری
بیوشیمی، ژنتیک و زیست شناسی مولکولی
زیست شیمی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
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 Î9,11A-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.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Steroids - Volume 70, Issue 14, 15 December 2005, Pages 922-932
Journal: Steroids - Volume 70, Issue 14, 15 December 2005, Pages 922-932
نویسندگان
Dragana MiliÄ, Tatjana Kop, Zorica JuraniÄ, Miroslav J. GaÅ¡iÄ, Bernard Tinant, Gabriella Pocsfalvi, Bogdan A. Å olaja,