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Viridin analogs derived from steroidal building blocks.
- Source :
-
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2012 Nov 15; Vol. 22 (22), pp. 6919-22. Date of Electronic Publication: 2012 Sep 13. - Publication Year :
- 2012
-
Abstract
- Naturally occurring furanosteroids such as viridin and wortmannin have long been known as potent inhibitors of the lipid kinase PI-3K. We have been interested in directly accessing analogs of these complex natural products from abundant steroid feedstock materials. In this communication, we describe the synthesis of viridin/wortmannin hybrid molecules from readily available building blocks that function as PI-3K inhibitors and maintain their electrophilic properties. The compounds also show anti-proliferative effects against a breast cancer line.<br /> (Copyright © 2012 Elsevier Ltd. All rights reserved.)
- Subjects :
- Androstadienes chemistry
Androstenes chemical synthesis
Androstenes toxicity
Bacteriocins chemical synthesis
Bacteriocins toxicity
Binding Sites
Breast Neoplasms metabolism
Breast Neoplasms pathology
Cell Survival drug effects
Crystallography, X-Ray
Female
Humans
MCF-7 Cells
Phosphatidylinositol 3-Kinases metabolism
Phosphoinositide-3 Kinase Inhibitors
Protein Kinase Inhibitors chemical synthesis
Protein Kinase Inhibitors toxicity
Protein Structure, Tertiary
Wortmannin
Androstenes chemistry
Bacteriocins chemistry
Protein Kinase Inhibitors chemistry
Steroids chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3405
- Volume :
- 22
- Issue :
- 22
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry letters
- Publication Type :
- Academic Journal
- Accession number :
- 23040731
- Full Text :
- https://doi.org/10.1016/j.bmcl.2012.09.015