Synthesis and Aromatase Inhibitory Activity of Novel Pyridine-Containing Isoflavones

Aromatase, a cytochrome P450 hemoprotein that is responsible for estrogen biosynthesis by conversion of androgens into estrogens, has been an attractive target in the treatment of hormone-dependent breast cancer. As a result, a number of synthetic steroidal or nonsteroidal aromatase inhibitors have...

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Bibliographic Details
Published in:Journal of medicinal chemistry 2004-07, Vol.47 (16), p.4032-4040
Main Authors: Kim, Young-Woo, Hackett, John C, Brueggemeier, Robert W
Format: Article
Language:English
Subjects:
Antineoplastic agents
Aromatase - chemistry
Aromatase - metabolism
Aromatase Inhibitors
Biological and medical sciences
Female
General aspects
Humans
In Vitro Techniques
Isoflavones - chemical synthesis
Isoflavones - chemistry
Isoflavones - pharmacology
Kinetics
Medical sciences
Microsomes - metabolism
Pharmacology. Drug treatments
Placenta - ultrastructure
Pyridines - chemical synthesis
Pyridines - chemistry
Pyridines - pharmacology
Structure-Activity Relationship
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Summary:Aromatase, a cytochrome P450 hemoprotein that is responsible for estrogen biosynthesis by conversion of androgens into estrogens, has been an attractive target in the treatment of hormone-dependent breast cancer. As a result, a number of synthetic steroidal or nonsteroidal aromatase inhibitors have been successfully developed. In addition, there are several classes of natural products that exert potent activities in aromatase inhibition, with the flavonoids being most prominent. Previous studies have exploited flavone and flavanone scaffolds for the development of new aromatase inhibitors. In this paper, we describe the design, synthesis, and biological evaluation of a novel series of 2-(4‘-pyridylmethyl)thioisoflavones as the first example of synthetic isoflavone-based aromatase inhibitors.
ISSN:0022-2623
1520-4804
DOI:10.1021/jm0306024