Synthesis and aromatase inhibitory activity of some new 16E-arylidenosteroids.
A new series of 16E-arylidene androstene derivatives has been synthesized and evaluated for aromatase inhibitory activity. The impact of various aryl substituents at 16 position of the steroid skeleton on aromatase inhibitory activity has been observed. The 16E-arylidenosteroids 6, 10 and 11 exhibited significant inhibition of the aromatase enzyme. 16-(4-Pyridylmethylene)-4-androstene-3,17-dione (6, IC(50): 5.2 μM) and 16-(benzo-[1,3]dioxol-5-ylmethylene)androsta-1,4-diene-3,17-dione (11, IC(50): 6.4 μM) were found to be approximately five times more potent in comparison to aminoglutethimide.
University Institute of Pharmaceutical Sciences, Sector-14, Panjab University, Chandigarh 160 014, India. ranju29in@yahoo.co.in
Ranju
R
Bansal
Sridhar
S
Thota
Nalin
N
Karkra
Maninder
M
Minu
Christina
C
Zimmer
Rolf W
RW
Hartmann
D000616:Aminoglutethimide / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D000736:Androstenes / Q000737:chemistry; D001141:Aromatase / Q000737:chemistry* / Q000378:metabolism; D047072:Aromatase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D011485:Protein Binding; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism
D000736:Androstenes; D047072:Aromatase Inhibitors; D013256:Steroids; D000616:Aminoglutethimide; D001141:Aromatase