Role of side-chain amidation for the anticholestatic action of nourursodeoxycholic acid in rat liver

Author(s):  
S. Maitz ◽  
G. U. Denk ◽  
R. Wimmer ◽  
C. Rust ◽  
P. Invernizzi ◽  
...  
Keyword(s):  
1961 ◽  
Vol 36 (4) ◽  
pp. 511-519 ◽  
Author(s):  
Margaret Wiener ◽  
Charles I. Lupa ◽  
E. Jürgen Plotz

ABSTRACT 17α-hydroxyprogesterone-4-14C-17α-caproate (HPC), a long-acting progestational agent, was incubated with homogenates of rat liver and human placenta. The rat liver was found to reduce Ring A of HPC under anaerobic conditions to form allopregnane-3β,17α-diol-20-one-17α-caproate and pregnane-3β,17α-diol-20-one-17α-caproate, the allopregnane isomer being the major product. The caproic acid ester was neither removed nor altered during the incubation. Placental tissue did not attack HPC under conditions where the 20-ketone of progesterone was reduced. It is postulated that this absence of attack on the side chain is due to steric hindrance from the caproate ester, and that this may account for the prolonged action of HPC.


2003 ◽  
Vol 124 (4) ◽  
pp. A719-A720
Author(s):  
Yuji Takamatsu ◽  
Kazuo Shimada ◽  
Koji Yamaguchi ◽  
Kazuo Chijiiwa ◽  
Masao Tanaka

1994 ◽  
Vol 35 (4) ◽  
pp. 709-720
Author(s):  
S Shafi ◽  
S E Brady ◽  
A Bensadoun ◽  
R J Havel

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