142076-66-2Relevant academic research and scientific papers
Synthesis and anti-aggregative activity of novel ω-achiral carba-analogues of prostacyclin
Lopp,Kobzar,Bergmann,Pehk,Lopp,Valimae,Viigimaa,Lille
, p. 155 - 159 (2007/10/02)
Novel stable bicyclo[3.3.0]octanic and bicyclo[4.2.0]octanic 13,14-didehydrocarbacyclins 1a-c, 2a bearing an achiral cyclohexanoic group at C-14 were synthesized. These analogues have been characterized by 13C NMR spectroscopy. Compounds 1a-c and 2a were tested on rabbit and human platelet-rich blood plasma and 1a-c on rat stomach and guinea pig trachea smooth muscles. E-isomers of 1a-b were found to be less active but more selective than PGE1. The anti-aggregative potency of E-isomer of compounds 1a-b and Z-isomer of 2a on human platelets was 10-1-10-2 of the activity of PGE1. The contractive activity of bicyclo[3.3.0]octane analogues 1a-c was 10-3-10-4 of that for PGE1. On platelets and guinea-pig trachea 5E-isomers of the corresponding analogues were more potent, whereas on rat stomach muscle 5Z-isomers were.
