Collect. Czech. Chem. Commun. 1986, 51, 1722-1730

Isolation of (23R) 3α, 7α,23-trihydroxy-5β-cholan-24-oic (β-phocaecholic) acid from duck bile. 1H NMR spectra of its derivatives

Jiří Klinota, Milan Jirsab, Eva Klinotováa, Karel Ubikc and Jiří Protivaa

a Department of Organic Chemistry, Charles University, 128 40 Prague 2
b 1st Medical Clinic, Charles University, 128 08 Prague 2
c Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


(23R) 3α, 7α,23-Trihydroxy-5β-cholan-24-oic acid (IV) - a bile acid typical of some marine mammals - was now isolated from duck bile. Acid IV was characterized as derivatives V - VIII, XI and XII and oxidatively degraded to derivatives of 24-nor-5β-cholan-23-oic acid, XIII - XVIII. The 1H NMR spectra of these compounds and (23S) methyl ester X are discussed and the effect of substitution in position 23 on the chemical shifts of the methyl groups is summarized.