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13C NMR spectral assignments of 3α,3′α-bis(arylcarboxy)-5β-cholan-24-oic acid ethane-1,2-diol diesters: new lithocholic acid-based molecular clefts

✍ Scribed by Jari Tamminen; Kari Lappalainen; Katri Laihia; Pia Mänttäri; Hannu Salo; Erkki Kolehmainen


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
101 KB
Volume
37
Category
Article
ISSN
0749-1581

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✦ Synopsis


3a,3@a-Bis(arylcarboxy)-5b-cholan-24-oic acid ethane-1, 2-diol diesters (1È3) were synthesized by the reaction of an aroyl chloride (aroyl \ 2,6-dichlorobenzoyl, 2-naphthoyl and 1-pyrenoyl) with lithocholic acid (3a-hydroxy-5b-cholan-24-oic acid) ethane-1,2-diol diester. The 13C NMR chemical shift assignments of the formed molecular clefts 1È3, pyrene-1-carboxylic acid methyl ester (4) (used as model compound) and 1-pyrenoyl chloride ( 5) are based on literature data and 13C DEPT-135, 1H,13C HMQC and 1H,13C HMBC experiments. The molecular weights of 1È3 were determined by matrixassisted laser desorption/ionization time-of-Ñight mass spectrometry.