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  • Title: C-24 Stereochemistry of Marine Sterols: (22E)-25,28-Dimethyl- stigmasta-5,22,28-trien-3β-ol and 25,28-Dimethylstigmasta-5,28-dien-3β-ol.
    Author: Nojo R, Echigo S, Hara N, Fujimoto Y.
    Journal: Nat Prod Commun; 2014 Dec; 9(12):1699-704. PubMed ID: 25632462.
    Abstract:
    The C-24 configurations of (22E)-25,28-dimethylstigmasta-5,22,28-trien-3β-ol (1) and 25,28-dimethylstigmasta-5,28-dien-3β-ol (2), isolated from the sponge Topsentia ophiraphidites in our previous work, were determined to be both S, through the synthesis of stereodefined (24S)- and (24R)-epimers of 1 and 2 and comparison of the 1H and 13C NMR spectroscopic data. In addition, the C-24 configurations of the marine sterols having the same structures as 1 and 2 and their derivatives were also assigned for the first time by NMR comparison.
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