Syntheses and activities of sulfur and selenium isosteric substitution analogs of retinol

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Abstract
The syntheses of S and Se isosteric subsitution analogs of retinol, i.e., retinyl phenyl thioether (2b), retinyl phenyl selenoether (2c) and retinyl thioacetate (2e) are described. These retinoid derivatives were examined for activity in terms of ''chemoprevention'' of cancer by measuring the reverse keratinization of epithelial cells in vitro. Retinoid analogs 2b, 2c and 2e were active in 20, 80 and 33.3% of the cultures, respectively, as compared to 72.7% activity for trans-retinol.

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