Abstract

Optically active alkane-6,8-diols have been both chemically synthesized and isolated from the flowers of Carthamus tinctorius. These alkane-6,8-diols were synthesized in moderate yields from a chiral β-ketosulfoxide in three steps, and showed inhibitory activity against 12- O-tetradecanoylphorbol-13-acetate-induced ear inflammation in mice. Natural syn-alkane-6,8-diols displayed a weaker effect compared to the non-natural, synthetic anti-alkane-6,8-diols. Furthermore, the anti-inflammatory effect of these alkane-6,8-diols was highly dependent on the length of the main chain.

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