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A coumaric acid analogue with a monoterpene moiety named floraosmanol A (1) was isolated from the flowers of Osmanthus fragrans var. aurantiacus. The chemical structure was elucidated on the basis of chemical and physicochemical evidence. Floraosmanol A (1) significantly inhibited nitric oxide (NO) production in lipopolysaccharide- (LPS) activated RAW264.7 macrophages and the release of β-hexosaminidase as a marker of degranulation from rat basophile leukemia (RBL-2H3) cells. In addition, several cinnamic acid analogues were conjugated with geraniol and 3-methyl-2-buten-1-ol through an ester linkage. The inhibitory effects on NO production and the release of β-hexosaminidase of the synthesized compounds were examined for structure-activity relationships.

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Structure of a Coumaric Acid Analogue with a Monoterpene Moiety from the Flowers of <i>Osmanthus fragrans</i> var. <i>aurantiacus</i> and Evaluation of Cinnamic Acid Analogues as Nitric Oxide Production and Degranulation Inhibitors

Structure of a Coumaric Acid Analogue with a Monoterpene Moiety from the Flowers of Osmanthus fragrans var. aurantiacus and Evaluation of Cinnamic Acid Analogues as Nitric Oxide Production and Degranulation Inhibitors