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Total Syntheses and Anti-Inflammatory Evaluation of Pd-Ib and Its Natural Stereoisomers
Mengqi Wang1, Xilan Jiang2, Jing Ren1
1Engineering Research Center for Pharmaceuticals and Equipment of Sichuan Province, School of Pharmacy, Chengdu University, Chengdu 610106, China.
Abstract:
We reported the first enantioselective total synthesis of four naturally occurring angular dihydropyranocoumarins (1-4), each obtained in high enantiomeric excess (94-98% ee). The synthetic route featured Jacobsen epoxidation followed by anhydride-mediated angeloylation as key transformations. The anti-inflammatory properties of compounds 1-4 were evaluated using a panel of in vitro assays. Notably, compound 4 exhibited significant anti-inflammatory activity by reducing the secretion of proinflammatory cytokines. Results from Western blotting, in conjunction with molecular dynamics analysis, indicated that inhibition of the NF-κB signaling pathway may partially explain the anti-inflammatory activity of compound 4.
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