Medicinal Chemistry

Synthesis and In Vitro Anti-Influenza Evaluation of Rupestonic Acid Analogues: Effect of Configuration and Substitution at C (3)

Abstract

Jiangyu Zhao, Changzhi Dong and Haji Akber Aisa

Rupestonic acid is the main active compound in Artemisia rupestris L, which mainly grows in Xinjiang of China. To find its active group, a series of novel rupestonic acid 3-carbonyl analogues were prepared. The structures of the compounds were confirmed by spectral and high resolution mass spectrum. All compounds were evaluated for antiviral activity against influenza A (H3N2 and H1N1) and B viruses in MDCK cell cultures. The compounds displayed a confined structure-activity relationship. Compound 13 with allyl group was the most potent inhibitor against influenza A/H1N1 virus with an IC50 value of 4.27 μM and a SI value of 27.04. Dihydrogen amide 3 possesses the good potency against influenza B virus with an IC50 value of 5.5 μM and a SI value of 13.