Characteristic of alkylated chalcones from Angelica keiskei on influenza virus neuraminidase inhibition = 신선초로부터 분리한 알킬레이트 칼콘의 인플루엔자 바이러스 뉴라미니데이즈 저해 활성

Abstract

As part of our ongoing effort to develop influenza virus neuraminidase (NA) inhibitors from various medicinal plants, we utilized bioassay-guided fractionation to isolated six alkylated chalcones (1-6) from Angelica keiskei. Xanthokeistal A (1) emerged as new compound containing the rare alkyl substitution, 6,6-dimethoxy-3-methylhex-2-enyl. When we tested the ability of these individual alkyl substituted chalcones to inhibit influenza virus NA hydrolysis, we found that 2-hydroxy-3-methyl-3-butenyl alkyl (HMB) substituted chalcone (3, IC50 = 12.3 μM) showed most potent inhibitory activity. The order of potency of substituted alkyl groups on for NA inhibition was HMB >6-hydroxyl-3,7-dimethyl-octa-2,7-dienyl > dimethylallyl > geranyl. All NA inhibitors screened were found to be reversible noncompetitive inhibitors.