Synthesis and anti-hepatitis B virus activity of some 2,3-dihydroxyprop-1-yl unnatural hetaryls

The sodium salts of some hetaryls of the quinoxalin-2-ones 2-4, phthalazine -1,4-dione 5, phthalazin-1-one 6, and pyridazin-6-ones 7 and 8 were alkylat ed with (+/-) 2,3-O-isopropylidene-1-O-(4-toluenesulfonyl)glycerol (1) to g ive the respective tetraseco-nucleosides 9-15. Their deisopropylidenation w ith 70% acetic acid in water gave the corresponding 2,3-dihydroxyprop-1-yl hetaryls 16-22. Compounds 16-22 showed varying inhibition activity against Hepatitis B virus (HBV) with low to moderate cytotoxicity, where 18 and 21 showed the highest replication inhibition and low cytotoxicity.