Abstract: Taking D-fructose(Ⅰ) as starting material,compounds Ⅴ and Ⅶ were separately obtained through hydroxyl protection,nucleophilic substitution,saponification or reduction reaction,and deprotection reaction.The structure of the synthesized products was characterized by IR,¹H NMR and ¹³C NMR spectra.The structure of Ⅴ and Ⅶ was further characterized by HR-MS.The moisture retentivity of Ⅴ and Ⅶ in cigarette was evaluated against that of D-fructose,propylene glycol and glycerin.The hazard index evaluation and toxicological testing of smoke of cigarettes containing Ⅴ and Ⅶ were conducted.The results showed that:1) The synthesized compounds Ⅴ and Ⅶ were the target products,1-O-carboxymethyl-D-fructose and 1-O-hydroxyethyl-D-fructose,and their total yields were 55.0% and 47.1%,respectively.2) The moisture retentivity of Ⅴ and Ⅶ were better than that of D-fructose,propylene glycol and glycerin,especially compound Ⅴ.3) Comparing with the control,the addition of compounds Ⅴ and Ⅶ did not impart any negative influence on the hazard index of cigarette smoke,and did not significantly change the results of MTT cytotoxicity testing,in vitro micronucleus testing and bacterial reverse mutation testing.