Abstract
A novel series of 3-(2-furyl)acrylate monosaccharide esters Ia–f and menthyloxycarbonyl monosaccharide esters IIa–f were designed and synthesized. The chemical structures of the target compounds were confirmed by IR, 1H- and 13C-NMR and ESI-MS, and the target compounds were investigated for their in vitro antibacterial and antifungal activities. The antibacterial screening results showed that the 3-(2-furyl)acrylate monosaccharide ester derivatives Ia–f were either inactive or only weakly active against the three Gram-positive bacterial strains tested, whereas the menthyloxycarbonyl monosaccharide ester derivatives IIa–f exhibited higher levels of activity, with compound IIe being especially potent. The results of the antifungal screening revealed that compounds Ib, Ie, IIb and IIc displayed potent in vitro activities, whereas If and IIf showed promising activities against all of the microorganisms tested, with If exhibiting levels of activity deserving of further investigation.
Highlights
Evaluation of Novel Monosaccharide EstersYi Shen [1,2], Yufeng Sun 2, Zhipei Sang 3, Chengjun Sun 1, Ya Dai 2,* and Yong Deng 3,*
Microbial food contamination problems have been the cause of much public concern over the last few decades because of an increase in the number of infections and diseases originating from the consumption of spoiled food [1]
Based upon the aforementioned considerations, we describe the synthesis of two novel series, including a series of 3-(2-furyl) acrylate monosaccharide esters Ia–f and a series of menthyloxycarbonyl monosaccharide esters IIa–f (Scheme 1)
Summary
Yi Shen [1,2], Yufeng Sun 2, Zhipei Sang 3, Chengjun Sun 1, Ya Dai 2,* and Yong Deng 3,*. Harmful Components and Tar Reduction in Cigarette, Sichuan Key Laboratory. No 56, Section 1, Chenglong Road, Chengdu 610066, China. Key Laboratory of Drug Targeting and Drug Delivery System of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China. Received: 13 April 2012; in revised form: 5 July 2012 / Accepted: 16 July 2012 /
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