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      Enzymatic synthesis of novel isobavachalcone glucosides via a UDP-glycosyltransferase.

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          Abstract

          Glycosylation is often used to improve a natural product's properties such as water solubility, chemical stability, pharmacological potency, and structure diversification. In this study, we studied the enzymatic synthesis of novel isobavachalcone glucosides using a UDP-glycosyltransferase (YjiC) from Bacillus licheniformis DSM-13. The chemical structures of compounds 1 and 2 were elucidated by spectroscopic techniques, including LC-MS, MS, and NMR. Meanwhile, the parameters of glycosylation reaction such as incubation time, UDP-glucose concentration, and pH of buffer were also optimized during this study. Furthermore, the compounds 1 and 2 exhibited weak anti-proliferative activities against five human cancer cell lines, with IC50 values ranging from 58.6 to 86.6 μM.

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          Author and article information

          Journal
          Arch. Pharm. Res.
          Archives of pharmacal research
          Springer Nature America, Inc
          0253-6269
          0253-6269
          Dec 2015
          : 38
          : 12
          Affiliations
          [1 ] Faculty of Pharmacy, Bengbu Medical College, 2600 Donghai Road, Bengbu, 233030, Anhui, China.
          [2 ] Chemical Biology Research Center, KRIBB, 30 Yeongudanji-ro, Ochang-eup, Chungbuk, Korea.
          [3 ] Department of Pharmaceutical Engineering, Institute of Biomolecule Reconstruction, Sun Moon University, Asan, Korea.
          [4 ] Chemical Biology Research Center, KRIBB, 30 Yeongudanji-ro, Ochang-eup, Chungbuk, Korea. hongsoo@kribb.re.kr.
          [5 ] Faculty of Pharmacy, Bengbu Medical College, 2600 Donghai Road, Bengbu, 233030, Anhui, China. wuchengzhu0611@foxmail.com.
          Article
          10.1007/s12272-015-0658-8
          10.1007/s12272-015-0658-8
          26374247
          8d3a79da-ad3e-4d08-af57-d5f61e911ff8
          History

          Diversification,Glycosylation,Isobavachalcone,YjiC,Cytotoxicity

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