Biosynthesis of novel glucosides geldanamycin analogs by enzymatic synthesis

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Title
Biosynthesis of novel glucosides geldanamycin analogs by enzymatic synthesis
Author(s)
Q Huo; H M Li; Jae Kyoung Lee; J Li; T Ma; X Zhang; Y Dai; Young-Soo Hong; C Z Wu
Bibliographic Citation
Journal of Microbiology and Biotechnology, vol. 26, no. 1, pp. 56-60
Publication Year
2016
Abstract
Two new glucosides (1 and 2) of geldanamycin (GA) analogs were obtained from in vitro glycosylation by UDP-glycosyltransferase (YjiC). Based on spectroscopic (HR-ESI-MS, 1D, and 2D-NMR) analyses, the glucosides were elucidated as 4,5-dihydro-7-O-descarbamoyl-7- hydroxyl GA-7-O-β-D-glucoside (1) and ACDL3172-18-O-β-D-glucoside (2). Furthermore, the water solubility of compounds 1 and 2 was about 215.2 and 90.7 times higher respectively, than that of the substrates. Among compounds 1-4, only 3 showed weak antiproliferative activity against four human tumor cell lines: MDA-MB-231, SMMC7721, HepG2, and SW480 (IC50: 13.6, 15.1, 31.8, and 22.7 μM, respectively).
Keyword
CytotoxicityGeldanamycin analogsGlycosyltransferaseWater solubility
ISSN
1017-7825
Publisher
South Korea
DOI
http://dx.doi.org/10.4014/jmb.1508.08069
Type
Article
Appears in Collections:
Ochang Branch Institute > Anticancer Agent Research Center > 1. Journal Articles
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