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Structure type: monomer ; 675.4062 [M+Na]+
C₃₆H₆₀O₁₀
Compound class: steroid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 7747
  Wang C, Huo X, Zhang B, Sun C, Tian X, Deng S, Li B, Wang W, Dong P, Ma X "Highly regioselective glucosylation of alcoholic hydroxyls of protostane triterpenoids mediated by fungal biotransformation" - Catalysis Communications 89 (2017) 40-43
  

  An efficient glucosylation of alcoholic hydroxyls in the structures of protostane triterpenoids catalyzed by fungus has been developed. Four protostanes 1-4 as the substrates have been transformed by Syncephalastrum racemosum AS 3.264 and generated corresponding 11-OH glucosylation derivatives. The regioselective characteristics were also identified by various highly oxygenated protostane substrates. The time-courses displayed the highest yields of 1a, 3a, and 4a at > 50%, and 1a had the highest yield of 72%. All of the protostane analogues displayed hCE-2 inhibitory effects in an in vitro bioassay. This report describes a rare biocatalytic alcoholic hydroxyl glucosylation with considerable yield and regioselective characteristics.

  glucosylation, alcoholic hydroxyls, protostane triterpenoid, Syncephalastrum racemosum AS 3.264

  Publication DOI: 10.1016/j.catcom.2016.10.025
  Journal NLM ID: 101126473
  Publisher: Amsterdam, New York: Elsevier
  Correspondence: Wang W ; Ma X
  Institutions: TCM and Ethnomedicine Innovation & Development Laboratory, School of Pharmacy, Hunan University of Chinese Medicine, Changsha, China, College of Pharmacy, Research Institute of Integrated Traditional and Western Medicine, Dalian Medical University, Dalian, China
  Methods: 13C NMR, 1H NMR, ESI-MS, LC-ESI-MS, HR-ESI-MS, HMBC, HPLC-DAD
  
   
  
  Syncephalastrum racemosum AS 3.264
  CSDB ID 44585 (all data & tools)