Literature DB >> 12681906

Synthesis of a typical N-acetylglucosamine-containing saponin, oleanolic acid 3-yl alpha-L-arabinopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-2-acetamido-2-deoxy-beta-D-glucopyranoside.

Jiansong Sun1, Xiuwen Han, Biao Yu.   

Abstract

Oleanolic acid 3-yl alpha-L-arabinopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-2-acetamido-2-deoxy-beta-D-glucopyranoside, a cytotoxic saponin isolated from Acacia tenuifolia and Albizia subdimidiata with a typical structure of the N-acetylglucosamine-containing plant saponins, was synthesized. The synthesis adopted a stepwise glycosylation fashion employing glycosyl trifluoroacetimidates 5 and 9 and thioglycoside 12 as donors.

Entities:  

Mesh:

Substances:

Year:  2003        PMID: 12681906     DOI: 10.1016/s0008-6215(03)00047-8

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  3 in total

1.  Introducing N-glycans into natural products through a chemoenzymatic approach.

Authors:  Wei Huang; Hirofumi Ochiai; Xinyu Zhang; Lai-Xi Wang
Journal:  Carbohydr Res       Date:  2008-09-09       Impact factor: 2.104

2.  N-Alkyl derivatives of diosgenyl 2-amino-2-deoxy-β-D-glucopyranoside; synthesis and antimicrobial activity.

Authors:  Agata Walczewska; Daria Grzywacz; Dorota Bednarczyk; Małgorzata Dawgul; Andrzej Nowacki; Wojciech Kamysz; Beata Liberek; Henryk Myszka
Journal:  Beilstein J Org Chem       Date:  2015-05-22       Impact factor: 2.883

3.  Facile synthesis of oleanolic acid monoglycosides and diglycosides.

Authors:  Yu Sha; Mao-Cai Yan; Jiao Liu; Yang Liu; Mao-Sheng Cheng
Journal:  Molecules       Date:  2008-07-22       Impact factor: 4.411

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.