Literature DB >> 12919064

Facile synthesis of flavonoid 7-O-glycosides.

Ming Li1, Xiuwen Han, Biao Yu.   

Abstract

Highly regioselective removal of the 7-O-acyl groups of the peracylated flavones, isoflavones, and flavonols (PhSH, imidazole, NMP) followed by effective glycosylation with glycosyl trifluoroacetimidates (BF(3).Et(2)O) and cautious deprotection of the acyl groups under basic conditions afforded the desired 7-O-flavonoid glycosides in satisfactory yields.

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Year:  2003        PMID： 12919064     DOI： 10.1021/jo034553e

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  10 in total

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

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Journal:  Carbohydr Res       Date:  2008-09-09       Impact factor: 2.104

2.  Concise synthesis of 5-methoxy-6-hydroxy-2-methylchromone-7-O- and 5-hydroxy-2-methylchromone-7-O-rutinosides. Investigation of their cytotoxic activities against several human tumor cell lines.

Authors:  Baolin Wu; Wenpeng Zhang; Zhonghua Li; Li Gu; Xin Wang; Peng George Wang
Journal:  J Org Chem       Date:  2011-03-02       Impact factor: 4.354

3.  Synthesis and antiviral evaluation of 7-O-arylmethylquercetin derivatives against SARS-associated coronavirus (SCV) and hepatitis C virus (HCV).

Authors:  Hye Ri Park; Hyunjun Yoon; Mi Kyoung Kim; Sung Dae Lee; Youhoon Chong
Journal:  Arch Pharm Res       Date:  2012-02-02       Impact factor: 4.946

4.  Biotinylated quercetin as an intrinsic photoaffinity proteomics probe for the identification of quercetin target proteins.

Authors:  Rongsheng E Wang; Clayton R Hunt; Jiawei Chen; John-Stephen Taylor
Journal:  Bioorg Med Chem       Date:  2011-07-13       Impact factor: 3.641

5.  Inhibition of heat shock induction of heat shock protein 70 and enhancement of heat shock protein 27 phosphorylation by quercetin derivatives.

Authors:  Rongsheng E Wang; Jeffrey L-F Kao; Carolyn A Hilliard; Raj K Pandita; Joseph L Roti Roti; Clayton R Hunt; John-Stephen Taylor
Journal:  J Med Chem       Date:  2009-04-09       Impact factor: 7.446

6.  Production of kaempferol 3-O-rhamnoside from glucose using engineered Escherichia coli.

Authors:  So-Mi Yang; So Hyun Han; Bong-Gyu Kim; Joong-Hoon Ahn
Journal:  J Ind Microbiol Biotechnol       Date:  2014-05-31       Impact factor: 3.346

Review 7.  Chemical O-Glycosylations: An Overview.

Authors:  Rituparna Das; Balaram Mukhopadhyay
Journal:  ChemistryOpen       Date:  2016-08-17       Impact factor: 2.911

8.  Regioselective O-derivatization of quercetin via ester intermediates. An improved synthesis of rhamnetin and development of a new mitochondriotropic derivative.

Authors:  Andrea Mattarei; Lucia Biasutto; Federico Rastrelli; Spiridione Garbisa; Ester Marotta; Mario Zoratti; Cristina Paradisi
Journal:  Molecules       Date:  2010-07-06       Impact factor: 4.411

9.  Study on the Synthesis, Antioxidant Properties, and Self-Assembly of Carotenoid-Flavonoid Conjugates.

Authors:  Ildikó Línzembold; Dalma Czett; Katalin Böddi; Tibor Kurtán; Sándor Balázs Király; Gergely Gulyás-Fekete; Anikó Takátsy; Tamás Lóránd; József Deli; Attila Agócs; Veronika Nagy
Journal:  Molecules       Date:  2020-02-01       Impact factor: 4.411

10.  Investigation of the pharmacophore space of Severe Acute Respiratory Syndrome coronavirus (SARS-CoV) NTPase/helicase by dihydroxychromone derivatives.

Authors:  Chaewoon Lee; Jin Moo Lee; Na-Ra Lee; Dong-Eun Kim; Yong-Joo Jeong; Youhoon Chong
Journal:  Bioorg Med Chem Lett       Date:  2009-07-09       Impact factor: 2.823
  10 in total

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