Literature DB >> 16420033

Rapid synthesis of triazole-modified resveratrol analogues via click chemistry.

Francesca Pagliai1, Tracey Pirali, Erika Del Grosso, Riccardo Di Brisco, Gian Cesare Tron, Giovanni Sorba, Armando A Genazzani.   

Abstract

Resveratrol is a phytoalexin able to display an array of biological activities. We decided to replace the double bond with a triazole ring using the archetypical click reaction: the Huisgen [3 + 2] cycloaddition. Seventy-two triazole derivatives were synthesized via a parallel combinatorial approach. Preliminary data suggest that this procedure can lead to the synthesis of compounds that display some, but not all, of resveratrol's actions with increased potency.

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Year:  2006        PMID: 16420033     DOI: 10.1021/jm051118z

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  16 in total

1.  Parallel synthesis of novel antitumor agents: 1,2,3-triazoles bearing biologically active sulfonamide moiety and their 3D-QSAR.

Authors:  Lili Ou; Shuang Han; Wenbo Ding; Ping Jia; Bo Yang; Jose L Medina-Franco; Marc A Giulianotti; Jian-Zhong Chen; Yongping Yu
Journal:  Mol Divers       Date:  2011-07-10       Impact factor: 2.943

2.  Oxime-based linker libraries as a general approach for the rapid generation and screening of multidentate inhibitors.

Authors:  Medhanit Bahta; Fa Liu; Sung-Eun Kim; Andrew G Stephen; Robert J Fisher; Terrence R Burke
Journal:  Nat Protoc       Date:  2012-03-15       Impact factor: 13.491

3.  Aza-derivatives of resveratrol are potent macrophage migration inhibitory factor inhibitors.

Authors:  Yoshihiko Fujita; Rafiqul Islam; Kazuko Sakai; Hiroyasu Kaneda; Kanae Kudo; Daisuke Tamura; Keiichi Aomatsu; Tomoyuki Nagai; Hidekazu Kimura; Kazuko Matsumoto; Marco A de Velasco; Tokuzo Arao; Tadashi Okawara; Kazuto Nishio
Journal:  Invest New Drugs       Date:  2011-09-13       Impact factor: 3.850

4.  Synthesis of deuterated 1,2,3-triazoles.

Authors:  Hari K Akula; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2012-09-27       Impact factor: 4.354

5.  Automated synthesis of a 184-member library of thiadiazepan-1,1-dioxide-4-ones.

Authors:  Erik Fenster; Toby R Long; Qin Zang; David Hill; Benjamin Neuenswander; Gerald H Lushington; Aihua Zhou; Conrad Santini; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2011-02-10       Impact factor: 3.784

Review 6.  Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review.

Authors:  Tayebeh Hosseinnejad; Bahareh Fattahi; Majid M Heravi
Journal:  J Mol Model       Date:  2015-09-18       Impact factor: 1.810

7.  Click chemistry for (18)F-labeling of RGD peptides and microPET imaging of tumor integrin alphavbeta3 expression.

Authors:  Zi-Bo Li; Zhanhong Wu; Kai Chen; Frederick T Chin; Xiaoyuan Chen
Journal:  Bioconjug Chem       Date:  2007-11-21       Impact factor: 4.774

8.  Quick assembly of 1,4-diphenyltriazoles as probes targeting beta-amyloid aggregates in Alzheimer's disease.

Authors:  Wenchao Qu; Mei-Ping Kung; Catherine Hou; Shunichi Oya; Hank F Kung
Journal:  J Med Chem       Date:  2007-06-15       Impact factor: 7.446

9.  Synthesis of alpha-tetrasubstituted triazoles by copper-catalyzed silyl deprotection/azide cycloaddition.

Authors:  Zachary L Palchak; Paula T Nguyen; Catharine H Larsen
Journal:  Beilstein J Org Chem       Date:  2015-08-14       Impact factor: 2.883

10.  Synthesis and biological evaluation of benzenesulphonamide-bearing 1,4,5-trisubstituted-1,2,3-triazoles possessing human carbonic anhydrase I, II, IV, and IX inhibitory activity.

Authors:  Rajiv Kumar; Vikas Sharma; Silvia Bua; Claudiu T Supuran; Pawan K Sharma
Journal:  J Enzyme Inhib Med Chem       Date:  2017-12       Impact factor: 5.051

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