Literature DB >> 26689539

The chemistry and biology of guanidine natural products.

Roberto G S Berlinck1, Stelamar Romminger.   

Abstract

The present review discusses the isolation, structure determination, synthesis, biosynthesis and biological activities of secondary metabolites bearing a guanidine group. Topics include non-ribosomal peptides, alkaloids, guanidine-bearing terpenes, polyketides and shikimic acid derivatives from natural sources. A critical analysis of some yet underdeveloped aspects of guanidine metabolites is also presented.

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Year:  2015        PMID： 26689539     DOI： 10.1039/c5np00108k

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN： 0265-0568            Impact factor:   13.423


  18 in total

1.  Stereoselective Synthesis of Cyclic Guanidines by Directed Diamination of Unactivated Alkenes.

Authors:  Artur K Mailyan; Kyle Young; Joanna L Chen; Bradley T Reid; Armen Zakarian
Journal:  Org Lett       Date:  2016-10-25       Impact factor: 6.005

2.  Total Synthesis of (+)-Guadinomic Acid via Hydroxyl-Directed Guanidylation.

Authors:  Bradley T Reid; Artur K Mailyan; Armen Zakarian
Journal:  J Org Chem       Date:  2018-06-22       Impact factor: 4.354

3.  Synthesis of Cyclic Guanidines Bearing N-Arylsulfonyl and N-Cyano Protecting Groups via Pd-Catalyzed Alkene Carboamination Reactions.

Authors:  Luke J Peterson; Jingyi Luo; John P Wolfe
Journal:  Org Lett       Date:  2017-05-23       Impact factor: 6.005

4.  NiII mol-ecular complex with a tetra-dentate amino-guanidine-derived Schiff base ligand: structural, spectroscopic and electrochemical studies and photoelectric response.

Authors:  Olga Yu Vassilyeva; Elena A Buvaylo; Vladimir N Kokozay; Sergey L Studzinsky; Brian W Skelton; Georgii S Vasyliev
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-01-14

5.  Synthesis of Cyclic Guanidines via Silver-Catalyzed Intramolecular Alkene Hydroamination Reactions of N-Allylguanidines.

Authors:  Zachary J Garlets; Mattia Silvi; John P Wolfe
Journal:  Org Lett       Date:  2016-05-11       Impact factor: 6.005

6.  Riboswitch-Associated Guanidinium-Selective Efflux Pumps Frequently Transmitted on Proteobacterial Plasmids Increase Escherichia coli Biofilm Tolerance to Disinfectants.

Authors:  Carmine J Slipski; Taylor R Jamieson; George G Zhanel; Denice C Bay
Journal:  J Bacteriol       Date:  2020-11-04       Impact factor: 3.490

7.  Stereocontrolled synthesis of bicyclic ureas and sulfamides via Pd-catalyzed alkene carboamination reactions.

Authors:  Nicholas R Babij; Jordan R Boothe; Grace M McKenna; Ryan M Fornwald; John P Wolfe
Journal:  Tetrahedron       Date:  2019-04-20       Impact factor: 2.457

8.  Guanidine modifications enhance the anti-herpes simplex virus activity of (E,E)-4,6-bis(styryl)-pyrimidine derivatives in vitro and in vivo.

Authors:  Wei Wang; Cuijing Xu; Jianqiang Zhang; Jinpeng Wang; Rilei Yu; Dongping Wang; Ruijuan Yin; Wenmiao Li; Tao Jiang
Journal:  Br J Pharmacol       Date:  2020-01-23       Impact factor: 8.739

9.  11-Step Total Synthesis of Araiosamines.

Authors:  Maoqun Tian; Ming Yan; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-10-19       Impact factor: 15.419

10.  Marine Cyclic Guanidine Alkaloids Monanchomycalin B and Urupocidin A Act as Inhibitors of TRPV1, TRPV2 and TRPV3, but not TRPA1 Receptors.

Authors:  Yuliya Korolkova; Tatyana Makarieva; Kseniya Tabakmakher; Larisa Shubina; Ekaterina Kudryashova; Yaroslav Andreev; Irina Mosharova; Hyi-Seung Lee; Yeon-Ju Lee; Sergey Kozlov
Journal:  Mar Drugs       Date:  2017-03-23       Impact factor: 5.118
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