Literature DB >> 15556758

Synthesis of trehalose-based compounds and their inhibitory activities against Mycobacterium smegmatis.

Jinhua Wang1, Bryan Elchert, Yu Hui, Jon Y Takemoto, Mekki Bensaci, John Wennergren, Huiwen Chang, Ravi Rai, Cheng-Wei Tom Chang.   

Abstract

The synthesis of a library of trehalose-based compounds has been accomplished, and their activities against Mycobacterium smegmatis have been determined. A preliminary structure-activity relationship (SAR) is reported. Despite not having a potent lead, one of the trehalose derivatives displays strong activity when applied with isoniazid (INH), which is known to have low sterilizing activity. The bacteriocidal nature of our compounds against Mycobacterium may be significant for the development of new therapies against tuberculosis.

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Year:  2004        PMID: 15556758     DOI: 10.1016/j.bmc.2004.09.033

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  16 in total

1.  Synthesis and in Vitro Characterization of Trehalose-Based Inhibitors of Mycobacterial Trehalose 6-Phosphate Phosphatases.

Authors:  Sunayana Kapil; Cecile Petit; Victoria N Drago; Donald R Ronning; Steven J Sucheck
Journal:  Chembiochem       Date:  2018-12-20       Impact factor: 3.164

2.  The trehalose-specific transporter LpqY-SugABC is required for antimicrobial and anti-biofilm activity of trehalose analogues in Mycobacterium smegmatis.

Authors:  Jeffrey M Wolber; Bailey L Urbanek; Lisa M Meints; Brent F Piligian; Irene C Lopez-Casillas; Kailey M Zochowski; Peter J Woodruff; Benjamin M Swarts
Journal:  Carbohydr Res       Date:  2017-08-09       Impact factor: 2.104

3.  Thermal and Photoinduced Copper-Promoted C-Se Bond Formation: Synthesis of 2-Alkyl-1,2-benzisoselenazol-3(2H)-ones and Evaluation against Mycobacterium tuberculosis.

Authors:  Sandeep Thanna; Christopher M Goins; Susan E Knudson; Richard A Slayden; Donald R Ronning; Steven J Sucheck
Journal:  J Org Chem       Date:  2017-03-20       Impact factor: 4.354

4.  Tailoring Trehalose for Biomedical and Biotechnological Applications.

Authors:  Mara K O'Neill; Brent F Piligian; Claire D Olson; Peter J Woodruff; Benjamin M Swarts
Journal:  Pure Appl Chem       Date:  2017-01-11       Impact factor: 2.453

5.  Biochemical and microbiological evaluation of N-aryl urea derivatives against mycobacteria and mycobacterial hydrolases.

Authors:  Abhishek Vartak; Christopher Goins; Vinicius Calado Nogueira de Moura; Celine M Schreidah; Alexander D Landgraf; Boren Lin; Jianyang Du; Mary Jackson; Donald R Ronning; Steven J Sucheck
Journal:  Medchemcomm       Date:  2019-06-04       Impact factor: 3.597

6.  Antigen 85C inhibition restricts Mycobacterium tuberculosis growth through disruption of cord factor biosynthesis.

Authors:  Thulasi Warrier; Marielle Tropis; Jim Werngren; Anne Diehl; Martin Gengenbacher; Brigitte Schlegel; Markus Schade; Hartmut Oschkinat; Mamadou Daffe; Sven Hoffner; Ali Nasser Eddine; Stefan H E Kaufmann
Journal:  Antimicrob Agents Chemother       Date:  2012-01-30       Impact factor: 5.191

7.  Chemoenzymatic Synthesis of Trehalosamine, an Aminoglycoside Antibiotic and Precursor to Mycobacterial Imaging Probes.

Authors:  Jessica M Groenevelt; Lisa M Meints; Alicyn I Stothard; Anne W Poston; Taylor J Fiolek; David H Finocchietti; Victoria M Mulholand; Peter J Woodruff; Benjamin M Swarts
Journal:  J Org Chem       Date:  2018-07-23       Impact factor: 4.354

8.  The role of chemoenzymatic synthesis in advancing trehalose analogues as tools for combatting bacterial pathogens.

Authors:  Karishma Kalera; Alicyn I Stothard; Peter J Woodruff; Benjamin M Swarts
Journal:  Chem Commun (Camb)       Date:  2020-10-01       Impact factor: 6.222

9.  Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues.

Authors:  Lisa M Meints; Anne W Poston; Brent F Piligian; Claire D Olson; Katherine S Badger; Peter J Woodruff; Benjamin M Swarts
Journal:  J Vis Exp       Date:  2017-02-17       Impact factor: 1.355

10.  Targeting the trehalose utilization pathways of Mycobacterium tuberculosis.

Authors:  Sandeep Thanna; Steven J Sucheck
Journal:  Medchemcomm       Date:  2015-10-16       Impact factor: 3.597

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