Literature DB >> 26074499

Gold-Catalyzed Cyclization Leads to a Bridged Tetracyclic Indolenine that Represses β-Lactam Resistance.

Wenqing Xu1, Wei Wang1, Xiang Wang2.   

Abstract

A gold-catalyzed desilylative cyclization was developed for facile synthesis of bridged tetracyclic indolenines, a common motif in many natural indole alkaloids. An antimicrobial screen of the cyclization products identified one compound which selectively potentiates β-lactam antibiotics in methicillin-resistant S. aureus (MRSA), and re-sensitizes a variety of MRSA strains to β-lactams.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  antibiotics; drug discovery; gold; heterocycles; synthetic methods

Mesh：

Substances：

Year:  2015        PMID： 26074499     DOI： 10.1002/anie.201503736

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  6 in total

1.  Property-Guided Synthesis of Aza-Tricyclic Indolines: Development of Gold Catalysis En Route.

Authors:  Patrick M Barbour; Wei Wang; Le Chang; Kasey L Pickard; Rana Rais; Barbara S Slusher; Xiang Wang
Journal:  Adv Synth Catal       Date:  2016-03-03       Impact factor: 5.837

2.  A Tryptoline Ring-Distortion Strategy Leads to Complex and Diverse Biologically Active Molecules from the Indole Alkaloid Yohimbine.

Authors:  Nicholas G Paciaroni; Ranjala Ratnayake; James H Matthews; Verrill M Norwood; Austin C Arnold; Long H Dang; Hendrik Luesch; Robert W Huigens
Journal:  Chemistry       Date:  2017-02-03       Impact factor: 5.236

3.  Enantioselective Tandem Cyclization of Alkyne-Tethered Indoles Using Cooperative Silver(I)/Chiral Phosphoric Acid Catalysis.

Authors:  Yugen Zhu; Wei He; Wei Wang; Chloe E Pitsch; Xiaotai Wang; Xiang Wang
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-23       Impact factor: 15.336

4.  Tetracyclic indolines as a novel class of β-lactam-selective resistance-modifying agent for MRSA.

Authors:  Yugen Zhu; Lakota Cleaver; Wei Wang; Jessica D Podoll; Shane Walls; Austin Jolly; Xiang Wang
Journal:  Eur J Med Chem       Date:  2016-09-10       Impact factor: 6.514

5.  Tryptoline-based benzothiazoles re-sensitize MRSA to β-lactam antibiotics.

Authors:  Xinfeng Wang; Jinsen Chen; Wei Wang; Anna Jaunarajs; Xiang Wang
Journal:  Bioorg Med Chem       Date:  2019-09-09       Impact factor: 3.641

6.  Efficient synthesis and antioxidant activity of novel N-propargyl tetrahydroquinoline derivatives through the cationic Povarov reaction.

Authors:  Yeray A Rodriguez Núñez; Maximiliano Norambuena; Arnold R Romero Bohorquez; Alejandro Morales-Bayuelo; Margarita Gutíerrez
Journal:  Heliyon       Date:  2019-08-03
  6 in total

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