Literature DB >> 34113063

Modular synthesis of streptogramin antibiotics.

Qi Li1, Ian B Seiple1.   

Abstract

Streptogramins are antibiotics produced by several species of Streptomyces bacteria that are used in both human and veterinary medicine. Group A streptogramins comprise 23-membered macrocyclic polyketide/nonribosomal peptide hybrids for which several innovative, fully synthetic routes have been developed. Herein we describe in detail our scalable routes to natural group A streptogramins and compare these routes to other reported syntheses.

Entities:  

Keywords:  antibiotics; infectious disease; modular synthesis; natural products; pristinamycin; virginiamycin

Year:  2020        PMID： 34113063      PMCID： PMC8186492          DOI： 10.1055/a-1293-9655

Source DB:  PubMed          Journal:  Synlett        ISSN： 0936-5214            Impact factor:   2.454


  30 in total

1.  Streptogramin, a new antibiotic.

Authors:  J CHARNEY; W P FISHER; C CURRAN; R A MACHLOWITZ; A A TYTELL
Journal:  Antibiot Chemother (Northfield)       Date:  1953-12

2.  Time-kill activity of the streptogramin NXL 103 against Gram-positive and -negative bacteria.

Authors:  Glenn A Pankuch; Gengrong Lin; Catherine Clark; Peter C Appelbaum
Journal:  Antimicrob Agents Chemother       Date:  2011-01-18       Impact factor: 5.191

3.  Modular, Scalable Synthesis of Group A Streptogramin Antibiotics.

Authors:  Qi Li; Ian B Seiple
Journal:  J Am Chem Soc       Date:  2017-09-18       Impact factor: 15.419

Review 4.  NXL-103, a combination of flopristin and linopristin, for the potential treatment of bacterial infections including community-acquired pneumonia and MRSA.

Authors:  Amani D Politano; Robert G Sawyer
Journal:  Curr Opin Investig Drugs       Date:  2010-02

5.  Evidence for separate binding and scaffolding domains in the immunosuppressive and antitumor marine natural product, pateamine a: design, synthesis, and activity studies leading to a potent simplified derivative.

Authors:  Daniel Romo; Nam Song Choi; Shukun Li; Ingrid Buchler; Zonggao Shi; Jun O Liu
Journal:  J Am Chem Soc       Date:  2004-09-01       Impact factor: 15.419

6.  Pd-catalyzed N-arylation of secondary acyclic amides: catalyst development, scope, and computational study.

Authors:  Jacqueline D Hicks; Alan M Hyde; Alberto Martinez Cuezva; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

Review 7.  The evolving role of chemical synthesis in antibacterial drug discovery.

Authors:  Peter M Wright; Ian B Seiple; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-02       Impact factor: 15.336

8.  Potential for reduction of streptogramin A resistance revealed by structural analysis of acetyltransferase VatA.

Authors:  Peter J Stogios; Misty L Kuhn; Elena Evdokimova; Patrice Courvalin; Wayne F Anderson; Alexei Savchenko
Journal:  Antimicrob Agents Chemother       Date:  2014-09-15       Impact factor: 5.191

9.  Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides.

Authors:  Ling Li; Chao-Yuan Wang; Rongcai Huang; Mark R Biscoe
Journal:  Nat Chem       Date:  2013-05-19       Impact factor: 24.427

10.  Synthetic group A streptogramin antibiotics that overcome Vat resistance.

Authors:  Qi Li; Jenna Pellegrino; D John Lee; Arthur A Tran; Hector A Chaires; Ruoxi Wang; Jesslyn E Park; Kaijie Ji; David Chow; Na Zhang; Axel F Brilot; Justin T Biel; Gydo van Zundert; Kenneth Borrelli; Dean Shinabarger; Cindy Wolfe; Beverly Murray; Matthew P Jacobson; Estelle Mühle; Olivier Chesneau; James S Fraser; Ian B Seiple
Journal:  Nature       Date:  2020-09-23       Impact factor: 69.504
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