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Literature DB >> 21405087

4-Aminothiazolyl analogues of GE2270 A: antibacterial lead finding.

Matthew J LaMarche¹, Jennifer A Leeds, JoAnne Dzink-Fox, Karl Gunderson, Philipp Krastel, Klaus Memmert, Michael A Patane, Elin M Rann, Esther Schmitt, Stacey Tiamfook, Bing Wang.

Abstract

4-Aminothiazolyl analogues of the antibacterial natural product GE2270 A (1) were designed, synthesized, and evaluated for gram positive bacteria growth inhibition. The aminothiazole-based chemical template was evaluated for chemical stability, and its decomposition revealed a novel, structurally simplified, des-thiazole analogue of 1. Subsequent stabilization of the 4-aminothiazolyl functional motif was achieved and initial structure activity relationships defined.

Entities: Chemical

Mesh：

Substances：

Year: 2011 PMID： 21405087 DOI： 10.1021/jm101602q

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

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Cited

10 in total

1. Fixing the Unfixable: The Art of Optimizing Natural Products for Human Medicine.

Authors: Audrey E Yñigez-Gutierrez; Brian O Bachmann
Journal: J Med Chem Date: 2019-04-26 Impact factor: 7.446

2. In vitro and in vivo activities of novel, semisynthetic thiopeptide inhibitors of bacterial elongation factor Tu.

Authors: J A Leeds; M J LaMarche; J T Brewer; S M Bushell; G Deng; J M Dewhurst; J Dzink-Fox; E Gangl; A Jain; L Lee; M Lilly; K Manni; S Mullin; G Neckermann; C Osborne; D Palestrant; M A Patane; A Raimondi; S Ranjitkar; E M Rann; M Sachdeva; J Shao; S Tiamfook; L Whitehead; D Yu
Journal: Antimicrob Agents Chemother Date: 2011-08-08 Impact factor: 5.191

Review 10. Targeting Antibiotic Resistance.

Authors: Mathieu F Chellat; Luka Raguž; Rainer Riedl
Journal: Angew Chem Int Ed Engl Date: 2016-03-22 Impact factor: 15.336

10 in total

4-Aminothiazolyl analogues of GE2270 A: antibacterial lead finding.

1. Fixing the Unfixable: The Art of Optimizing Natural Products for Human Medicine.

2. In vitro and in vivo activities of novel, semisynthetic thiopeptide inhibitors of bacterial elongation factor Tu.

Review 3. Advances in MRSA drug discovery: where are we and where do we need to be?

4. Interception of the Bycroft-Gowland Intermediate in the Enzymatic Macrocyclization of Thiopeptides.

5. Thiopeptides Induce Proteasome-Independent Activation of Cellular Mitophagy.

6. A Derivative of the Thiopeptide GE2270A Highly Selective against Propionibacterium acnes.

7. Saturation mutagenesis of TsrA Ala4 unveils a highly mutable residue of thiostrepton A.

Review 8. YcaO-Dependent Posttranslational Amide Activation: Biosynthesis, Structure, and Function.

9. Minimal lactazole scaffold for in vitro thiopeptide bioengineering.

Review 10. Targeting Antibiotic Resistance.