Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis

Joshua B. Phillips; Adrienne E. Smith; Brian R. Kusche; Bradley A. Bessette; P. Whitney Swain; Stephen C. Bergmeier; Mark C. McMills; Dennis L. Wright; Nigel D. Priestley

doi:10.1016/j.bmcl.2010.06.146

Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis

Joshua B. Phillips, Adrienne E. Smith, Brian R. Kusche, Bradley A. Bessette, P. Whitney Swain, Stephen C. Bergmeier, Mark C. McMills, Dennis L. Wright, Nigel D. Priestley

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and synthetic compounds. Analysis of a prototype library based upon nonactic acid lead to the discovery of triazole-containing nonactic acid analogs, a new structural class of antibiotic that exhibits bactericidal activity against drug resistant, Gram-positive pathogens including Staphylococcus aureus and Enterococcus faecalis.

Original language	English
Pages (from-to)	5936-5938
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2010.06.146
State	Published - Oct 1 2010

Keywords

Antibiotic
Biosynthesis
Nonactin
Triazoloester

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10.1016/j.bmcl.2010.06.146

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Phillips, J. B., Smith, A. E., Kusche, B. R., Bessette, B. A., Swain, P. W., Bergmeier, S. C., McMills, M. C., Wright, D. L., & Priestley, N. D. (2010). Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis. Bioorganic and Medicinal Chemistry Letters, 20(19), 5936-5938. https://doi.org/10.1016/j.bmcl.2010.06.146

@article{65b6eb5242e748f9a4c3f12d5d286361,

title = "Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis",

abstract = "We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and synthetic compounds. Analysis of a prototype library based upon nonactic acid lead to the discovery of triazole-containing nonactic acid analogs, a new structural class of antibiotic that exhibits bactericidal activity against drug resistant, Gram-positive pathogens including Staphylococcus aureus and Enterococcus faecalis.",

keywords = "Antibiotic, Biosynthesis, Nonactin, Triazoloester",

author = "Phillips, \{Joshua B.\} and Smith, \{Adrienne E.\} and Kusche, \{Brian R.\} and Bessette, \{Bradley A.\} and Swain, \{P. Whitney\} and Bergmeier, \{Stephen C.\} and McMills, \{Mark C.\} and Wright, \{Dennis L.\} and Priestley, \{Nigel D.\}",

note = "Funding Information: This work was supported by NIH awards to N.D.P. ( CA77347 ) and D.L.W. ( AI070248 ). ",

year = "2010",

month = oct,

day = "1",

doi = "10.1016/j.bmcl.2010.06.146",

language = "English",

volume = "20",

pages = "5936--5938",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

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Phillips, JB, Smith, AE, Kusche, BR, Bessette, BA, Swain, PW, Bergmeier, SC, McMills, MC, Wright, DL & Priestley, ND 2010, 'Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis', Bioorganic and Medicinal Chemistry Letters, vol. 20, no. 19, pp. 5936-5938. https://doi.org/10.1016/j.bmcl.2010.06.146

Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis. / Phillips, Joshua B.; Smith, Adrienne E.; Kusche, Brian R. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 20, No. 19, 01.10.2010, p. 5936-5938.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis

AU - Phillips, Joshua B.

AU - Smith, Adrienne E.

AU - Kusche, Brian R.

AU - Bessette, Bradley A.

AU - Swain, P. Whitney

AU - Bergmeier, Stephen C.

AU - McMills, Mark C.

AU - Wright, Dennis L.

AU - Priestley, Nigel D.

N1 - Funding Information: This work was supported by NIH awards to N.D.P. ( CA77347 ) and D.L.W. ( AI070248 ).

PY - 2010/10/1

Y1 - 2010/10/1

N2 - We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and synthetic compounds. Analysis of a prototype library based upon nonactic acid lead to the discovery of triazole-containing nonactic acid analogs, a new structural class of antibiotic that exhibits bactericidal activity against drug resistant, Gram-positive pathogens including Staphylococcus aureus and Enterococcus faecalis.

AB - We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and synthetic compounds. Analysis of a prototype library based upon nonactic acid lead to the discovery of triazole-containing nonactic acid analogs, a new structural class of antibiotic that exhibits bactericidal activity against drug resistant, Gram-positive pathogens including Staphylococcus aureus and Enterococcus faecalis.

KW - Antibiotic

KW - Biosynthesis

KW - Nonactin

KW - Triazoloester

UR - https://www.scopus.com/pages/publications/77957580447

U2 - 10.1016/j.bmcl.2010.06.146

DO - 10.1016/j.bmcl.2010.06.146

M3 - Article

C2 - 20801034

AN - SCOPUS:77957580447

SN - 0960-894X

VL - 20

SP - 5936

EP - 5938

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 19

ER -

Phillips JB, Smith AE, Kusche BR, Bessette BA, Swain PW, Bergmeier SC et al. Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis. Bioorganic and Medicinal Chemistry Letters. 2010 Oct 1;20(19):5936-5938. doi: 10.1016/j.bmcl.2010.06.146

Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis

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Keywords

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