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

Funding

This work was supported by NIH awards to N.D.P. ( CA77347 ) and D.L.W. ( AI070248 ).

Funder number
AI070248
R01CA077347

Keywords

Antibiotic
Biosynthesis
Nonactin
Triazoloester

Access to Document

10.1016/j.bmcl.2010.06.146

Cite this

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",

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pages = "5936--5938",

journal = "Bioorganic and Medicinal Chemistry Letters",

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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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