Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

Stephen J. Baker; Tsutomu Akama; Yong Kang Zhang; Vittorio Sauro; Chetan Pandit; Rajeshwar Singh; Maureen Kully; Jehangir Khan; Jacob J. Plattner; Stephen J. Benkovic; Ving Lee; Kirk R. Maples

doi:10.1016/j.bmcl.2006.08.130

Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

Stephen J. Baker
, Tsutomu Akama
, Yong Kang Zhang
, Vittorio Sauro
, Chetan Pandit
, Rajeshwar Singh
, Maureen Kully
, Jehangir Khan
, Jacob J. Plattner
, Stephen J. Benkovic
, Ving Lee
, Kirk R. Maples

Chemistry

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

75 Scopus citations

Abstract

A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.

Original language	English (US)
Pages (from-to)	5963-5967
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	23
DOIs	https://doi.org/10.1016/j.bmcl.2006.08.130
State	Published - Dec 1 2006

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2006.08.130

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Baker, S. J., Akama, T., Zhang, Y. K., Sauro, V., Pandit, C., Singh, R., Kully, M., Khan, J., Plattner, J. J., Benkovic, S. J., Lee, V., & Maples, K. R. (2006). Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases. Bioorganic and Medicinal Chemistry Letters, 16(23), 5963-5967. https://doi.org/10.1016/j.bmcl.2006.08.130

@article{bae9a96b8d3c42109c655b537ca706a7,

title = "Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases",

abstract = "A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.",

author = "Baker, \{Stephen J.\} and Tsutomu Akama and Zhang, \{Yong Kang\} and Vittorio Sauro and Chetan Pandit and Rajeshwar Singh and Maureen Kully and Jehangir Khan and Plattner, \{Jacob J.\} and Benkovic, \{Stephen J.\} and Ving Lee and Maples, \{Kirk R.\}",

year = "2006",

month = dec,

day = "1",

doi = "10.1016/j.bmcl.2006.08.130",

language = "English (US)",

volume = "16",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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Baker, SJ, Akama, T, Zhang, YK, Sauro, V, Pandit, C, Singh, R, Kully, M, Khan, J, Plattner, JJ, Benkovic, SJ, Lee, V & Maples, KR 2006, 'Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases', Bioorganic and Medicinal Chemistry Letters, vol. 16, no. 23, pp. 5963-5967. https://doi.org/10.1016/j.bmcl.2006.08.130

Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases. / Baker, Stephen J.; Akama, Tsutomu; Zhang, Yong Kang et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 16, No. 23, 01.12.2006, p. 5963-5967.

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

TY - JOUR

T1 - Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

AU - Baker, Stephen J.

AU - Akama, Tsutomu

AU - Zhang, Yong Kang

AU - Sauro, Vittorio

AU - Pandit, Chetan

AU - Singh, Rajeshwar

AU - Kully, Maureen

AU - Khan, Jehangir

AU - Plattner, Jacob J.

AU - Benkovic, Stephen J.

AU - Lee, Ving

AU - Maples, Kirk R.

PY - 2006/12/1

Y1 - 2006/12/1

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AB - A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.

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SN - 0960-894X

VL - 16

SP - 5963

EP - 5967

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 23

ER -

Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

Abstract

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