Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

Arun P. Chandrasekharappa; Sangamesh E. Badiger; Pramod K. Dubey; Sunil K. Panigrahi; Sekhar Reddy V.V.V. Manukonda

doi:10.1016/j.bmcl.2013.02.109

Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

Arun P. Chandrasekharappa, Sangamesh E. Badiger, Pramod K. Dubey, Sunil K. Panigrahi, Sekhar Reddy V.V.V. Manukonda

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

24 Scopus citations

Abstract

A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (K_i) of 6.7 μM. Structure-activity relationship were explained with the help of molecular modeling approach.

Original language	English (US)
Pages (from-to)	2579-2584
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2013.02.109
State	Published - May 1 2013
Externally published	Yes

Keywords

Benzimidazole
Benzoxazole
Diabetes
Oxamic acids
PTP1B
pTyr mimetics

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2013.02.109

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title = "Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors",

abstract = "A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (Ki) of 6.7 μM. Structure-activity relationship were explained with the help of molecular modeling approach.",

keywords = "Benzimidazole, Benzoxazole, Diabetes, Oxamic acids, PTP1B, pTyr mimetics",

author = "Chandrasekharappa, {Arun P.} and Badiger, {Sangamesh E.} and Dubey, {Pramod K.} and Panigrahi, {Sunil K.} and Manukonda, {Sekhar Reddy V.V.V.}",

note = "Funding Information: The authors thank Aurigene Discovery Technologies, Bangalore for funding and facilitating this research. Arun P Chandrasekharappa would like to specially thank Department of Chemistry, JNTUH College of Engineering, Hyderabad for facilitating this research work. Copyright: Copyright 2013 Elsevier B.V., All rights reserved.",

year = "2013",

month = may,

day = "1",

doi = "10.1016/j.bmcl.2013.02.109",

language = "English (US)",

volume = "23",

pages = "2579--2584",

journal = "Bioorganic and Medicinal Chemistry Letters",

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T1 - Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

AU - Chandrasekharappa, Arun P.

AU - Badiger, Sangamesh E.

AU - Dubey, Pramod K.

AU - Panigrahi, Sunil K.

AU - Manukonda, Sekhar Reddy V.V.V.

N1 - Funding Information: The authors thank Aurigene Discovery Technologies, Bangalore for funding and facilitating this research. Arun P Chandrasekharappa would like to specially thank Department of Chemistry, JNTUH College of Engineering, Hyderabad for facilitating this research work. Copyright: Copyright 2013 Elsevier B.V., All rights reserved.

PY - 2013/5/1

Y1 - 2013/5/1

N2 - A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (Ki) of 6.7 μM. Structure-activity relationship were explained with the help of molecular modeling approach.

AB - A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (Ki) of 6.7 μM. Structure-activity relationship were explained with the help of molecular modeling approach.

KW - Benzimidazole

KW - Benzoxazole

KW - Diabetes

KW - Oxamic acids

KW - PTP1B

KW - pTyr mimetics

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JF - Bioorganic and Medicinal Chemistry Letters

IS - 9

ER -

Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

Abstract

Keywords

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