Synthesis and in vitro antimycobacterial activity of B-ring modi.ed diaryl ether InhA inhibitors (Record no. 45305)

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control field 20250625140643.0
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Transcribing agency CICY
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Classification number (OCLC) (R) ; Classification number, CALL (RLIN) (NR) B-11078
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Title Synthesis and in vitro antimycobacterial activity of B-ring modi.ed diaryl ether InhA inhibitors
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Volume/sequential designation Bioorganic & Medicinal Chemistry Letters, 18(10), p.3029-3033, 2008
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Summary, etc. Previous structure-based design studies resulted in the discovery of alkyl substituted diphenyl ether inhibitors of InhA, the enoyl reductase from Mycobacterium tuberculosis. Compounds such as 5-hexyl-2-phenoxyphenol 19 are nM inhibitors of InhA and inhibit the growth of both sensitive and isoniazid-resistant strains of Mycobacterium tuberculosis with MIC90 values of 1-2 lg/ mL. However, despite their promising in vitro activity, these compounds have ClogP values of over 5. In e.orts to reduce the lipophilicity of the compounds, and potentially enhance compound bioavailability, a series of B ring analogues of 19 were synthesized that contained either heterocylic nitrogen rings or phenyl rings having amino, nitro, amide, or piperazine functionalities. Compounds 3c, 3e, and 14a show comparable MIC90 values to that of 19, but have improved ClogP values.
700 12 - ADDED ENTRY--PERSONAL NAME
Personal name Am Ende, C.W.
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Personal name Knudson, S.E.
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Personal name Liu, N.
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Personal name Childs, J.
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Personal name Sullivan, T.J.
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Personal name Boyne, M.
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Personal name Xu, H.
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Personal name Xu, H.
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Personal name Knudson, D.L.
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Personal name Johnson, F.
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Personal name Peloquin, C.A.
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Personal name Slaydend, R.A.
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Personal name Tonge, P.J.
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Uniform Resource Identifier <a href="https://drive.google.com/file/d/1t_qV-ZLZlTRaJ3qCERC4lT2zQ01fhu-6/view?usp=drivesdk">https://drive.google.com/file/d/1t_qV-ZLZlTRaJ3qCERC4lT2zQ01fhu-6/view?usp=drivesdk</a>
Public note Para ver el documento ingresa a Google con tu cuenta: @cicy.edu.mx
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Source of classification or shelving scheme Clasificación local
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  Clasificación local     Ref1 CICY CICY Documento préstamo interbibliotecario 25.06.2025   B-11078 25.06.2025 25.06.2025 Documentos solicitados