Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

Kristjan S. Gudmundsson; Paul R. Sebahar; Leah D.Aurora Richardson; John F. Miller; Elizabeth M. Turner; John G. Catalano; Andrew Spaltenstein; Wendell Lawrence; Michael Thomson; Stephen Jenkinson

doi:10.1016/j.bmcl.2009.07.037

Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

Kristjan S. Gudmundsson, Paul R. Sebahar, Leah D.Aurora Richardson, John F. Miller, Elizabeth M. Turner, John G. Catalano, Andrew Spaltenstein, Wendell Lawrence, Michael Thomson, Stephen Jenkinson

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

49 Scopus citations

Abstract

Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity.

Original language	English
Pages (from-to)	5048-5052
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	17
DOIs	https://doi.org/10.1016/j.bmcl.2009.07.037
State	Published - 1 Sep 2009
Externally published	Yes

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10.1016/j.bmcl.2009.07.037

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Gudmundsson, K. S., Sebahar, P. R., Richardson, L. D. A., Miller, J. F., Turner, E. M., Catalano, J. G., Spaltenstein, A., Lawrence, W., Thomson, M., & Jenkinson, S. (2009). Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1. Bioorganic and Medicinal Chemistry Letters, 19(17), 5048-5052. https://doi.org/10.1016/j.bmcl.2009.07.037

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title = "Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1",

abstract = "Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity.",

author = "Gudmundsson, {Kristjan S.} and Sebahar, {Paul R.} and Richardson, {Leah D.Aurora} and Miller, {John F.} and Turner, {Elizabeth M.} and Catalano, {John G.} and Andrew Spaltenstein and Wendell Lawrence and Michael Thomson and Stephen Jenkinson",

year = "2009",

month = sep,

day = "1",

doi = "10.1016/j.bmcl.2009.07.037",

language = "English",

volume = "19",

pages = "5048--5052",

journal = "Bioorganic and Medicinal Chemistry Letters",

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Gudmundsson, KS, Sebahar, PR, Richardson, LDA, Miller, JF, Turner, EM, Catalano, JG, Spaltenstein, A, Lawrence, W, Thomson, M & Jenkinson, S 2009, 'Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1', Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 17, pp. 5048-5052. https://doi.org/10.1016/j.bmcl.2009.07.037

Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1. / Gudmundsson, Kristjan S.; Sebahar, Paul R.; Richardson, Leah D.Aurora et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 19, No. 17, 01.09.2009, p. 5048-5052.

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

TY - JOUR

T1 - Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

AU - Gudmundsson, Kristjan S.

AU - Sebahar, Paul R.

AU - Richardson, Leah D.Aurora

AU - Miller, John F.

AU - Turner, Elizabeth M.

AU - Catalano, John G.

AU - Spaltenstein, Andrew

AU - Lawrence, Wendell

AU - Thomson, Michael

AU - Jenkinson, Stephen

PY - 2009/9/1

Y1 - 2009/9/1

N2 - Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity.

AB - Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity.

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U2 - 10.1016/j.bmcl.2009.07.037

DO - 10.1016/j.bmcl.2009.07.037

M3 - Article

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AN - SCOPUS:68349150601

SN - 0960-894X

VL - 19

SP - 5048

EP - 5052

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 17

ER -

Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

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