A remarkably faster approach towards 1,2,3-triazolyl quinolines via CuAAC in water: Their crystal structure analysis and antibacterial activities

Jyoti Mareddy; Koduru Sri Shanthi Praveena; Nallapati Suresh; Anireddy Jayashree; Soma Roy; Dandela Rambabu; Nandula Yadagiri Sreenivasa Murthy; Sarbani Pal

doi:10.2174/1570180811310040008

A remarkably faster approach towards 1,2,3-triazolyl quinolines via CuAAC in water: Their crystal structure analysis and antibacterial activities

Jyoti Mareddy, Koduru Sri Shanthi Praveena, Nallapati Suresh, Anireddy Jayashree, Soma Roy, Dandela Rambabu, Nandula Yadagiri Sreenivasa Murthy, Sarbani Pal

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

16 Scopus citations

Abstract

A series of 1,2,3-triazolyl quinolines possessing substituents like -CH₂OAr (Ar = aryl) moiety on the triazolyl ring were synthesized via a multi-step sequence consisting of copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 3-(azidomethyl)-quinoline derivative with terminal alkynes as a key step. This step was found to be remarkably faster in pure water and completed within 10-45 min. The robustness of this step was demonstrated by synthesizing a large number of compounds some of which showed promising antibacterial activities when tested in vitro. The crystal structure analysis of a representative compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described.

Original language	English
Pages (from-to)	343-352
Number of pages	10
Journal	Letters in Drug Design and Discovery
Volume	10
Issue number	4
DOIs	https://doi.org/10.2174/1570180811310040008
State	Published - 1 May 2013
Externally published	Yes

Keywords

1,2,3-Triazole
Antibacterial agents, Copper
Cycloaddition
Quinoline
Water

ASJC Scopus subject areas

Molecular Medicine
Pharmaceutical Science
Drug Discovery

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10.2174/1570180811310040008

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Mareddy, J., Shanthi Praveena, K. S., Suresh, N., Jayashree, A., Roy, S., Rambabu, D., Sreenivasa Murthy, N. Y., & Pal, S. (2013). A remarkably faster approach towards 1,2,3-triazolyl quinolines via CuAAC in water: Their crystal structure analysis and antibacterial activities. Letters in Drug Design and Discovery, 10(4), 343-352. https://doi.org/10.2174/1570180811310040008

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abstract = "A series of 1,2,3-triazolyl quinolines possessing substituents like -CH2OAr (Ar = aryl) moiety on the triazolyl ring were synthesized via a multi-step sequence consisting of copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 3-(azidomethyl)-quinoline derivative with terminal alkynes as a key step. This step was found to be remarkably faster in pure water and completed within 10-45 min. The robustness of this step was demonstrated by synthesizing a large number of compounds some of which showed promising antibacterial activities when tested in vitro. The crystal structure analysis of a representative compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described.",

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Mareddy, J, Shanthi Praveena, KS, Suresh, N, Jayashree, A, Roy, S, Rambabu, D, Sreenivasa Murthy, NY & Pal, S 2013, 'A remarkably faster approach towards 1,2,3-triazolyl quinolines via CuAAC in water: Their crystal structure analysis and antibacterial activities', Letters in Drug Design and Discovery, vol. 10, no. 4, pp. 343-352. https://doi.org/10.2174/1570180811310040008

TY - JOUR

T1 - A remarkably faster approach towards 1,2,3-triazolyl quinolines via CuAAC in water

T2 - Their crystal structure analysis and antibacterial activities

AU - Mareddy, Jyoti

AU - Shanthi Praveena, Koduru Sri

AU - Suresh, Nallapati

AU - Jayashree, Anireddy

AU - Roy, Soma

AU - Rambabu, Dandela

AU - Sreenivasa Murthy, Nandula Yadagiri

AU - Pal, Sarbani

PY - 2013/5/1

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AB - A series of 1,2,3-triazolyl quinolines possessing substituents like -CH2OAr (Ar = aryl) moiety on the triazolyl ring were synthesized via a multi-step sequence consisting of copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 3-(azidomethyl)-quinoline derivative with terminal alkynes as a key step. This step was found to be remarkably faster in pure water and completed within 10-45 min. The robustness of this step was demonstrated by synthesizing a large number of compounds some of which showed promising antibacterial activities when tested in vitro. The crystal structure analysis of a representative compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described.

KW - 1,2,3-Triazole

KW - Antibacterial agents, Copper

KW - Cycloaddition

KW - Quinoline

KW - Water

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A remarkably faster approach towards 1,2,3-triazolyl quinolines via CuAAC in water: Their crystal structure analysis and antibacterial activities

Abstract

Keywords

ASJC Scopus subject areas

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