Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents

Amarender Reddy Ellanki; Aminul Islam; Veera Swamy Rama; Ranga Prasad Pulipati; D. Rambabu; G. Rama Krishna; C. Malla Reddy; K. Mukkanti; G. R. Vanaja; Arunasree M. Kalle; K. Shiva Kumar; Manojit Pal

doi:10.1016/j.bmcl.2012.03.091

Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents

Amarender Reddy Ellanki, Aminul Islam, Veera Swamy Rama, Ranga Prasad Pulipati, D. Rambabu, G. Rama Krishna, C. Malla Reddy, K. Mukkanti, G. R. Vanaja, Arunasree M. Kalle, K. Shiva Kumar, Manojit Pal

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

31 Scopus citations

Abstract

A regioselective route to novel mono triazolyl substituted quinolines has been developed via copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 2,4-diazidoquinoline with terminal alkynes in DMF. The reaction provided bis triazolyl substituted quinolines when performed in water in the presence of Et ₃N. A number of the compounds synthesized showed promising anti-proliferative properties when tested in vitro especially against breast cancer cells.

Original language	English
Pages (from-to)	3455-3459
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2012.03.091
State	Published - 15 May 2012
Externally published	Yes

Keywords

Alkyne
Azide
Cancer
Click chemistry
Quinoline

ASJC Scopus subject areas

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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2012.03.091

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Ellanki, A. R., Islam, A., Rama, V. S., Pulipati, R. P., Rambabu, D., Rama Krishna, G., Malla Reddy, C., Mukkanti, K., Vanaja, G. R., Kalle, A. M., Shiva Kumar, K., & Pal, M. (2012). Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents. Bioorganic and Medicinal Chemistry Letters, 22(10), 3455-3459. https://doi.org/10.1016/j.bmcl.2012.03.091

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title = "Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents",

abstract = "A regioselective route to novel mono triazolyl substituted quinolines has been developed via copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 2,4-diazidoquinoline with terminal alkynes in DMF. The reaction provided bis triazolyl substituted quinolines when performed in water in the presence of Et 3N. A number of the compounds synthesized showed promising anti-proliferative properties when tested in vitro especially against breast cancer cells.",

keywords = "Alkyne, Azide, Cancer, Click chemistry, Quinoline",

author = "Ellanki, \{Amarender Reddy\} and Aminul Islam and Rama, \{Veera Swamy\} and Pulipati, \{Ranga Prasad\} and D. Rambabu and \{Rama Krishna\}, G. and \{Malla Reddy\}, C. and K. Mukkanti and Vanaja, \{G. R.\} and Kalle, \{Arunasree M.\} and \{Shiva Kumar\}, K. and Manojit Pal",

year = "2012",

month = may,

day = "15",

doi = "10.1016/j.bmcl.2012.03.091",

language = "English",

volume = "22",

pages = "3455--3459",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

number = "10",

}

Ellanki, AR, Islam, A, Rama, VS, Pulipati, RP, Rambabu, D, Rama Krishna, G, Malla Reddy, C, Mukkanti, K, Vanaja, GR, Kalle, AM, Shiva Kumar, K & Pal, M 2012, 'Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents', Bioorganic and Medicinal Chemistry Letters, vol. 22, no. 10, pp. 3455-3459. https://doi.org/10.1016/j.bmcl.2012.03.091

Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents. / Ellanki, Amarender Reddy; Islam, Aminul; Rama, Veera Swamy et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 22, No. 10, 15.05.2012, p. 3455-3459.

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

TY - JOUR

T1 - Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC)

T2 - Synthesis of novel triazolyl substituted quinolines as potential anticancer agents

AU - Ellanki, Amarender Reddy

AU - Islam, Aminul

AU - Rama, Veera Swamy

AU - Pulipati, Ranga Prasad

AU - Rambabu, D.

AU - Rama Krishna, G.

AU - Malla Reddy, C.

AU - Mukkanti, K.

AU - Vanaja, G. R.

AU - Kalle, Arunasree M.

AU - Shiva Kumar, K.

AU - Pal, Manojit

PY - 2012/5/15

Y1 - 2012/5/15

N2 - A regioselective route to novel mono triazolyl substituted quinolines has been developed via copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 2,4-diazidoquinoline with terminal alkynes in DMF. The reaction provided bis triazolyl substituted quinolines when performed in water in the presence of Et 3N. A number of the compounds synthesized showed promising anti-proliferative properties when tested in vitro especially against breast cancer cells.

AB - A regioselective route to novel mono triazolyl substituted quinolines has been developed via copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 2,4-diazidoquinoline with terminal alkynes in DMF. The reaction provided bis triazolyl substituted quinolines when performed in water in the presence of Et 3N. A number of the compounds synthesized showed promising anti-proliferative properties when tested in vitro especially against breast cancer cells.

KW - Alkyne

KW - Azide

KW - Cancer

KW - Click chemistry

KW - Quinoline

UR - https://www.scopus.com/pages/publications/84860497474

U2 - 10.1016/j.bmcl.2012.03.091

DO - 10.1016/j.bmcl.2012.03.091

M3 - Article

C2 - 22516283

AN - SCOPUS:84860497474

SN - 0960-894X

VL - 22

SP - 3455

EP - 3459

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 10

ER -

Solvent effect on copper-catalyzed azide-alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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