Antiproliferative potency of novel benzofuran-2-carboxamides on tumour cell lines: Cell death mechanisms and determination of crystal structure

Marijana Hranjec; Irena Sović; Ivana Ratkaj; Gordana Pavlović; Nataša Ilić; Linda Valjalo; Krešimir Pavelić; Sandra Kraljević Pavelić; Grace Karminski-Zamola

doi:10.1016/j.ejmech.2012.11.009

Antiproliferative potency of novel benzofuran-2-carboxamides on tumour cell lines: Cell death mechanisms and determination of crystal structure

Marijana Hranjec, Irena Sović, Ivana Ratkaj, Gordana Pavlović, Nataša Ilić, Linda Valjalo, Krešimir Pavelić, Sandra Kraljević Pavelić, Grace Karminski-Zamola

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58 Scopus citations

Abstract

In this manuscript the synthesis and biological activity of novel heterocyclic derivatives of benzofuran-2-carboxamides 3a-j and 6a-f is presented. Biological evaluation in vitro revealed that only few compounds exerted concentration-depended antiproliferative effects on tumour cell lines at micromolar concentrations. In particular, 2-imidazolynyl substituted compound 6f showed selectivity on SK-BR-3 cell line while 2-N-acetamidopyridyl substituted 3h and 2-imidazolynyl substituted amide 3i showed selective concentration-dependent antiproliferative effects on SW620 cell line. Compounds 3h and 6f induced apoptosis while compound 3i acted through a cell death mechanism other than apoptosis.

Original language	English
Pages (from-to)	111-119
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	59
DOIs	https://doi.org/10.1016/j.ejmech.2012.11.009
State	Published - Jan 2013
Externally published	Yes

Bibliographical note

Funding Information:
This work was supported by the Croatian Ministry of Science, Education and Sports (grant numbers: 125-0982464-1356 , 098-1191344-2943 , 335-0982464-2393 , 335-0000000-3532 ).

Funding

This work was supported by the Croatian Ministry of Science, Education and Sports (grant numbers: 125-0982464-1356 , 098-1191344-2943 , 335-0982464-2393 , 335-0000000-3532 ).

Funders	Funder number
Croatian Ministry of Science, Education and Sports	125-0982464-1356, 335-0000000-3532, 335-0982464-2393, 098-1191344-2943

Keywords

Antiproliferative activity
Apoptosis
Benzofuranes
Carboxamides
Crystal structure determination

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10.1016/j.ejmech.2012.11.009

Cite this

Hranjec, M., Sović, I., Ratkaj, I., Pavlović, G., Ilić, N., Valjalo, L., Pavelić, K., Kraljević Pavelić, S., & Karminski-Zamola, G. (2013). Antiproliferative potency of novel benzofuran-2-carboxamides on tumour cell lines: Cell death mechanisms and determination of crystal structure. European Journal of Medicinal Chemistry, 59, 111-119. https://doi.org/10.1016/j.ejmech.2012.11.009

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abstract = "In this manuscript the synthesis and biological activity of novel heterocyclic derivatives of benzofuran-2-carboxamides 3a-j and 6a-f is presented. Biological evaluation in vitro revealed that only few compounds exerted concentration-depended antiproliferative effects on tumour cell lines at micromolar concentrations. In particular, 2-imidazolynyl substituted compound 6f showed selectivity on SK-BR-3 cell line while 2-N-acetamidopyridyl substituted 3h and 2-imidazolynyl substituted amide 3i showed selective concentration-dependent antiproliferative effects on SW620 cell line. Compounds 3h and 6f induced apoptosis while compound 3i acted through a cell death mechanism other than apoptosis.",

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author = "Marijana Hranjec and Irena Sovi{\'c} and Ivana Ratkaj and Gordana Pavlovi{\'c} and Nata{\v s}a Ili{\'c} and Linda Valjalo and Kre{\v s}imir Paveli{\'c} and {Kraljevi{\'c} Paveli{\'c}}, Sandra and Grace Karminski-Zamola",

note = "Funding Information: This work was supported by the Croatian Ministry of Science, Education and Sports (grant numbers: 125-0982464-1356 , 098-1191344-2943 , 335-0982464-2393 , 335-0000000-3532 ). ",

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Hranjec, M, Sović, I, Ratkaj, I, Pavlović, G, Ilić, N, Valjalo, L, Pavelić, K, Kraljević Pavelić, S & Karminski-Zamola, G 2013, 'Antiproliferative potency of novel benzofuran-2-carboxamides on tumour cell lines: Cell death mechanisms and determination of crystal structure', European Journal of Medicinal Chemistry, vol. 59, pp. 111-119. https://doi.org/10.1016/j.ejmech.2012.11.009

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AU - Ratkaj, Ivana

AU - Pavlović, Gordana

AU - Ilić, Nataša

AU - Valjalo, Linda

AU - Pavelić, Krešimir

AU - Kraljević Pavelić, Sandra

AU - Karminski-Zamola, Grace

N1 - Funding Information: This work was supported by the Croatian Ministry of Science, Education and Sports (grant numbers: 125-0982464-1356 , 098-1191344-2943 , 335-0982464-2393 , 335-0000000-3532 ).

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Antiproliferative potency of novel benzofuran-2-carboxamides on tumour cell lines: Cell death mechanisms and determination of crystal structure

Abstract

Bibliographical note

Funding

Keywords

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