An Efficient Three-step Synthesis of -Phenethylcinnamamides Toward New Biological Active Compounds

An Efficient Three-step Synthesis of -Phenethylcinnamamides Toward New Biological Active Compounds

Galvis, Carlos E. Puerto; Kouznetsov, Vladimir V.

Abstract:

Most of the family members of _-phenethylamides constitute an important part of the natural and synthetic products discover so far. The biological importance of these small molecules (SM) is based on their selectivity to induced apoptosis in different malignant cell lines, including melanoma and leukemia. Due to the value of these amides in cancer research and the difficult to extract their analogues from natural sources, i.e. Isodon excisus. The responsibility to develop a novel synthetic protocols that allow the preparation of new libraries of β-phenethylcinnamamides lies on organic chemistry (Scheme 1). According to the aspects described above and our current interests in N-phenethylcinnamamides, we designed a strategy for the preparation of these compounds under the parameters of green chemistry and improving some synthetic aspects.

Most of the family members of _-phenethylamides constitute an important part of the natural and synthetic products discover so far. The biological importance of these small molecules (SM) is based on their selectivity to induced apoptosis in different malignant cell lines, including melanoma and leukemia. Due to the value of these amides in cancer research and the difficult to extract their analogues from natural sources, i.e. Isodon excisus. The responsibility to develop a novel synthetic protocols that allow the preparation of new libraries of β-phenethylcinnamamides lies on organic chemistry (Scheme 1). According to the aspects described above and our current interests in N-phenethylcinnamamides, we designed a strategy for the preparation of these compounds under the parameters of green chemistry and improving some synthetic aspects.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0379-1

Referências bibliográficas

• [1] 1 Larghi, E. L.; Kaufman, T. S. J. Braz.Chem. Soc. 2006, 17, 599-602.
• [2] 2 Nesterenko, V.; Putt, K. S.; Hergenrother, P. J. J. Am. Chem. Soc. 2003, 125, 14672-14673.
• [3] 3 Sienkiewicz, P.; Ciolino, H, P.; Leslie, B, J.; Hergenrother, P, J.; Singletary, K.; Chao Yeh, G. Carcinogenesis 2007, 28, 1052-1057.
• [4] 4 Sikazwe, D.;Bondarev, M. L.; Dukat, M.; Rangisetty, J. B.; Roth, B. L.; Glennon, R. A. Tetrahedron, 2006, 62, 594-604.
• [5] 5 Mora, M.; Jiménez-Sanchidrián, C.; Urbano, F, J.; Ruiz, J. R. Catal. Lett. 2010, 134, 131-137.
• [6] 6 Hernandez Barajas J. G.; Vargas Mendez L. Y; Kouznetsov V. V.; Stashenko E. E. Synthesis 2008, 3, 377-382.

Como citar:

Galvis, Carlos E. Puerto; Kouznetsov, Vladimir V.; "An Efficient Three-step Synthesis of -Phenethylcinnamamides Toward New Biological Active Compounds", p-379-379. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0379-1