Abstract
A series of novel 2-amino-5-thiazolecarboxamide derivatives have been designed and synthesised. All the compounds were evaluated for their antiproliferative activity against human leukaemia cancer HL 60 and K562 cell lines by standard MTT assay in vitro. Some of these compounds showed moderate cytotoxic potencies. Structure–activity relationships suggested that the piperazine moiety in the side chain of 2-amino-5-thiazolecarboxamide was associated with an increase in the cytotoxicity.
References
1.
Ribatti D.
, Curr. Pharm. Des. , 2009 , 15 , 345 .
2.
Tímár J.
, and
Döme B.
, Anticancer Agents Med. Chem. , 2008 , 8 , 462 .
3.
Wary K.K.
, Curr. Opin. Mol. Ther. , 2004 , 6 , 54 .
4.
Eck M.J.
, and
Manley P.W.
, Curr. Opin. Cell Biol. 2009 , 21 , 288 .
5.
Vicente-Duenas C.
,
Perez-Caro M.
,
Abollo-Jimenez F.
,
Cobaleda C.
, and
Sanchez-Garcia I.
, Cell Cycle , 2009 , 8 , 1314 .
6.
Hayman S.R.
,
Karp J.E.
, Basic Clin. Oncol. , 2008 , 35 , 429 .
7.
Dalgarno D.
,
Stehle T.
,
Narula S.
,
Schelling P.
,
van Schravendijk M.R.
,
Adams S.
,
Andrade L.
,
Keats J.
,
Ram M.
,
Jin L.
,
Grossman T.
,
MacNeil I.
,
Metcalf C.
III
,
Shakespeare W.
,
Wang Y.
,
Keenan T.
,
Sundaramoorthi R.
,
Bohacek R.
,
Weigele M.
,
Sawyer T.
, Chem. Biol. Drug Des. , 2006 , 67 , 46 .
8.
Tyler T.
, Ann. Pharmacother. , 2009 , 43 , 920 .
9.
Verstovsek S.
,
Tefferi A.
,
Cortes J.
,
O'Brien S.
,
Garcia-Manero G.
,
Pardanani A.
,
Akin C.
,
Faderl S.
,
Manshouri T.
,
Thomas D.
, and
Kantarjian H.
, Clin. Cancer Res. 2008 , 14 , 3906 .
10.
Keam S.J.
, BioDrugs , 2008 , 22 , 59 .
11.
Das J.
,
Chen P.
,
Norris D.
,
Padmanabha R.
,
Lin J.
,
Moquin R.V.
,
Shen Z.
,
Cook L.S.
,
Doweyko A.M.
,
Pitt S.
,
Pang S.
,
Shen D.R.
,
Fang Q.
,
de Fex H.F.
,
McIntyre K.W.
,
Shuster D.J.
,
Gillooly K.M.
,
Behnia K.
,
Schieven G.L.
,
Wityak J.
, and
Barrish J.C.
, J. Med. Chem. , 2006 , 49 , 6819 .
12.
Chen P.
,
Norris D. D.J.
,
Spergel S.H.
,
Wityak J.
,
Leith L.
,
Zhao R.
,
Chen B.C.
,
Pitt S.
,
Pang S.
,
Shen D.R.
,
Zhang R.
,
De Fex H.F.
,
Doweyko A.M.
,
McIntyre K.W.
,
Shuster D.J.
,
Behnia K.
,
Schieven G.L.
, and
Barrish J.C.
, Bioorg. Med. Chem. Lett. , 2004 , 14 , 6061 .
13.
Lee K.L.
,
Kim J.
,
Jeong K.W.
,
Lee K.W.
,
Lee Y.
,
Song J.Y.
,
Kim M.S.
,
Lee G.S.
,
Kim Y.
Bioorg. Med. Chem. , 2009 , 17 , 3152 .
14.
Zhao S.Y.
,
Mo S.W.
,
Chen Z.L.
,
Yue Y.
, and
Sun Y.
, J. Chem. Res. , 2009 , 198 .
15.
Zhao S.Y.
,
Shao Z.Y.
,
Qin W.M.
, and
Zhang D.Q.
, Chin. J. Org. Chem. , 2008 , 28 , 1676 .
16.
Tietze L.F.
,
Schneider C.
, and
Pretor M.
, Synthesis , 1993 , 1079 .
17.
Chen B.C.
,
Hao R.
,
Wang B.
,
Droghini R.
,
Lajeunesse J.
,
Sirard P.
,
Endo M.
,
Balasubramanian B.
, and
Barrish J.C.
, Arkivoc , 2010 , (vi ), 32 .
18.
Janiak C.
,
Deblon S.
, and
Uehlin L.
, Synthesis , 1999 , 959 .
19.
Hronowski L.J.J.
, and
Szarek W.A.
, Can. J. Chem. , 1985 , 63 , 2787 .
20.
Csuk R.
, and
von Scholz Y.
Tetrahedron , 1996 , 51 , 7193 .
21.
Fernandez F.
,
Garcia-Mer X.
,
Morales M.
, and
Rodriguez-Borges J.E.
, Synthesis , 2001 , 239 .
22.
Chen B.C.
,
Droghini R.
,
Lajeunesse J.
,
Dimarco J.D.
,
Galella M.
, and
Chidambaram R.
, US2006004067 , 2006 .
