Relatamos a síntese de 24 adutos de Morita-Baylis-Hillman (3a-3l/6a-6l) usando irradiação de microondas a 80 o C ou protocolo convencional a 0 o C para promover reações entre aldeídos aromáticos e acrilato de metila ou acrilonitrila (81-99%). Provamos que a reação de formação do acrilato de 2-hidroxi(4-bromofenil)metila é reversível a 120 o C.It is reported the synthesis of 24 Morita-Baylis-Hillman adducts (3a-3l/6a-6l) using microwave irradiation at 80 o C or conventional protocol at 0 o C to promote the reactions between aromatic aldehydes and methyl acrylate or acrylonitrile (81-99%). It is shown that the reaction of 2-hydroxy(4-bromophenyl)methyl acrylate formation is reversible at 120 o C.

In the present work we described improvements in the 1-7 antiparasitic Morita-Baylis-Hillman Adducts synthesis and their antimitotic activity on sea urchin embryonic cells. The 2-[Hydroxy(2-nitrophenyl)methyl]acrylonitrile (1) and 2-[Hydroxy(4-bromophenyl) methyl]acrylonitrile (4) were the most effective compounds to block the progression to embryonic morula stage (EC(50) = 75.8 μM and 72.6 μM, respectively). Compounds 1 and 4 were also effective in blocking the first cell division but to a lesser extent. The 2-[Hydroxy(pyridin-4-yl)methyl]acrylonitrile (7) exhibited a strong inhibition of cell divisions and progression to the first cleavage and morula stage. Fluorescent dye extrusion assay suggests that these adducts are not ABC protein substrates, which confers an additional interest in these new class of potential anticancer drugs.

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Synthesis, Evaluation Against Leishmania amazonensis and Cytotoxicity Assays in Macrophages of Sixteen New Congeners Morita-Baylis-Hillman Adducts.-Adducts (III) and (V) are prepared in satisfactory to very good yields by using the "one-pot" Morita-Baylis-Hillman reaction between acrylates (I) or (IV) and aromatic aldehydes (II) in the presence of DABCO as promoter. All new adducts are active against L. amazonensis. Compounds (IIIa) and (Va) are the most effective and as safe evaluated compounds. Any evident relationship between the lipophilicity and bioactivity of the adducts is not detected. -(SILVA, F. P. L.; DE ASSIS, P. A. C.; JUNIOR, C. G. L.; DE ANDRADE, N. G.; DA CUNHA, S. M. D.; OLIVEIRA, M. R.; VASCONCELLOS*, M. L. A. A.; Eur. J. Med. Chem. 46 (2011) 9, 4295-4301, http://dx.