Herein, a selected set of chiral N1-(4-oxochromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones (7a-k / 8a-k) were prepared via direct interaction of L-alpha-amino esters with N1-(4-oxochromen-7-yl) nitrile imines (generated in situ from their hydrazonoyl chloride precursors 5a,b by the action of triethylamine). These novel dihydrotriazinone-flavone hybrid compounds (7), their 2- methylchromenone analogs (8) and the L-proline homologs (9,10) were characterized by microanalytical and spectral (HRMS and NMR) data. Compounds 7a and 7i displayed good activity against (MCF-7) breast cancer.
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CNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, FranceCNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, France
Sanière, L
Schmitt, M
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CNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, FranceCNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, France
Schmitt, M
Pellegrini, N
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CNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, FranceCNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, France
Pellegrini, N
Bourguignon, JJ
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CNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, FranceCNRS, UMR 7081, Lab Pharmocochim Commun Cellulaire, Fac Pharm, F-67400 Illkirch, France