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Synthesis of 4,4-Disubstituted 3-Methylidenechroman-2-ones as Potent Anticancer Agents.
Jakubowski R, Pomorska DK, Długosz A, Janecka A, Krajewska U, Różalski M, Mirowski M, Bartosik T, Janecki T. Jakubowski R, et al. ChemMedChem. 2017 Apr 20;12(8):599-605. doi: 10.1002/cmdc.201700080. Epub 2017 Mar 22. ChemMedChem. 2017. PMID: 28258688
The resulting 3-diethoxyphosphorylochromen-2-ones proved to be effective Michael acceptors in reactions with various Grignard reagents. Preliminary biological evaluations showed that many of the synthesized 3-methylidenechroman-2-ones possess very high cytotoxic activity a …
The resulting 3-diethoxyphosphorylochromen-2-ones proved to be effective Michael acceptors in reactions with various Grignard reagent …
Synthesis and biological evaluation of α-methylidene-δ-lactones with 3,4-dihydrocoumarin skeleton.
Modranka J, Albrecht A, Jakubowski R, Krawczyk H, Różalski M, Krajewska U, Janecka A, Wyrębska A, Różalska B, Janecki T. Modranka J, et al. Bioorg Med Chem. 2012 Aug 15;20(16):5017-26. doi: 10.1016/j.bmc.2012.06.022. Epub 2012 Jun 19. Bioorg Med Chem. 2012. PMID: 22789709
Friedel-Crafts alkylation of phenols or naphthols using ethyl 3-methoxy-2-diethoxyphosphorylacrylate in the presence of trifluoromethanesulphonic acid gave 3-diethoxyphosphorylchromen-2-ones. These compounds were employed as Michael acceptors in the reaction with Grignard …
Friedel-Crafts alkylation of phenols or naphthols using ethyl 3-methoxy-2-diethoxyphosphorylacrylate in the presence of trifluoromethanesulp …
4-Methylideneisoxazolidin-5-ones--a new class of alpha-methylidene-gamma-lactones with high cytostatic activity.
Janecki T, Wasek T, Rózalski M, Krajewska U, Studzian K, Janecka A. Janecki T, et al. Bioorg Med Chem Lett. 2006 Mar 1;16(5):1430-3. doi: 10.1016/j.bmcl.2005.11.032. Epub 2005 Nov 28. Bioorg Med Chem Lett. 2006. PMID: 16314098
The target compounds were synthesized starting from ethyl 2-diethoxyphosphoryl-2-alkenoates 6 or dicyclohexylammonium 4-diethoxyphosphoryl-2-alkenoates 7. Addition of N-methylhydroxylamine hydrochloride to these Michael acceptors, lactonization to 4-diethoxyphosphorylisoxa …
The target compounds were synthesized starting from ethyl 2-diethoxyphosphoryl-2-alkenoates 6 or dicyclohexylammonium 4-diethoxyphosphoryl-2 …
Synthesis and cytotoxic evaluation of beta-alkyl or beta-aryl-delta-methyl-alpha-methylene-delta-lactones. Comparison with the corresponding gamma-lactones.
Albrecht L, Wojciechowski J, Albrecht A, Wolf WM, Janecka A, Studzian K, Krajewska U, Rózalski M, Janecki T, Krawczyk H. Albrecht L, et al. Eur J Med Chem. 2010 Feb;45(2):710-8. doi: 10.1016/j.ejmech.2009.11.018. Epub 2009 Nov 14. Eur J Med Chem. 2010. PMID: 19962797
The elaborated synthetic protocol includes pyrrolidine-catalyzed Michael addition of acetone, diastereoselective reduction of the carbonyl group, lactonization and finally the Horner-Wadsworth-Emmons reaction with formaldehyde. ...
The elaborated synthetic protocol includes pyrrolidine-catalyzed Michael addition of acetone, diastereoselective reduction of the car …