Phenolic acids and its methoxy derivatives are known to induce caspase-mediated apoptosis activity and exhibit cytotoxic effect towards various cancer cell lines. However, their low stability and poor bioavailability in the human organism extensively restrict the utility of this group of compounds as anticancer and health-promoting agents. In this report, a series of eight novel phosphatidylcholines (3a-b, 5a-b, 7a-b, 8a-b) containing anisic or veratric acids (1a-b) at sn-1 and/or sn-2 positions were synthesized. The phenoylated phospholipids were obtained in good yields 28–66%. The structures of novel compounds were determined by their spectroscopic data. All synthesized compounds were evaluated for their antiproliferative activity towards six cancer cell lines and normal cell line Balb/3T3. Lipophilization of phenolcarboxylic acids significantly increased their anticancer properties. The asymmetrically substituted phenoylated phosphatidylcholines exhibited higher antiproliferative effect than free acids. Lysophosphatidylcholine (7b) effectively inhibited the proliferation of human leukaemia (MV4-11), breast (MCF-7), and colon (LoVo) cancer cell lines at concentrations of 9.5–20.7 µm and was from 19 to 38-fold more active than corresponding free veratric acid. The conjugation of anisic/veratric acids with the phosphatidylcholine have proved the anticancer potential of these phenolcarboxylic acids and showed that this type of lipophilization is an effective method for the production of active biomolecules.

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A series of eight novel phosphatidylcholines containing CA or 3-OMe-CA acids (3a-b, 5a-b, 9a-b, 10a-b) at sn-1 and/or sn-2 positions were synthesized and tested for their antiproliferative activity against selected cancer cell lines.

An efficient synthesis of bromofunctionalized 2,6-methano- and 1,5-methano-benzomorphanones, starting from easily available 6-benzyl-3,6-dihydropyridin-2(1H)-ones, is described. Furthermore, the synthesis of bridged benzomorphanones with hitherto not known polycyclic systems containing 2- or 3-azabicyclo[4.1.0]heptane units is developed upon treatment of both 2,6- and 1,5-methanobromobenzomorphans with t-BuOK. The effects of substituents on the diversity and stereoselectivity of both transformations are studied.

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Complexes of Ni(II) and Co(II) of the formulae [Ni(H 2 O) 4 (pht) 2 ] (1) and [Co(H 2 O) 4 (pht) 2 ]Á1,5NH 3 ÁH 2 O (2) (where pht = phenotoinate anion) were obtained and characterized physicochemically. [Ni(H 2 O) 4 (pht) 2 ](1) crystallizes in a monoclinic space group P2 1 /c; a = 11.7358(8), b = 11,1250(8), 11.4182(7) Å ; b = 97.076(5)°; V = 1479.41 Å 3 ; Z = 2. The environment around the nickel and cobalt ions can be described as a distorted octahedron. The metal ion was found to bind to four water molecules and two nitrogen atoms derived from two anions of the monodentate phenytoinate. Four intramolecular hydrogen bonds designated as S(6) graph set are found in one [Ni(H 2 O) 4 (pht) 2 ] (1) molecule. Two chain HB patterns, constructed by the [Ni(H 2 O) 4 (pht) 2 ] molecules extending along the c and b axes, respectively, have been observed. The cobalt complex precipitates with the additional solvent molecules: one and a half of ammonia and one water. The results document the preferential binding of hydantoins to the metal ions through N(3) atom.