Selma spirtovic-halilovic , Davorka zavrsnik , Belma imamovic, Ervina becic
Having in mind the results of our previous work, which suggested antimicrobial activity of 3-substitueted derivatives of 4-hydroxycoumarins containing a chalcone moiety, we carried out the synthesis of new derivatives. Those compounds are potential drugs and it is important to investigate their lipophilicity. We experimentally calculated the value of the distribution coefficient (logD7.4) for two derivatives with satisfactory solubility and activity, 3-(3-(2-nitrophenyl)prop-2-enoyl)-2H-1-benzopyran-2-one and 3-(3-(4-bromphenyl)prop-2-enoyl)-2H-1-benzopyran-2-one. logD at pH 7.4 (logD7.4) is closely related to the transport properties of drugs and their interaction with receptors.
The results of experimental calculation of logD7.4 value of by the shaking method, on pH = 7.40 using three different ratios of division phases (1:25, 1:50, 1:75), showed the medium logD7.4 value of 1.78 for 3-(3-(2-nitrophenyl)prop-2-enoyl)-2H-1-benzopyran-2-one and 2.15 for 3-(3-(4-bromphenyl)prop-2-enoyl)-2H-1-benzopyran-2-one. Investigated substances are have optimal value of logD7.4 (1 < logD7.4 < 3) for good absorption per of and for good activity in CNS.
