Veselovska M. Modification of 3,4(6,7)(7,8)-substituted coumarins by aminoacids and peptides

3,4(6,7)(7,8)-Substituted coumarins, cytisine. The synthesis of the new furocoumarin, dihydropyranocoumarin and spyrodihydropyranochromen-2-one systems, their modification by aminoacids, peptides and cytisine. Furocoumarins were synthesised by joining furano-cycle exclusively behind 6,7 position of coumarin system. Applying reduction of chromanon by Clemmensen and Pechmann condensation to join a-pyron to chromanon dihydropyranocoumarins were obtained. Spyrodihydropyranochromen-2-ones were obtained by condensation of spyrochromanol and esters of b-ketoacids with concentrate sulfuric acid. Coumarin systems were modified by farmacofor groups of amino acid and peptide origin. For this the method of activated esters and method of symmetric anhydrides were applied. Interaction of benzopyran-2-thiones with hydrazine and hydroxylamine gave hydrazones and oxymes spyrodihydropyranochromen-2-one systems. Hydrazones and oxymes of spyrodihydropyranochromen-2-ones were modified by isocyanates and isothiocyanates to introduce new farmacofor (thio)carbomoilic fragments. To create new biological active compounds the structure of cytisine and furocoumarin were combined in one molecule. Sphere of use is bioorganic chemistry.