engleski

Self-assembling of dihydroxypropyl 5, 6-dihydrothymine derivatives

(R, S)-1-(2', 3'-Dibenzoyloxypropyl)-5, 6-dihydrothymine (2) was synthesized from (R, S)-1-(2', 3'-dihydroxypropyl)-5, 6-dihydrothymine and its structure has been analyzed by X-ray diffraction, NMR and FTIR spectroscopic methods. The molecular structure and supramolecular assembling of 2 is compared with the structure of its dimesyloxypropyl analogue (1). Compound 1 crystallizes as cocrystal of two diastereoisomers, while 2 crystallizes as a racemic mixture. Main hydrogen-bonded motif in both compounds is dimer formed by pair of N-H•••O(=C) hydrogen bonds, which are further linked by C-H•••O hydrogen bonds. Phenyl rings of dibenzoyldihydropyrimidine moieties of 2 participate also in supramolecular aggregation via three C-H•••Pi interactions. Hydrogen bonding as driving force of 2 self-assembly was proving by the NMR and FTIR spectroscopy.

5 ; 6-Dihydrothymine derivatives ; X-ray diffraction ; Self-assembly ; Acyclic nucleosides ; Aliphatic nucleosides ; Antiviral and antitumor activities

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