A novel folic acid-beta-cyclodextrin (beta-CD) conjugate was synthesized and preliminarily characterized by (1)H NMR, ESI-MS, and MALDI-MS. (1)H NMR shows the presence of alpha- and gamma-conjugates which are generated by beta-CD linkage in turn with both carboxylic functions of folic acid. Moreover ROESY evidences supramolecular interactions between the benzene ring of the folic acid and the beta-CD cavity. DOSY suggests that ethylenediamine derived beta-CD-folic acid forms a colloidal dispersion difficult to purify from free folic acid. An analysis of self-diffusion coefficient (D(s)) of the three species (alpha-, gamma-conjugates, and free folic acid) and relaxation times (T(1) and T(2)) is reported to tentatively explain the colloidal behaviour of the new species in an aqueous solution.
SYNTHESIS AND CHARACTERIZATION OF A COLLOIDAL NOVEL FOLIC ACID-BETA CYCLODEXTRIN CONJUGATE FOR TARGETED DRUG DELIVERY
AVERSA, Maria Chiara;CORSARO, CARMELO;STANCANELLI, Rosanna;MAZZAGLIA, ANTONINO
2011-01-01
Abstract
A novel folic acid-beta-cyclodextrin (beta-CD) conjugate was synthesized and preliminarily characterized by (1)H NMR, ESI-MS, and MALDI-MS. (1)H NMR shows the presence of alpha- and gamma-conjugates which are generated by beta-CD linkage in turn with both carboxylic functions of folic acid. Moreover ROESY evidences supramolecular interactions between the benzene ring of the folic acid and the beta-CD cavity. DOSY suggests that ethylenediamine derived beta-CD-folic acid forms a colloidal dispersion difficult to purify from free folic acid. An analysis of self-diffusion coefficient (D(s)) of the three species (alpha-, gamma-conjugates, and free folic acid) and relaxation times (T(1) and T(2)) is reported to tentatively explain the colloidal behaviour of the new species in an aqueous solution.Pubblicazioni consigliate
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