Synthesis and conformation of dihistamine derivatives of cyclomaltoheptaose (β-cyclodextrin)

✍ Scribed by Vincenzo Cucinotta; Franca D'Alessandro; Giuseppe Impellizzeri; Graziella Vecchio

• Publisher: Elsevier Science
• Year: 1992
• Tongue: English
• Volume: 224
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(92)84096-b

✦ Synopsis

The three isomeric dihistamine derivatives of jkyclodextrin (cyclomaltoheptaose) have been prepared and investigated by 'H-and "C-n.m.r. spectroscopy. For each isomer, neither of the imidazole rings is included in the cavity, but a reciprocal influence of the histamine chains is observed, suggesting that they have an organised structure. EXPERIMENTAL /ICD (Sigma) was dried in DUCUU for 24 h at 90" by using a P205 trap. Pyridine was distilled after boiling under reflux over KOH for 10 h and over BaO for 12 h. NJ-Dimethylformamide was distilled under reduced pressure after boiling under reflux over CaH, for 10 h. Each solvent was collected over molecular sieves.

T.1.c. was carried out on silica gel plates (Merck 60 F,,). CD derivatives were detected with U.V. light and the anisaldehyde reagent", and histamine derivatives by the Pauly test '* Merck Lichroprep was used for reverse-phase column .