Clathrate-type complexation of cephalosporins with beta-naphthol

Citation
Gj. Kemperman et al., Clathrate-type complexation of cephalosporins with beta-naphthol, CHEM-EUR J, 5(7), 1999, pp. 2163-2168
Citations number
14
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
5
Issue
7
Year of publication
1999
Pages
2163 - 2168
Database
ISI
SICI code
0947-6539(199907)5:7<2163:CCOCWB>2.0.ZU;2-G
Abstract
The cephalosporin derivatives cephradine, cephalexin, cefaclor, and cefadro xil form complexes with beta-naphthol, provided water is present. The cryst al structures of these complexes have been determined by single-crystal X-r ay diffraction, The complexes appear to be inclusion compounds of the clath rate type. In all cases, the cephalosporin molecules play the role of host, while beta-naphthol is the guest molecule. Water molecules, which are acco mmodated in the crystal, play an essential role in the interaction between the guest and host molecules. Cephradine, cephalexin, and cefaclor form iso morphous complexes with beta-naphthol, whereas cefadroxil crystallizes in a different morphology. The crystal structures are described in detail and d iscussed in terms of hydrogen-bonding, van der Waals and electrostatic inte ractions. The structure of the cefadroxil complex is basically different fr om that of the other three complexes, although there are notable structural similarities.