ศูนย์นวัตกรรมเทคโนโลยีหลังการเก็บเกี่ยว

Solution structure of imazalil / b-cyclodextrin

Consonni R.; Recca T.; Dettori M.A.; Fabbri D. and Delogu G.

5th International Postharvest Symposium . Volume of Abstract . Verona, Italy 6-11 June 2004, p.120

2004

บทคัดย่อ

In a previous article we have used the b-cyclodextrin (bCD), a commercially cheap cycloheptaamylose, as biopolimeric matrix for the inclusion of imazalil (IMZ), a valuable fungicide used in post-harvest treatment 1. A simple, efficient and non expensive preparation of complex inclusion, in equimolar ratio, has been perfected in water. It involved not functional modification neither in the active agent nor in the bCD.

Controlled release of the IMZ, included into the biopolymeric no toxic matrix, had an efficacy comparable or better than IMZ fungicide in the post-harvest treatment against Penicillium decay in citrus fruit, it reduced mammalian toxicity, reduced pesticide contamination of the environment and extended duration of effectiveness of agrochemical at a constant level.

The present research has involved the investigation of the bCD-IMZ complex in aqueous solution by NMR techniques in combination with computational methods 2. Reasonable water solubility of the inclusion complex gave feasible spectroscopic experiments and it provided further experimental evidence of the true complex since free IMZ is water unsoluble.

Two diastereomericbCD-IMZ complex have been observed as well as the presence of a priviliged conformer. The solution structure of the complex was determined by NMR techniques in combination with computational methods that allowed to obtain important information concerning the entrance of the IMZ into the bCD toroid. The aromatic ring is deeply inserted in the cavity while the imidazole ring and the allyl group should be excluded form the cavity but, involved each other in a strong interaction.