||DFT Study of the Coordination of N-monochlorosubstituted Derivatives of the N-deprotonated Tautomer of the Biguanide
AÏDOTE François ,
KUEVI URBAIN AMAH ,
KPOTIN ASSONGBA GASTON ,
ATOHOUN Sylvain Guy Yacolé ,
||International Research Journal of Pure & Applied Chemistry
)=NH] constitute an important family of molecules used as
drugs in the treatment of diabetes. When R1
=H the molecule is named simply
“biguanide”. The five nitrogen atoms are potential coordination sites. Several experimental works
published in literature show that in complex state, therapeutic properties of the active molecules
increase considerably. In fact, the chlorine atom, a preferred substitute in pharmacy, improves the
effectiveness of these drugs by increasing their activities and also by reducing their side effects.
Recent experiments with Zinc complexes on diabetic animals have been very successful.
In the present work a theoretical study of the coordination of N-chlorine derivatives of Ndeprotonated tautomer of biguanide has been carried out. The aim is to determine, among the five
nitrogen and chlorine atoms, the site most favorable to the coordination of these ligands. This
determination is based on some coordination indicators.
The calculations were performed by the DFT / B3LYP method in the 6-31G (d, p) orbital basis set
with the Gaussian 09 and Gaussian 03 software. The DCENT-QSAR program was also used.
The results of the various calculations revealed the imine nitrogen atoms as the most favorable
coordination sites in the studied N-chlorosubstituted derivatives of N-deprotonated tautomeric
biguanide. Complexes of these ligands with Zn (II) were modelled. The chlorine atom proved
unfavorable to coordination.
||Coordination; N-chlorine derivatives; N-deprotonated; tautomer of biguanide; diabetes;
DFT / B3LYP; 6-31G (d, p) orbital basis set.
||110 - 25