Theoretical study on interactions of β-cyclodextrin with helicobacter pylori eradicating agent (TG44)
The inclusion complex of β -cyclodextrin ( β -CD) and 4-methylbenzyl-4′-[trans-4- (guanidinomethyl)cylohexylcarbonyloxy]-biphenyl-4-carboxlylate monohydrochloride ( TG 44) had been investigated by using densify functional theory (DFT) and PM3 semiempirical method. The results indicate that the β -CD...
Saved in:
Published in | Journal of molecular modeling Vol. 17; no. 4; pp. 913 - 920 |
---|---|
Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
Berlin/Heidelberg
Springer-Verlag
01.04.2011
|
Subjects | |
Online Access | Get full text |
Cover
Loading…
Summary: | The inclusion complex of
β
-cyclodextrin (
β
-CD) and 4-methylbenzyl-4′-[trans-4- (guanidinomethyl)cylohexylcarbonyloxy]-biphenyl-4-carboxlylate monohydrochloride (
TG
44) had been investigated by using densify functional theory (DFT) and PM3 semiempirical method. The results indicate that the
β
-CD includes predominantly the biphenyl moiety of
TG
44, and the inclusion complex formed by
TG
44 entering into the cavity of
β
-CD from its narrow side (the primary hydroxyl group side) is more stable than that formed by
TG
44 entering into the cavity of
β
-CD from its wide side (the secondary hydroxyl group side). The negative enthalpy changes calculated from the statistical thermodynamic calculations at 1 atm and 298.15 K suggest that the inclusion complexes are favored enthalpy-driven processes. The molecular modeling results are in good agreement with the experiment for 2D
1
H–
13
C H HETCOR spectroscopic and H-NMR spectroscopic observations.
Figure
β-cyclodextrin with helicobacter pylori eradicating agent (TG44) |
---|---|
ISSN: | 1610-2940 0948-5023 |
DOI: | 10.1007/s00894-010-0781-x |