Inclusion reactions of β-cyclodextrin and its derivatives with cinnamaldehyde in Cinnamomum loureirii essential oil

European Food Research and Technology

Volumn 230, Issue 4, 2010, Pages 543-550

  Jiang, Shan ^a   Li, Jia Nuo ^b   Jiang, Zi Tao ^b  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

^b TIANJIN UNIVERSITY OF COMMERCE   (China)

Author keywords

Cinnamaldehyde (CA); Cinnamomum loureirii essential oil (CEO); Cyclodextrin derivative; Inclusion reaction; Molecular modeling

Indexed keywords

CINNAMALDEHYDE; CINNAMALDEHYDE (CA); CYCLODEXTRIN DERIVATIVES; ENTROPIC CONTRIBUTIONS; INCLUSION ABILITY; INCLUSION CONSTANT; INCLUSION REACTION; MODEL CALCULATIONS; MOLAR RATIO; NEUTRAL PH; PERFORMANCE PARAMETERS; SPECTROFLUORIMETRY; THERMODYNAMIC MEASUREMENTS; THERMODYNAMIC PARAMETER;

ALDEHYDES; DERIVATIVES; MOLECULAR MODELING; STOICHIOMETRY; SULFUR COMPOUNDS; THERMODYNAMICS; THREE DIMENSIONAL;

DATA STORAGE EQUIPMENT;

CINNAMOMUM;

EID: 76149117753     PISSN: 14382377     EISSN: 14382385     Source Type: Journal    
DOI: 10.1007/s00217-009-1192-z     Document Type: Article

References (20)

1. Jiang ZT, Li R, Wang Y (2008) Essential oil composition of Cinnamomum loureirii grown in China extracted by supercritical fluid extraction. J Essent Oil Bearing Plants 11: 267-270.
2. Jullian C, Miranda S, Zapata-Torres G, Mendizabal F, Olea-Azar C (2007) Studies of inclusion complexes of natural and modified cyclodextrin with (+) catechin by NMR and molecular modeling. Bioorg Med Chem 15: 3217-3224.
3. Del Valle EMM (2004) Cyclodextrins and their uses: a review. Process Biochem 39: 1033-1046.
4. Singh M, Sharma R, Banerjee UC (2002) Biotechnological applications of cyclodextrins. Biotechnol Adv 20: 341-359.
5. Brewster ME, Neeskens P, Peeters J (2007) Solubilization of itraconazole as a function of cyclodextrin structural space. J Incl Phenom Macrocycl Chem 57: 561-566.
6. Lee BJ, Choi HG, Kim CK, Parrott KA, Ayres JW, Sack RL (1997) Solubility and stability of melatonin in propylene glycol and 2-hydroxypropyl-beta-cyclodextrin vehicles. Arch Pharm Res 20: 560-565.
7. Loftssona T, Jarvinen T (1999) Cyclodextrins in ophthalmic drug delivery. Adv Drug Deliv Rev 36: 59-79.
8. Perez F, Jaime C, Sanchez-Ruiz X (1995) MM2 calculations on cyclodextrins: multimodal inclusion complexes. J Org Chem 60: 3840-3845.
9. Burkert U, Allinger NL (1982) Molecular mechanics, ACS monograph 177. American Chemical Society, Washington, D. C.
10. Dudek MJ, Ponder JW (1995) Accurate modeling of the intramolecular electrostatic energy of proteins. J Comput Chem 16: 791-816.
11. Wang Y, Jiang ZT, Li R (2009) Complexation and molecular microcapsules of Litsea cubeba essential oil with β-cyclodextrin and its derivatives. Eur Food Res Technol 228: 865-873.
12. Guthrie JP, Cooper KJ, Cossar J, Dawson BA (1984) The retroaldol reaction of cinnamaldehyde. Can J Chem 62: 1441-1445.
13. Yuan LB, Gao ZX, Chen HB, Jiang WF (2006) Organic chemistry. High Education Press, Beijing, pp 288-289.
14. Tong LH (2001) Cyclodextrin chemistry-theory and application. The Science Press, Beijing, pp 145-148.
15. Karathanos VT, Mourtzinos I, Yannakopoulou K, Andrikopoulos NK (2007) Study of the solubility, antioxidant activity and structure of inclusion complex of vanillin with β-cyclodextrin. Food Chem 101: 652-658.
16. Tommasini S, Raneri D, Ficarra R, Calabro ML, Stancanelli R, Ficarra P (2004) Improvement in solubility and dissolution rate of flavonoids by complexation with β-cyclodextrin. J Pharm Biomed 35: 379-387.
17. Tong LH (2001) Cyclodextrin chemistry-theory and application. Science Press, Beijing, pp 163-176.
18. He J, Li WJ (2009) Complex formation of cinnamaldehyde-methyl-β-cyclodextrin and muscone-methyl-β-cyclodextrin by supercritical carbon dioxide processing and sealed heating method. J Incl Phenom Macrocycl Chem 63: 61-68.
19. Jesus MB, Matos APL, Fraceto LF, Takahata Y, Lino AC, Jaime C, Paula E (2006) Theoretical and experimental study of a praziquantel and β-cyclodextrin inclusion complex using molecular mechanic calculations and 1H-nuclear magnetic resonance. J Pharm Biomed 41: 1428-1432.
20. Liu L, Guo QX (1999) Novel prediction for the driving force and guest orientation in the complexation of α- and β-cyclodextrin with benzene derivatives. J Phys Chem B 103: 3461-3467.