Molecular modeling investigations of Eugenol- Cyclodextrins inclusion complexes Wichuta Roekmongkol Jaruwan Wisarnmetinee Luckhana Lawtrakul Sirindhorn International Institute of Technology, Thammasat university Pure and Applied Chemistry International Conference 2013
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Wichuta Roekmongkol Jaruwan Wisarnmetinee Luckhana Lawtrakul Sirindhorn International Institute of Technology, Thammasat university Pure and Applied Chemistry.
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Molecular modeling investigations of Eugenol-
Cyclodextrins inclusion complexes
Wichuta RoekmongkolJaruwan Wisarnmetinee
Luckhana Lawtrakul
Sirindhorn International Institute of Technology, Thammasat university
Pure and Applied Chemistry International Conference 2013
Eugenol (EG)• 2-methoxy-4-(2-propen-1-yl)phenol
• Main component extracted from clove oil and other essential
oils.
Clove
Sweet basil Cinnamon leavesEugenol
Extraction
Products
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Light sensitiveEasily to volatile and oxidized
Cyclodextrins (CD)
• Cyclic oligosaccharide consists of several units of D-glucopyranose
D-Glucopyranose unit Truncated cone Cyclodextrins
Secondary hydroxyl group
Primary hydroxyl group
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Hydrophobic cavity and hydrophilic outer surface
Application of CD
• Stabilizing agents, solubilizing agents, to obtain
sustained release of drugs and fragrances.
• Pharmaceutical products and food production.
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Cyclodextrins (CD)
Cyclodextrin Glucopyranose units
Solubility in water at
25°C (mg/L)
Indicative bulk price
($US/kg)
Alpha-CD (αCD) 6 145 45
Beta-CD (βCD) 7 18.5 5
Gamma-CD (γCD) 8 232 80
Hydroxy-propyl βCD (HPβCD)
7 > 600 300
Methylated βCD (MβCD)
7 > 500 350
http://www.eurocdsoc.com/index.php?option=com_content&view=article&id=67 (cited on Oct 23rd 2012)
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Inclusion complex of EG-CD
• to protect EG from degradation.
• dynamic equilibrium, not permanent.
• Van der Waals, hydrophobic interaction and hydrogen
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References
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