9th International Congress on Nutrition & Health
Curcumin – a multifunctional compound
from natural sources and current state of its
research
Zorka D. Stanic
Faculty of Science
University of Kragujevac
February 20-21, 2017 Berlin, Germany
• When/how interest related to curcumin started :
Human
Scientific community
My research group
Evolution of the number of publications related to curcumin
a) 1871 – 2015
b) 2000 – 2015
(source: SciFinder Scholar)
Turmeric, Curcuma longa L.
O O
O O
CH2
HO OH
CURCUMIN
1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-
1,6-diene-3,5-dione
Basics of the chemical and biochemical properties of
curcumin
Curcumin
(75%)
Turmeric
DMCur BDMCur
(20%) (5%)
DMCur – demethoxycurcumin
BDMCur - bisdemethoxycurcumin Keto-enol tautomerism of curcumin
main degradation
product at pH 3-10
trans-6-(4-hydroxy-3-methoxyphenyl)-2,4-dioxo-5-hexenal
H3Cur → H2Cur- + H+, pKa1= 8.38 0.04
(acetylacetone group)
H2Cur- → HCur2- + H+, pKa2 = 9.88 0.02
(hydrogen from the phenol group)
HCur2- → Cur3- + H+, pKa3 = 10.51 0.01
(hydrogen from the phenol group)
O OH
O O
Curcumin
HO OH
O OH
O O
-OOC O OH
O
OH Curcumin glucuronide
HO
OH
O OH
O O
-O3SO
Curcumin sulphate
OH
Chemical structures of
O OH the major metabolites of
O O
curcumin inside the body
HO OH
Tetrahydrocurcumin
O OH
O O
HO OH
Hexahydrocurcumin
OH OH
O O
HO OH
Hexahydrocurcuminol
Electrochemical properties of curcumin and its
bioactivity
Mechanism of curcumin
electrooxidation Antioxidant mechanism of curcumin –carbon-
centered radical scavenging activity
The most recent curcumin investigations and their contributions
Multiple biological activities of curcumin
The most recent curcumin investigations and their contributions
solubility poor absorption
stability rapid elimination from
rapid metabolism the body
Solutions?
Enhancing the nutraceutical bioavailability of curcumin
How?
Formulations Effects
Starch nanoparticle Increases water solubility
Increases stability
Retains antioxidant activity
Mixed surfactant aggregate Increases water solubility
P Increases stability
O Increases antioxidant activity
Chitosan-tripolyphosphate nanoparticle Increases stability
S Prolonged release
S Solid lipid nanoparticle Increases water solubility
Increases stability
I Multilayer nanoemulsion Increases stability
B Lipid nanoemilsion Increases stability
Chitosan hydrogel Prolonged release
L Chitosan-gumarabic nanoparticle Increases stability
E Increases antioxidant activity
Prolonged release
Polyacrylamide-grafted-xanthan gum nanoparticle High gastric resistance
S Increases pH-dependent solubility
O-carboxymethyl chitosan/fucoidan nanoparticle Increases cellular uptake
O Low density lipoprotein/pectin nanogels pH-depended controlled release
L Nanoencapsulation by milk fat/sodium caseinate Increases antioxidant activity
U Mixed colloidal, protein and lipid nanoparticle Increases stability
Increases bioaccessibility
T Zein colloidal particle Increases stability
Limits free radical induced
I oxidation
O Corn oil-in-water emulsion Increases oral bioavailability
N
S
• Additional activities of curcumin
Nutrition supplement
Photo-inactivation of fungal spores
• Curcumin helps in the analysis of different indispensable
substances
Conclusion
Useful suggestions for nutrition and health
• “Turmeric belongs to the group of the healthiest beneficial
spices on the planet.”
• Turmeric and its primary polyphenol – curcumin provide
more than 600 potential health benefits! (MEDLINE)
• HOW TO INCREASE TURMERIC’S BIOAVAILABILITY?
Always mix with black pepper
Add a healthy fat to turmeric
Heat increases turmeric’s bioavailability
Thank you for your attention
“let food be thy medicine and medicine be thy food”
Hippocrates