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Stabilizing Effect of Chitosan on Curcumin from the Damaging Action of Alkaline pH and Ultraviolet Light


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1 Integrated Pharmaceuticals Inc. 310, Authority Dr, Fitchberg, MA 01420, United States
     

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The naturally available biopolymer, chitosan (MW = 10 kD) binds to yellow herbal spice, curcumin with high affinity (Ka ~ 400 μM) and moderate capacity (n∼20 Mole/Mole of Chitosan) at considerably high pH (pH∼10.5, 0.1 M NaBO3). Binding is pH sensitive and reduces nearly to zero at the acidic range (pH∼5.0). The presence of high salt (0.1 M-2.0 M NaCl) does not alter the binding affinity (Ka) rather increases the capacity ∼12 %. Interestingly, the affinity (Ka) remains unaltered even when the chitosan was coated on powdered Talc surface causing ∼ 40% reduction in binding capacity (n). The chitosan-curcumin complex formed at high pH shows remarkable stability at pH 7.0 - 10.5 and in high salt concentrations (1.0 M - 4.0 M NaCl) showing least dissociation effect. Lowering the pH (<7.0) enables the complex to dissociate efficiently. The bound curcumin remains chemically unaltered when analyzed by high-pressure liquid chromatography (HPLC). As per logical expectation, the glucosamine unit within chitosan molecule participates in the binding process as evidenced by dose-dependent enhancement of optical density (O.D.) (λ = 440 nm) of curcumin in the presence of glucosamine at pH - 8.5. The thin layer chromatography (TLC) of glucosamine-curcumin complex confirms the chemically unaltered state of curcumin within the complex. The enhancement of O.D. in basic environment by glucosamine was unnoticed in acidic condition, pH ∼ 4.8. Perhaps, protonation (-NH3+) of the - NH2(s) within sugar moiety in acidic environment hinders curcumin to interact. As for interest, the complexed curcumin molecule in chitosan or glucosamine acquires substantial stability from the alkaline pH (∼10.5) or UV damage (λ∼240 nm).

Keywords

Binding Isotherm, Chitosan, Curcumin, Glucosamine, Scatchard Analysis, Stability, UV Light.
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  • Stabilizing Effect of Chitosan on Curcumin from the Damaging Action of Alkaline pH and Ultraviolet Light

Abstract Views: 175  |  PDF Views: 2

Authors

Sankar P. Mitra
Integrated Pharmaceuticals Inc. 310, Authority Dr, Fitchberg, MA 01420, United States

Abstract


The naturally available biopolymer, chitosan (MW = 10 kD) binds to yellow herbal spice, curcumin with high affinity (Ka ~ 400 μM) and moderate capacity (n∼20 Mole/Mole of Chitosan) at considerably high pH (pH∼10.5, 0.1 M NaBO3). Binding is pH sensitive and reduces nearly to zero at the acidic range (pH∼5.0). The presence of high salt (0.1 M-2.0 M NaCl) does not alter the binding affinity (Ka) rather increases the capacity ∼12 %. Interestingly, the affinity (Ka) remains unaltered even when the chitosan was coated on powdered Talc surface causing ∼ 40% reduction in binding capacity (n). The chitosan-curcumin complex formed at high pH shows remarkable stability at pH 7.0 - 10.5 and in high salt concentrations (1.0 M - 4.0 M NaCl) showing least dissociation effect. Lowering the pH (<7.0) enables the complex to dissociate efficiently. The bound curcumin remains chemically unaltered when analyzed by high-pressure liquid chromatography (HPLC). As per logical expectation, the glucosamine unit within chitosan molecule participates in the binding process as evidenced by dose-dependent enhancement of optical density (O.D.) (λ = 440 nm) of curcumin in the presence of glucosamine at pH - 8.5. The thin layer chromatography (TLC) of glucosamine-curcumin complex confirms the chemically unaltered state of curcumin within the complex. The enhancement of O.D. in basic environment by glucosamine was unnoticed in acidic condition, pH ∼ 4.8. Perhaps, protonation (-NH3+) of the - NH2(s) within sugar moiety in acidic environment hinders curcumin to interact. As for interest, the complexed curcumin molecule in chitosan or glucosamine acquires substantial stability from the alkaline pH (∼10.5) or UV damage (λ∼240 nm).

Keywords


Binding Isotherm, Chitosan, Curcumin, Glucosamine, Scatchard Analysis, Stability, UV Light.