Table of Contents
What is the structure of curcumin?
C21H20O6Curcumin / Formula
What kind of compound is curcumin?
In brief, curcumin is a diferuloylmethane with a crystalline yellow-orange colour, molecular weight of 368.39 g/mol, melting temperature of 183°C, and with the chemical formula C21H20O6.
What are the chemical properties of curcumin?
Physico-chemical Properties Curcumin is a yellowish crystalline, odourless powder (melting point 184-186°C), poorly soluble in water, petroleum ether and benzene; soluble in ethyl alcohol, glacial acetic acid and in propylene glycol; very soluble in acetone and ethyl ether.
Is curcumin a compound?
(1E,6E)-1,7-bis (4-hydroxy- 3-methoxyphenyl) -1,6- heptadiene-3,5-dioneCurcumin / IUPAC ID
Is curcumin polar or non polar?
In terms of polarity, curcumin is the most non polar, followed by DMC and BDMC (Figure 1).
Why is the enol form of curcumin more stable?
The proton-transfer of dissociation is associated with radical-scavenging mechanisms of curcumin. The curcumin structure containing enol form supposes to be more stable than diketo form. Curcumin has a potential singlet oxygen quencher at low conditions.
Why curcumin is not soluble in water?
It is water insoluble, mostly at 7 and acidic. It would be impossible to dissolve(solution) completely because of cellulose content present in curcumin powder.
What stabilizes the enol form?
hydrogen bonding – intramolecular hydrogen bonding can stabilize the enol form.
Which enol is most stable?
The 2,4-pentanedione enol form shown is the more stable enol, since the lone pair on the enol oxygen can delocalize across the five atoms to the electronegative carbonyl oxygen.
Why is enol more stable?
Resonance and hydrogen bonding increases enol content. Enolic form of phenol is more stable than keto form by -13 kcal/mole of energy hence phenol exist exclusively as an enol. Enolic tautomer is less polar due to intramolecular hydrogen bonds than the corresponding keto form.
Why keto form is more stable?
In most keto-enol tautomerisms, the equilibrium lies by far toward the keto form, indicating that the keto form is usually much more stable than the enol form, which can be attributed to the feet that a carbon-oxygen double bond is significantly stronger than a carbon-carbon double bond.
Why is keto more polar than enol?
Enolic tautomer is less polar due to intramolecular hydrogen bonds than the corresponding keto form. Any polar solvent would decrease the enolisation and favour keto form intramolecular hydrogen bonding stablized enol form by 7kcal/mole and resonance stabilizes enol form by 15 kcal/mole.
Why is enol unstable?
Enols are unstable for a couple reasons. First, the free electrons on the oxygen can act as a base or nucleophile for chemical reactions. More commonly, one must consider that any time you have an enol, it can undergo tautomerization, a conversion to what is called the keto form.
Why enol form is unstable?
Why are Enamines more reactive than enols?
Enolate is essentially more reactive than enol, its precursor because of its increased nucleophilicity. It can even react with weak electrophiles like alkyl halides and give alkylation at the alpha positions.
What is the biological activity and profile of metal complexes of curcumin?
However, the biological activity and profile of metal complexes of curcumin and its derivatives is highly complex and depends on a variety of factors, e.g., the selected metal, curcumin skeleton and its modifications, ancillary ligand(s), the shape of the resulting complex, exchange capability of the ligands, charge, and more.
Can curcumin be complexed by a transition metal?
A variety of metal ions can be complexed by the β-diketo-moiety of curcumin. The metal complexes so formed often possess a higher stability than the easily degraded curcumin itself. The first complexes of curcumin with medically valuable transition metals, such as Pd, Pt, Rh, and In, were published in 1997 [16].
What is meant by inert and labile complex?
Inert and Labile Complexes The metal complexes in which the rate of ligand displacement reactions is very fast and hence show high reactivity are called as labile Complexes and this property is termed as lability.
When was the first curcumin-transition metal complex published?
The first complexes of curcumin with medically valuable transition metals, such as Pd, Pt, Rh, and In, were published in 1997 [16]. In most cases the resulting complexes exhibited favorable biological activity compared with the parent ligands for a number of molecular targets.