Synthesis of monofunctional curcumin derivatives, clicked curcumin dimer, and a PAMAM dendrimer curcumin conjugate for therapeutic applications.
Curcumin, the primary active ingredient in the spice turmeric, was converted to reactive monofunctional derivatives (carboxylic acid/azide/alkyne). The derivatives were employed to produce a 3 + 2 azide-alkyne "clicked" curcumin dimer and a poly(amidoamine) (PAMAM) dendrimer-curcumin conjugate. The monofunctional curcumin derivatives retain biological activity and are efficient for labeling and dissolving amyloid fibrils. The curcumin dimer selectively destroys human neurotumor cells. The synthetic methodology developed affords a general strategy for attaching curcumin to various macromolecular scaffolds.
Shi
Wei
W
Department of Chemistry, City University of New York at the College of Staten Island, 2800 Victory Boulevard, Staten Island, New York 10314, USA.
Dolai
Sukanta
S
Rizk
Samar
S
Hussain
Afshan
A
Tariq
Hussnain
H
Averick
Saadyah
S
L'Amoreaux
William
W
El ldrissi
Abdeslem
A
Banerjee
Probal
P
Raja
Krishnaswami
K
D003474:Curcumin / Q000737:chemistry*; D050091:Dendrimers; D019281:Dimerization; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D011073:Polyamines / Q000737:chemistry*
D050091:Dendrimers; C104700:PAMAM Starburst; D011073:Polyamines; D003474:Curcumin