Enhancement of pancreatic lipase inhibitory activity of curcumin by radiolytic transformation

Bioorganic & Medicinal Chemistry Letters
2011.0

Abstract

The naturally occurring yellow dietary diarylheptanoid curcumin (1) was converted by γ-ray to two new γ-lactones, curculactones A (2) and B (3), as well as four known transformates, erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (4), threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (5), vanillic acid (6), and vanillin (7). The structures of the two new γ-lactone derivatives were elucidated on the basis of spectroscopic methods. The steroisomeric phenylpropanoids 4 and 5 exhibited significantly enhanced inhibitory activity against pancreatic lipase when compared to parent curcumin.

Knowledge Graph

Similar Paper

Enhancement of pancreatic lipase inhibitory activity of curcumin by radiolytic transformation
Bioorganic & Medicinal Chemistry Letters 2011.0
Radiolytic transformation of rotenone with potential anti-adipogenic activity
Bioorganic & Medicinal Chemistry Letters 2013.0
Biotransformation of Curcumenol by <i>Mucor polymorphosporus</i>
Journal of Natural Products 2015.0
Can Small Chemical Modifications of Natural Pan-inhibitors Modulate the Biological Selectivity? The Case of Curcumin Prenylated Derivatives Acting as HDAC or mPGES-1 Inhibitors
Journal of Natural Products 2015.0
Sesquiterpenes from the Rhizomes of <i>Curcuma heyneana</i>
Journal of Natural Products 2013.0
Synthesis and biological evaluation of curcumin-like diarylpentanoid analogues for anti-inflammatory, antioxidant and anti-tyrosinase activities
European Journal of Medicinal Chemistry 2009.0
SAR Studies on Curcumin’s Pro-inflammatory Targets: Discovery of Prenylated Pyrazolocurcuminoids as Potent and Selective Novel Inhibitors of 5-Lipoxygenase
Journal of Medicinal Chemistry 2014.0
Diarylheptanoid from <i>Pleuranthodium racemigerum</i> with <i>in Vitro</i> Prostaglandin E<sub>2</sub> Inhibitory and Cytotoxic Activity
Journal of Natural Products 2010.0
Diarylpentadienone derivatives (curcumin analogues): Synthesis and anti-inflammatory activity
Bioorganic &amp; Medicinal Chemistry Letters 2017.0
Curcumin analogues as possible anti-proliferative &amp; anti-inflammatory agents
European Journal of Medicinal Chemistry 2011.0