Curcumin has been reported to possess multifunctional bioactivities with low toxicity. However, the clinical application of curcumin has been significantly limited by its instability and poor metabolic property. Up to...Curcumin has been reported to possess multifunctional bioactivities with low toxicity. However, the clinical application of curcumin has been significantly limited by its instability and poor metabolic property. Up to now, multiple approaches are being sought to overcome these limitations to obtaining “super curcumin”, and many analogues of curcumin have been designed and synthesized. In all of those analogues, a series of mono-carbonyl curcumin analogues deleting the β-diketone draw our attention. Since the seven-carbon β-diketone linker in curcumin may be responsible for its instability, the series of mono-carbonyl curcumin analogues deleting the β-diketone may be potential prodrug with improved pharmacokinetic and pharmacodynamic properties. This review just focuses on these more stable mono-carbonyl analogues of curcumin, and shows the new class of active structure by introducing the synthesis and anticancer activity of them.展开更多
Two monocarbonyl analogs of curcumin containing bis（2,6-difluorobenzyl） were synthesized,and their molecular structures were characterized by 1H NMR,ESI-MS,and X-ray crystallography.In this paper,the crystal structu...Two monocarbonyl analogs of curcumin containing bis（2,6-difluorobenzyl） were synthesized,and their molecular structures were characterized by 1H NMR,ESI-MS,and X-ray crystallography.In this paper,the crystal structures of these two analogs（A75 and C75） are described and compared with their bis（2-fluorobenzyl） analogues as well as with the available data of curcumin.The cyclopentane rings in A75 have an envelope conformation,while the cyclohexane ring in C75 has a chair conformation.The compounds are symmetrical and the central structure of A75 and C75 connects with two benzylidene rings through E,E-oriented double bonding.展开更多
文摘Curcumin has been reported to possess multifunctional bioactivities with low toxicity. However, the clinical application of curcumin has been significantly limited by its instability and poor metabolic property. Up to now, multiple approaches are being sought to overcome these limitations to obtaining “super curcumin”, and many analogues of curcumin have been designed and synthesized. In all of those analogues, a series of mono-carbonyl curcumin analogues deleting the β-diketone draw our attention. Since the seven-carbon β-diketone linker in curcumin may be responsible for its instability, the series of mono-carbonyl curcumin analogues deleting the β-diketone may be potential prodrug with improved pharmacokinetic and pharmacodynamic properties. This review just focuses on these more stable mono-carbonyl analogues of curcumin, and shows the new class of active structure by introducing the synthesis and anticancer activity of them.
基金supported by the National Natural Science Foundation of China (21102106)Project of Wenzhou Sci&Tech Bureau (Y20100273 and Y20100006)Natural Science Foundation of Zhejiang Province (Y4110197 and Y2101108)
文摘Two monocarbonyl analogs of curcumin containing bis（2,6-difluorobenzyl） were synthesized,and their molecular structures were characterized by 1H NMR,ESI-MS,and X-ray crystallography.In this paper,the crystal structures of these two analogs（A75 and C75） are described and compared with their bis（2-fluorobenzyl） analogues as well as with the available data of curcumin.The cyclopentane rings in A75 have an envelope conformation,while the cyclohexane ring in C75 has a chair conformation.The compounds are symmetrical and the central structure of A75 and C75 connects with two benzylidene rings through E,E-oriented double bonding.
