Bioactive natural polymethoxyflavones 1―6 and their vinyl ether derivatives 7―15 were synthesized by bromination,aromatic nucleophilic substitution,methylation,benzyl protection,Friedel-Crafts acetylation,aldol cond...Bioactive natural polymethoxyflavones 1―6 and their vinyl ether derivatives 7―15 were synthesized by bromination,aromatic nucleophilic substitution,methylation,benzyl protection,Friedel-Crafts acetylation,aldol condensation,cyclization,DDQ dehydrogenation,regioselective demethylation,debenzylation and O-prenylation or O-farnesylation with resorcinol and appropriate substituted benzaldehydes as starting materials.Among them,compounds 7―15 are new compounds.Natural products 2―4 were firstly total synthesized.The syntheses of compounds 1,5 and 6 were efficiently improved by the new synthetic routes.The structures of all synthetic compounds were confirmed by NMR,IR spectra and MS.展开更多
A series of novel polymethoxyflavone Marmich base derivatives 1--8 was synthesized by Mannich reaction of 5-hydroxy-3,7,3＇,4＇-tetramethoxyflavone 9 with various secondary aliphatic amines and formaldehyde. Their ace...A series of novel polymethoxyflavone Marmich base derivatives 1--8 was synthesized by Mannich reaction of 5-hydroxy-3,7,3＇,4＇-tetramethoxyflavone 9 with various secondary aliphatic amines and formaldehyde. Their acetylcholmesterase（AChE） inhibitory activities were evaluated. The results showed that most of them exhibited AChE inhibitory activity and especially piperidin-l-yl methyl substituent derivative 5（IC50=0.238 μmol/L） demon- strated stronger activity comparable with the positive control, neoeserinemethyl sulfate（IC50=1.39 μmol/L）, which is worthy of further development as an agent for Alzheimer＇s disease treatment.展开更多
Cancer is one of the two leading human fatal diseases.Drug development for cancer intervention has progressed well in past decades yet existing drugs face many limitations in applications and effectiveness and are oft...Cancer is one of the two leading human fatal diseases.Drug development for cancer intervention has progressed well in past decades yet existing drugs face many limitations in applications and effectiveness and are often associated with serious of side effects,which can further deteriorate the patients’quality of life.Recent development of natural product based and therapeutically sound anti-cancer agents have gained popularity in the field of functional foods,in which a few have demonstrated efficacy and minimal toxicity toward the prevention and treatment of carcinogenesis.With multiple active molecular components,citrus peels and derived extracts have demonstrated potent efficacious properties against various cancers due in large part to the rich content of flavonoids present in citrus peels.This review summarizes the results of currently available data regarding the in vivo anti-cancer activity of citrus peel flavonoids,and identifies opportunities for subsequent human clinical trials to assess preventive and therapeutic effects in the near future.展开更多
基金Supported by the Science & Technology Planning Project of Hunan Province,China (No.2011FJ3214)
文摘Bioactive natural polymethoxyflavones 1―6 and their vinyl ether derivatives 7―15 were synthesized by bromination,aromatic nucleophilic substitution,methylation,benzyl protection,Friedel-Crafts acetylation,aldol condensation,cyclization,DDQ dehydrogenation,regioselective demethylation,debenzylation and O-prenylation or O-farnesylation with resorcinol and appropriate substituted benzaldehydes as starting materials.Among them,compounds 7―15 are new compounds.Natural products 2―4 were firstly total synthesized.The syntheses of compounds 1,5 and 6 were efficiently improved by the new synthetic routes.The structures of all synthetic compounds were confirmed by NMR,IR spectra and MS.
基金Supported by the National Natural Science Foundation of China（No.J1210040） and the Hunan Provincial Natural Science Foundation, China（No. 14JJ2048）.
文摘A series of novel polymethoxyflavone Marmich base derivatives 1--8 was synthesized by Mannich reaction of 5-hydroxy-3,7,3＇,4＇-tetramethoxyflavone 9 with various secondary aliphatic amines and formaldehyde. Their acetylcholmesterase（AChE） inhibitory activities were evaluated. The results showed that most of them exhibited AChE inhibitory activity and especially piperidin-l-yl methyl substituent derivative 5（IC50=0.238 μmol/L） demon- strated stronger activity comparable with the positive control, neoeserinemethyl sulfate（IC50=1.39 μmol/L）, which is worthy of further development as an agent for Alzheimer＇s disease treatment.
文摘Cancer is one of the two leading human fatal diseases.Drug development for cancer intervention has progressed well in past decades yet existing drugs face many limitations in applications and effectiveness and are often associated with serious of side effects,which can further deteriorate the patients’quality of life.Recent development of natural product based and therapeutically sound anti-cancer agents have gained popularity in the field of functional foods,in which a few have demonstrated efficacy and minimal toxicity toward the prevention and treatment of carcinogenesis.With multiple active molecular components,citrus peels and derived extracts have demonstrated potent efficacious properties against various cancers due in large part to the rich content of flavonoids present in citrus peels.This review summarizes the results of currently available data regarding the in vivo anti-cancer activity of citrus peel flavonoids,and identifies opportunities for subsequent human clinical trials to assess preventive and therapeutic effects in the near future.
