Naringenin

柚皮素; 4',5,7-三羟基黄烷酮Chemical Name: (-)-5,7-Dihydroxy-2(S)-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
CAS No. 480-41-1
项目整合开发状态: Preclinical
项目研究机构:
合成路线:The condensation of phloroglucinol (I) with 4-methoxycarbonyloxy)cinnamoyl chloride (II) by means AlCl3 in hot nitrobenzene gives 4'-O-methoxycarbonylnaringenin (III),which is hydrolyzed with NH3 in water-acetone.
📌 参考资料/链接:
参考文献标题:躡er die synthese des naringenins und phloretins
文献作者:Rosenmund,M.; Rosenmund,K.W.
参考来源:Ber 1928,612608-13

📄 详细内容


合成路线:The condensation of 2,4,6-trihydroxyacetophenone (IV) with tetraacetylbromoglucose (V) by means of NaOH in acetone-water gives tetraacetylphloracetophenone-4-O-glucoside (VI),which is condensed with 4-hydroxybenzaldehyde (VII),by means of KOH in alcohol yielding the chalcone derivative (VIII).Finally,this compound is cyclized and deprotected by a treatment with refluxing aqueous HCl.

参考文献标题:Synthese eines phloracetophenon-glucosids,eines naringenin-glucosids und des p-phlorhizins
文献作者:Zempl閚,G.; Bogn醨,R.
参考来源:Ber 1942,75645-655


合成路线:The condensation of phloroglucinol (I) with 4-methoxycarbonyloxy)cinnamoyl chloride (II) by means AlCl3 in hot nitrobenzene gives 4'-O-methoxycarbonylnaringenin (III),which is hydrolyzed with NH3 in water-acetone.

合成路线:The condensation of 2,4,6-trihydroxyacetophenone (IV) with tetraacetylbromoglucose (V) by means of NaOH in acetone-water gives tetraacetylphloracetophenone-4-O-glucoside (VI),which is condensed with 4-hydroxybenzaldehyde (VII),by means of KOH in alcohol yielding the chalcone derivative (VIII).Finally,this compound is cyclized and deprotected by a treatment with refluxing aqueous HCl.
参考文献标题:Naringenin
文献作者:Castar,J.; Serradell,M.N.; Aboul-Enein,H.Y.
参考来源:Drugs Fut 1984,9(9),653-654


产品链接: CAS No. 480-41-1››