Nevadensin

石吊兰素;岩豆素Chemical Name: 5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS No. 10176-66-6
项目整合开发状态: Biological Testing
项目研究机构: Shanghai Institute Materia Medica (Originator)
合成路线:Nevadensin can be synthesized starting from methyl 2,6-dimethoxyphenyl acetate (I).This compound is nitrated and then hydrogenated,giving methyl 3,5-diamino-2,6-dimethoxyphenyl acetate (III).Treatment of the latter compound with stannous chloride-hydrochloric acid gives dimethoxyphloroglucinol (IV).Introduction of an acetyl group followed by interaction with p-methoxybenzoyl chloride (A) gives 4-acetyl-2,6-dimethoxyphloroglucinyl tri(p-methoxy) benzoate (VI).The latter compound,after being rearranged,is cyclized into 5,7-di(p-methoxy)benzoylnevadensin (VIII).Nevadensin can readily be obtained by the hydrolysis of the compound (VIII).
📌 参考资料/链接:
参考文献标题:Nevadensin
文献作者:Ru-yun,J.
参考来源:Drugs Fut 1984,9(4),271

📄 详细内容


合成路线:Nevadensin can be synthesized starting from methyl 2,6-dimethoxyphenyl acetate (I).This compound is nitrated and then hydrogenated,giving methyl 3,5-diamino-2,6-dimethoxyphenyl acetate (III).Treatment of the latter compound with stannous chloride-hydrochloric acid gives dimethoxyphloroglucinol (IV).Introduction of an acetyl group followed by interaction with p-methoxybenzoyl chloride (A) gives 4-acetyl-2,6-dimethoxyphloroglucinyl tri(p-methoxy) benzoate (VI).The latter compound,after being rearranged,is cyclized into 5,7-di(p-methoxy)benzoylnevadensin (VIII).Nevadensin can readily be obtained by the hydrolysis of the compound (VIII).

参考文献标题:Studies on the antituberculosis principles from Lysionotus pauciflora Maxim.I.Isolation and identification of nevadensin
文献作者:Feng,S.; Xu,Y.; Fan,G.
参考来源:Acta Pharm Sin 1979,14(7),447-448


合成路线:Nevadensin can be synthesized starting from methyl 2,6-dimethoxyphenyl acetate (I).This compound is nitrated and then hydrogenated,giving methyl 3,5-diamino-2,6-dimethoxyphenyl acetate (III).Treatment of the latter compound with stannous chloride-hydrochloric acid gives dimethoxyphloroglucinol (IV).Introduction of an acetyl group followed by interaction with p-methoxybenzoyl chloride (A) gives 4-acetyl-2,6-dimethoxyphloroglucinyl tri(p-methoxy) benzoate (VI).The latter compound,after being rearranged,is cyclized into 5,7-di(p-methoxy)benzoylnevadensin (VIII).Nevadensin can readily be obtained by the hydrolysis of the compound (VIII).
参考文献标题:Determination of nevadensin in biological specimens and its pharmacokinetic study
文献作者:Su,C.; Han,G.; Zhang,Y.
参考来源:Chin Pharm Bull 1981,2(3),182-185


产品链接: CAS No. 10176-66-6››