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N-取代栀子酰胺A衍生物的合成

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目的 对N-取代栀子酰胺(gardenamide)A的合成方法进行探索.方法 以京尼平为起始原料,经选择性保护10位羟基、选择性氧化1位半缩醛、以及与有机胺反应后内酰胺化等过程合成目标化合物.结果 通过3步反应合成8个N-取代栀子酰胺A衍生物,3步反应的收率分别为89%、80%和22% ~44%.结论 3步法合成N-取代栀子酰胺A衍生物步骤简洁,但第3步的反应收率尚有待提高.
Syntheses of N-substituted gardenamide A derivatives
Objective To investigate the synthesis of N-substituted gardenamide A derivatives.Methods Genipin was used as starting material,and all the target compounds were prepared through the selective protection of 10-hydroxyl group,the selective oxidation of 1-semiacetal,and the lactamization when reacted with amines.Results Eight N-gardenamide A derivatives were synthesized via a three-step process.The yields for each steps were 89%,80%,and 22%-44% respectively.Conclusion Three-step process for the synthesis of N-substituted gardenamide A derivatives is concise.However,the yield for the last step needs to improve.

gardenamide AgenipinGardenia jasminoides Ellisstructural modification

杨健、罗军、黄照、陈河如

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510632广州,暨南大学药学院中药及天然药物研究所,广东省中药药效物质基础及创新药物研究重点实验室

栀子酰胺A 京尼平 栀子 结构修饰

广东省科技计划资助项目国家自然科学基金资助项目

2010A03010000681172982

2013

国际药学研究杂志
军事医学科学院毒物药物研究所,中国药学会

国际药学研究杂志

CSTPCDCSCD
影响因子:0.806
ISSN:1674-0440
年,卷(期):2013.40(6)
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