Synthesis of flavaspidic acid AB
10.11665/j.issn.1000-5048.20200306
- VernacularTitle:黄绵马酸AB的合成
- Author:
Peiqi SHI
1
;
Xiaoru LAN
;
Zhenghua LIN
;
Chuangfa CHEN
;
Xubin LI
;
Lianbao YE
Author Information
1. 广东药科大学药学院
- Publication Type:Journal Article
- Keywords:
flavaspidic acid AB;
phloroglucinol;
synthesis
- From:
Journal of China Pharmaceutical University
2020;51(3):295-298
- CountryChina
- Language:Chinese
-
Abstract:
Flavaspidic acid AB is a bicyclic phloroglucinol derivative with various biological activities in Dryopteris fragrans (L.) Schott. The structure of flavaspidic acid AB was analyzed by inverse synthesis techniques, and its synthesis was designed under the principle of association. Using phloroglucinol as raw material, the 2-methyl-4-butyrylphloroglucinol was synthesized by Vilsmeier-Haack reaction, reduction and acylation, and the flavaspidic acid fragment was synthesized by acylation, alkylation and deacylation, after which N, N-dimethylmethyleneammonium iodide was activated and the flavaspidic acid AB was obtained. The structures of intermediates and flavaspidic acid AB were confirmed by MS, 1H NMR and 13C NMR, and the yield of the target product reached 14.7%. Results indicate that the designed synthetic route of flavaspidic acid AB is simple and easy.
