Synthesis of Echinocystic Acid Derivatives and Inhibitory Effect on Lipase
10.13422/j.cnki.syfjx.20191416
- VernacularTitle: 刺囊酸衍生物的合成及其对脂肪酶的抑制作用
- Author:
Xue WANG
1
;
Min-lun NAN
2
;
Xue BAI
1
;
Yu-fang HE
3
;
Yu-wei ZHAO
4
;
Chuan-jing LI
1
;
Zhong-mei HE
1
Author Information
1. Jilin Agricultural University, Changchun 130118, China
2. Academy of Chinese Medical Sciences of Jilin Province, Changchun 130012, China
3. Changchun University of Chinese Medicine, Changchun 130118, China
4. Jilin Jice Testing Technology Co. Ltd., Changchun 130118, China
- Publication Type:Research Article
- Keywords:
echinocystic acid;
derivatives;
lipase;
activity
- From:
Chinese Journal of Experimental Traditional Medical Formulae
2019;25(20):125-130
- CountryChina
- Language:Chinese
-
Abstract:
Objective:Echinocystic acid(EA)is a kind of oleanolic pentacyclic triterpenoid compound,due to its main structural features of stability and less active sites,the structures of EA were modified in this paper to synthesize a series of EA derivatives, improve their bioavailability, and investigate their inhibitory effect on lipase. Method:In this study,EA derivatives were designed and synthesized from EA,which is a natural lipase inhibitor. Their inhibitory effects on lipase were tested by using 2,4-dinitrophenyl butanoate(PNPB) method. Result:Nine compounds were synthesized,and their structures were characterized by infrared spectrum (IR), ultraviolet spectrum (UV), mass spectrum (MS), nuclear magnetic resonance spectrum (1H-NMR and 13 C-NMR),all of which were identified as new compounds. Further experiments on the inhibitory effect on lipase showed that compounds 1-9 had higher inhibitory effects than EA,IC50=7.03,2.05,2.14,3.65,3.24,0.28,0.34,0.46,and 0.39 g·L-1. Compounds 6-9 had higher inhibitory effect than Orlistat(IC50=0.53 g·L-1). Inhibition rates were as follows:6 > 7 > 9 > 8 > Orlistat> 2 > 3 > 5 > 4 > 1 >EA. Conclusion:It is feasible to design and synthesize derivatives with EA as the lead compound to improve the inhibitory effect on lipase.
