Affiliation:
1. Guangdong Provincial Engineering Research Center for Modernization of TCM, Jinan University, Guangzhou 510632, China
2. NMPA Key Laboratory for Quality Evaluation of TCM, Jinan University, Guangzhou 510632, China
3. Guangdong Institute for Drug Control, Guangzhou 510663, China
Abstract
Six new 2α-hydroxy ursane triterpenoids, 3α-cis-p-coumaroyloxy-2α,19α-dihydroxy-12-ursen-28-oic acid (1), 3α-trans-p-coumaroyloxy-2α,19α-dihydroxy-12-ursen-28-oic acid (2), 3α-trans-p-coumaroyloxy-2α-hydroxy-12-ursen-28-oic acid (3), 3β-trans-p-coumaroyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (4), 3β-trans-feruloyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (5), and 3α-trans-feruloyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (6), along with eleven known triterpenoids (7–17), were isolated from the leaves of Diospyros digyna. Their chemical structures were elucidated by comprehensive analysis of UV, IR, HRESIMS, and NMR spectra. All the isolated compounds were evaluated for their PTP1B inhibitory activity. 3β-O-trans-feruloyl-2α-hydroxy-urs-12-en-28-oic acid (13) showed the best inhibition activity with an IC50 value of 10.32 ± 1.21 μM. The molecular docking study found that the binding affinity of compound 13 for PTP1B was comparable to that of oleanolic acid (positive control).
Funder
National Natural Science Foundation of China
Science and Technology Key Project of Guangdong Province
Science and Technology Planning Project of Guangzhou City
China Postdoctoral Science Foundation
Science and Technology Project of Guangdong Provincial Medical Products Administration
High-performance Super Computing Platform of Jinan University
Reference29 articles.
1. Galicia-Garcia, U., Benito-Vicente, A., Jebari, S., Larrea-Sebal, A., Siddiqi, H., Uribe, K.B., Ostolaza, H., and Martín, C. (2020). Pathophysiology of type 2 diabetes mellitus. Int. J. Mol. Sci., 21.
2. Ahima, R.S. (2014). Metabolic Syndrome: A Comprehensive Textbook, Springer International Publishing.
3. Molecular basis for the dephosphorylation of the activation segment of the insulin receptor by protein tyrosine phosphatase 1B;Salmeen;Mol. Cell,2000
4. Involvement of the small protein tyrosine phosphatases TC-PTP and PTP1B in signal transduction and diseases: From diabetes, obesity to cell cycle, and cancer;Tremblay;Biochim. Biophys. Acta,2005
5. Increased insulin sensitivity and obesity resistance in mice lacking the protein tyrosine phosphatase-1B gene;Elchebly;Science,1999
Cited by
1 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献