Secondary metabolites from the flower buds of Lonicera japonica and their in vitro anti-diabetic activities

Zhixiang Liu; Zhuoyang Cheng; Qingjun He; Bin Lin; Pinyi Gao; Lingzhi Li; Qingbo Liu; Shaojiang Song

doi:10.1016/j.fitote.2016.02.011

Secondary metabolites from the flower buds of Lonicera japonica and their in vitro anti-diabetic activities

Fitoterapia. 2016 Apr:110:44-51. doi: 10.1016/j.fitote.2016.02.011. Epub 2016 Feb 23.

Authors

Zhixiang Liu¹, Zhuoyang Cheng¹, Qingjun He¹, Bin Lin², Pinyi Gao³, Lingzhi Li¹, Qingbo Liu¹, Shaojiang Song⁴

Affiliations

¹ Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
² School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
³ College of Pharmaceutical and Biological Engineering, Shenyang University of Chemical Technology, Shenyang 110142, People's Republic of China.
⁴ Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China. Electronic address: songsj99@163.com.

PMID: 26915302
DOI: 10.1016/j.fitote.2016.02.011

Abstract

Four new compounds (1, 2, 7 and 8) and twenty known compounds were isolated from the flower buds of Lonicera japonica. Their structures were determined by extensive NMR and HR-ESIMS spectroscopic data analyses. Among them, compounds 1 and 2 are a pair of diastereoisomers possessing a rare chemical structure, and their absolute configurations were determined by comparing their experimental and calculated ECD spectra. Furthermore, all the isolates were evaluated for their inhibitory effects on α-glucosidase and protein tyrosine phosphatase 1B (PTP1B), especially 1 and 2, which displayed both significant inhibitions. In addition, the possible action mechanism of the active compounds was also explored by using molecular docking studies.

Keywords: ECD; Lonicera japonica; Molecular docking; PTP1B; α-Glucosidase.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Flowers / chemistry*
Glycoside Hydrolase Inhibitors / chemistry
Glycoside Hydrolase Inhibitors / isolation & purification
Humans
Hypoglycemic Agents / chemistry*
Hypoglycemic Agents / isolation & purification
Lonicera / chemistry*
Molecular Docking Simulation
Molecular Structure
Plant Extracts / chemistry
Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors
Secondary Metabolism
alpha-Glucosidases

Substances

Glycoside Hydrolase Inhibitors
Hypoglycemic Agents
Plant Extracts
PTPN1 protein, human
Protein Tyrosine Phosphatase, Non-Receptor Type 1
alpha-Glucosidases