New triterpenoids from acorns of Quercus liaotungensis and their inhibitory activity against α-glucosidase, α-amylase and protein-tyrosine phosphatase 1B

被引:43
作者
Xu, Jing [1 ]
Cao, Jiaqing [1 ,2 ]
Yue, Jiayin [1 ]
Zhang, Xiaoshu [1 ,2 ]
Zhao, Yuqing [1 ,2 ]
机构
[1] Shenyang Pharmaceut Univ, Sch Funct Food & Wine, Shenyang 110016, Liaoning, Peoples R China
[2] Shenyang Pharmaceut Univ, Minist Educ, Key Lab Struct Based Drug Design & Discovery, Shenyang 110016, Liaoning, Peoples R China
关键词
Acorn; Quercus liaotungensis; Triterpenoids; Hypoglycaemic; alpha-Glucosidase and PTP1B inhibitory activities; CONSTITUENTS; CHINENSIS;
D O I
10.1016/j.jff.2017.12.054
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
Acorn has been used as a functional food with numerous nutritional and active ingredients. In this study, 3 new triterpenoids, together with 22 known compounds were isolated from acorns (Quercus liaotungensis) and further confirmed by NMR. In order to disclose the hypoglycaemic ingredients, the extracts and all the discovered compounds were researched for enzyme inhibition using in-vitro assays on alpha-amylase, alpha-glucosidase, and protein tyrosine phosphatase 1B (PTP1B). The results suggested that 75% EtOH, PE, EtOAc, and n-BuOH extracts of acorns all exhibited potent inhibitory activities against PTP1B and alpha-glucosidase. Most of the compounds showed strong inhibitory effects on PTP1B and alpha-glucosidase, especially new compounds and compound 12, their IC50 values were about 6-fold to 20-fold lower than positive control, all showed competitive inhibitory pattern. The result suggested that triterpenoids from acorns are potential functional food ingredients that can be used as new anti-diabetic agent.
引用
收藏
页码:232 / 239
页数:8
相关论文
共 39 条
[1]  
Ana F. V., 2016, COMPREHENSIVE REV FO, V51, P947
[2]  
Baron AD, 1998, DIABETES RES CLIN PR, V40, pS51
[3]  
BISCHOFF H, 1994, EUR J CLIN INVEST, V24, P3
[4]   Bioactive Pentacyclic Triterpenes from the Stems of Combretum laxum [J].
Bisoli, Eder ;
Garcez, Walmir Silva ;
Hamerski, Lidilhone ;
Tieppo, Caroline ;
Garcez, Fernanda Rodrigues .
MOLECULES, 2008, 13 (11) :2717-2728
[5]   Phenolic compounds and fatty acids from acorns (Quercus spp.), the main dietary constituent of free-ranged Iberian pigs [J].
Cantos, E ;
Espín, JC ;
López-Bote, C ;
De la Hoz, L ;
Ordóñez, JA ;
Tomás-Barberán, FA .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (21) :6248-6255
[6]   SAPOGENINS FROM MELANDRIUM-FIRMUM [J].
CHANG, IS ;
HAN, YB ;
WOO, WS ;
KANG, SS ;
LOTTER, H ;
WAGNER, H .
PLANTA MEDICA, 1989, (06) :544-547
[7]   Primary prevention of cardiovascular disease with atorvastatin in type 2 diabetes in the Collaborative Atorvastatin Diabetes Study (CARDS): multicentre randomised placebo-controlled trial [J].
Colhoun, HM ;
Betteridge, DJ ;
Durrington, PN ;
Hitman, GA ;
Neil, HAW ;
Livingstone, SJ ;
Thomason, MJ ;
Mackness, MI ;
Charlton-Menys, V ;
Fuller, JH .
LANCET, 2004, 364 (9435) :685-696
[8]   Recent Advances in the Discovery of Competitive Protein Tyrosine Phosphatase 1B Inhibitors for the Treatment of Diabetes, Obesity, and Cancer [J].
Combs, Andrew P. .
JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (06) :2333-2344
[9]   Extracts from Quercus sp acorns exhibit in vitro neuroprotective features through inhibition of cholinesterase and protection of the human dopaminergic cell line SH-SY5Y from hydrogen peroxide-induced cytotoxicity [J].
Custodio, Luisa ;
Patarra, Joao ;
Albericio, Fernando ;
Neng, Nuno Rosa ;
Florencio Nogueira, Jose Manuel ;
Romano, Anabela .
INDUSTRIAL CROPS AND PRODUCTS, 2013, 45 :114-120
[10]   Antidiabetic properties of lyophilized extract of acorn (Quercus brantii Lindl.) on experimentally STZ-induced diabetic rats [J].
Dogan, Abdulahad ;
Celik, Ismail ;
Kaya, Mehmet Salih .
JOURNAL OF ETHNOPHARMACOLOGY, 2015, 176 :243-251