High-Resolution α-Glucosidase Inhibition Profiling Combined with HPLC-HRMS-SPE-NMR for Identification of Antidiabetic Compounds in Eremanthus crotonoides (Asteraceae).
α-Glucosidase inhibitors decrease the cleavage- and absorption rate of monosaccharides from complex dietary carbohydrates, and represent therefore an important class of drugs for management of type 2 diabetes. In this study, a defatted ethyl acetate extract of Eremanthus crotonoides leaves with an inhibitory concentration (IC50) of 34.5 μg/mL towards α-glucosidase was investigated by high-resolution α-glucosidase inhibition profiling combined with HPLC-HRMS-SPE-NMR. This led to identification of six α-glucosidase inhibitors, namely quercetin (16), trans-tiliroside (17), luteolin (19), quercetin-3-methyl ether (20), 3,5-di-O-caffeoylquinic acid n-butyl ester (26) and 4,5-di-O-caffeoylquinic acid n-butyl ester (29). In addition, nineteen other metabolites were identified. The most active compounds were the two regioisomeric di-O-caffeoylquinic acid derivatives 26 and 29, with IC50 values of 5.93 and 5.20 μM, respectively. This is the first report of the α-glucosidase inhibitory activity of compounds 20, 26, and 29, and the findings support the important role of Eremanthus species as novel sources of new drugs and/or herbal remedies for treatment of type 2 diabetes.
Instituto de Pesquisas de Produtos Naturais, Centro de Ci&#234;ncias da Sa&#250;de, Universidade Federal do Rio de Janeiro, Rio de Janeiro 21941-902, Brazil. eder_lls@hotmail.com.
Eder Lana E
EL
Silva
Instituto de Pesquisas de Produtos Naturais, Centro de Ci&#234;ncias da Sa&#250;de, Universidade Federal do Rio de Janeiro, Rio de Janeiro 21941-902, Brazil. jonnyuff@gmail.com.
Jonathas Felipe Revoredo
JF
Lobo
Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Universitetsparken 2, Copenhagen DK-2100, Denmark. jomq@elektro.dtu.dk.
Joachim Møllesøe
JM
Vinther
Instituto de Pesquisas de Produtos Naturais, Centro de Ci&#234;ncias da Sa&#250;de, Universidade Federal do Rio de Janeiro, Rio de Janeiro 21941-902, Brazil. ricardo_mborges@yahoo.com.br.
Ricardo Moreira
RM
Borges
Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Universitetsparken 2, Copenhagen DK-2100, Denmark. ds@sund.ku.dk.
Dan
D
Staerk
D019659:Asteraceae / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D003924:Diabetes Mellitus, Type 2 / Q000188:drug therapy*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D007004:Hypoglycemic Agents / Q000737:chemistry / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D000520:alpha-Glucosidases / Q000737:chemistry* / Q000378:metabolism
D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D010936:Plant Extracts; D000520:alpha-Glucosidases
Eremanthus crotonoides; HPLC-HRMS-SPE-NMR; diabetes; α-glucosidase