High-resolution PTP1B inhibition profiling combined with HPLC-HRMS-SPE-NMR for identification of PTP1B inhibitors from Miconia albicans

TY - JOUR

T1 - High-resolution PTP1B inhibition profiling combined with HPLC-HRMS-SPE-NMR for identification of PTP1B inhibitors from Miconia albicans

AU - Lima, Rita de Cassia Lemos

AU - Kongstad, Kenneth Thermann

AU - Kato, Lucília

AU - José das Silva, Marcos

AU - Franzyk, Henrik

AU - Stærk, Dan

PY - 2018

Y1 - 2018

N2 - Protein tyrosine phosphatase 1B (PTP1B) is an intracellular enzyme responsible for deactivation of the insulin receptor, and consequently acts as a negative regulator of insulin signal transduction. In recent years, PTP1B has become an important target for controlling insulin resistance and type 2 diabetes. In the present study, the ethyl acetate extract of leaves of Miconia albicans (IC50 = 4.92 µg/mL) was assessed by high-resolution PTP1B inhibition profiling combined with HPLC-HRMS-SPE-NMR for identification of antidiabetic compounds. This disclosed eleven PTP1B inhibitors, including five polyphenolics: 1-O-(E)-caffeoyl-4,6-di-O-galloyl-β-D-glucopyranose (2), myricetin 3-O-α-L-rhamnopyranoside (3), quercetin 3-O-(2”-galloyl)-α-L-rhamnopyranoside (5), mearnsetin 3-O-α-L-rhamnopyranoside (6), and kaempferol 3-O-α-L-arabinopyranoside (8) as well as eight triterpenoids: maslinic acid (13), 3-epi-sumaresinolic acid (14), sumaresinolic acid (15), 3-O-cis-p-coumaroyl maslinic acid (16), 3-O-trans-p-coumaroyl maslinic acid (17), 3-O-trans-p-coumaroyl 2α-hydroxydulcioic acid (18), oleanolic acid (19), and ursolic acid (20). These results support the use of M. albicans as a traditional medicine with antidiabetic properties and its potential as a source of PTP1B inhibitors.

AB - Protein tyrosine phosphatase 1B (PTP1B) is an intracellular enzyme responsible for deactivation of the insulin receptor, and consequently acts as a negative regulator of insulin signal transduction. In recent years, PTP1B has become an important target for controlling insulin resistance and type 2 diabetes. In the present study, the ethyl acetate extract of leaves of Miconia albicans (IC50 = 4.92 µg/mL) was assessed by high-resolution PTP1B inhibition profiling combined with HPLC-HRMS-SPE-NMR for identification of antidiabetic compounds. This disclosed eleven PTP1B inhibitors, including five polyphenolics: 1-O-(E)-caffeoyl-4,6-di-O-galloyl-β-D-glucopyranose (2), myricetin 3-O-α-L-rhamnopyranoside (3), quercetin 3-O-(2”-galloyl)-α-L-rhamnopyranoside (5), mearnsetin 3-O-α-L-rhamnopyranoside (6), and kaempferol 3-O-α-L-arabinopyranoside (8) as well as eight triterpenoids: maslinic acid (13), 3-epi-sumaresinolic acid (14), sumaresinolic acid (15), 3-O-cis-p-coumaroyl maslinic acid (16), 3-O-trans-p-coumaroyl maslinic acid (17), 3-O-trans-p-coumaroyl 2α-hydroxydulcioic acid (18), oleanolic acid (19), and ursolic acid (20). These results support the use of M. albicans as a traditional medicine with antidiabetic properties and its potential as a source of PTP1B inhibitors.

U2 - 10.3390/molecules23071755

DO - 10.3390/molecules23071755

M3 - Journal article

C2 - 30018269

SN - 1420-3049

VL - 23

JO - Molecules

JF - Molecules

IS - 7

M1 - 1755

ER -