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Dual High-Resolution Inhibition Profiling and HPLC-HRMS-SPE-NMR Analysis for Identification of α-glucosidase and Radical Scavenging Inhibitors in Solanum Americanum Mill

Dual High-Resolution Inhibition Profiling and HPLC-HRMS-SPE-NMR Analysis for Identification of α-glucosidase and Radical Scavenging Inhibitors in Solanum Americanum Mill

Eder L Silva, Rita C Almeida-Lafetá, Ricardo M Borges, Dan Staerk

Fitoterapia. 2017 Apr;118:42-48.

PMID: 28229941

Abstract:

Solanum americanum is one of the most prominent species used to treat type 2 diabetes in Guatemala. In our ongoing efforts to find antidiabetic and antioxidative compounds from natural sources, an ethyl acetate extract of this medicinal herb was investigated using dual high-resolution α-glucosidase/radical scavenging inhibition profiling. The high-resolution biochromatograms obtained by this technique were used to target subsequent structural elucidation by HPLC-HRMS-SPE-NMR analysis towards the bioactive constituents. This led to identification of 4-hydroxybenzoic acid (1) and 3-indolecarboxylic acid (6) associated with radical scavenging activity, and the amide alkaloids N-trans-p-coumaroyloctopamine (3), N-trans-p-feruloyloctopamine (4), N-trans-p-coumaroyltyramine (8) and N-trans-p-feruloyltyramine (9) correlated with α-glucosidase inhibitory activity as well as radical scavenging activity. Further analysis revealed a new lactone, methyl 5-ethyl-4-hydroxy-5-methyl-2-oxotetrahydro-2H-pyran-4-carboxylate (7) and a new steroid with a rare F ring (11). Corchorifatty acid B (12) was reported for the first time in the Solanaceae family. Their structures were elucidated by extensive use of 1D and 2D NMR spectroscopy as well as HRMS analysis.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP36417864	N-trans-p-Coumaroyltyramine		36417-86-4	Price

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