AUTHOR=Santos Carla L. G. , Neves Kidney O. G. , Silva-Filho Francinaldo A. , Lima Bruna R. , Costa Emmanoel V. , Souza Afonso D. L. de , Koolen Hector H. F. , Pinheiro Maria Lúcia B. , Silva Felipe M. A. da 

TITLE=LC-MS guided isolation of N,β-glucopyranosyl vincosamide and other compounds from the curare ingredient Strychnos peckii

JOURNAL=Frontiers in Natural Products

VOLUME=2

YEAR=2023

URL=https://www.frontiersin.org/journals/natural-products/articles/10.3389/fntpr.2023.1189619

DOI=10.3389/fntpr.2023.1189619

ISSN=2813-2602

ABSTRACT=<p><italic>Strychnos peckii</italic> (Loganiaceae) is an important active ingredient in curare poisons in the Amazon rainforest. Although previous studies have identified this species as a promising source of monoterpene indole alkaloids (MIAs), knowledge about other natural products is still scarce. Thus, to detect and guide the isolation of unprecedented bioactive compounds from the leaves of <italic>S. peckii</italic>, an untargeted high-performance liquid chromatography coupled with mass spectrometry (HPLC-MS) analysis was performed with the leaf aqueous extract. The HPLC-MS analysis allowed the detection of eleven compounds, including the alkaloids harman-3-carboxylic acid (<bold>5</bold>) and <italic>N</italic>,<italic>β</italic>-glucopyranosyl vincosamide (<bold>6</bold>), and the flavonoids quercetin 3-<italic>O</italic>-rhamnopyranoside (<bold>9</bold>) and kaempferol 3-<italic>O</italic>-rhamnopyranoside (<bold>10</bold>), all not previously reported in the Loganiaceae family. These compounds, along with strictosidine (<bold>3</bold>), 5-carboxystrictosidine (<bold>7</bold>), and desoxycordifoline (<bold>8</bold>) were isolated through modern chromatographic techniques and determined by using NMR spectroscopy in combination with MS. Overall, the untargeted HPLC-MS analysis proved to be a simple and effective approach to guide the isolation of substances not yet identified from <italic>S. peckii.</italic></p>