Dereplication of calystegines in food plants and wild Solanum Brazilian fruits.

• An HPLC acidic HILIC column shows efficient separation of high-polarity components. • The FBMN-GNPS method allows rapid annotation of amino derivatives in food. • The approach allows rapid identification of compounds in food. • Possible unknown calystegine analogues are present in Solanum species. Calystegines are potent glycosidase inhibitors with therapeutic potential and are constituents of food and feed with potential toxic effects. This study aims to target calystegines and other nitrogenous substances in food plants. Hydroalcoholic extracts from Solanum tuberosum , Ipomoea batatas , S. lycocarpum , and fruit from S. lycopersicum , S. aethiopicum , S. paniculatum , S. crinitum , and S. acanthodes were analyzed by liquid chromatography–tandem mass spectrometry (HPLC-MS/MS) using an acidic HILIC column. The dereplication approach included data processing using MZMine2, FBMN-GNPS, and structure elucidation and interpretation of the organized data. The calystegines A 3 , A 5 , B 2 , and C 1 were identified, and several potential new calystegine analogues : three may correspond to new calystegines of the A-group, one glycosyl derivative of calystegine A 3 , and two glycosyl derivatives of the B-group. These findings help to direct the search for new calystegines. In addition, the dereplication approach enabled the annotation of 22 other nitrogen compounds. [ABSTRACT FROM AUTHOR]