Assessing specialized metabolite diversity of Alnus species by a digitized LC-MS/MS data analysis workflow

Kyo Bin Kang; Sunmin Woo; Madeleine Ernst; Justin J J van der Hooft; Louis-Félix Nothias; Ricardo R da Silva; Pieter C Dorrestein; Sang Hyun Sung; Mina Lee

doi:10.1016/j.phytochem.2020.112292

Assessing specialized metabolite diversity of Alnus species by a digitized LC-MS/MS data analysis workflow

Phytochemistry. 2020 May:173:112292. doi: 10.1016/j.phytochem.2020.112292. Epub 2020 Feb 12.

Authors

Kyo Bin Kang¹, Sunmin Woo², Madeleine Ernst³, Justin J J van der Hooft⁴, Louis-Félix Nothias⁵, Ricardo R da Silva⁶, Pieter C Dorrestein⁵, Sang Hyun Sung², Mina Lee⁷

Affiliations

¹ Research Institute of Pharmaceutical Sciences, College of Pharmacy, Sookmyung Women's University, Seoul, Republic of Korea; Collaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, CA, USA. Electronic address: kbkang@sookmyung.ac.kr.
² College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, Republic of Korea.
³ Collaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, CA, USA; Center for Newborn Screening, Department of Congenital Disorders, Statens Serum Institut, Copenhagen, Denmark.
⁴ Collaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, CA, USA; Bioinformatics Group, Department of Plant Sciences, Wageningen University, Wageningen, the Netherlands.
⁵ Collaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, CA, USA.
⁶ NPPNS, Physic and Chemistry Department, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Ribeirão Preto, Brazil.
⁷ College of Pharmacy, Sunchon National University, Sunchon, Republic of Korea. Electronic address: minalee@sunchon.ac.kr.

PMID: 32062198
DOI: 10.1016/j.phytochem.2020.112292

Abstract

Alnus spp. (Betulaceae) have been used for treatments of hemorrhage, burn injuries, antipyretic fever, diarrhea, and alcoholism in traditional medicines. In this study, a digitized LC-MS/MS data analysis workflow was applied to provide an overview on chemical diversity of 15 Alnus extracts prepared from bark, twigs, leaves, and fruits of A. japonica, A. firma, A. hirsuta, and A. hirsuta var. sibirica. Most of the MS/MS spectra could be putatively annotated based on library matching, in silico fragmentation, and substructural topic modeling. The putative annotation allowed us to discriminate the extracts into three chemotypes based on dominant chemical scaffolds: diarylheptanoids, flavonoids or tannins. This high-throughput chemical annotation was correlated with α-glucosidase inhibition data of extracts, and it allowed us to identify gallic acid as the major active compound of A. firma.

Keywords: Alnus spp.; Betulaceae; Chemical diversity; Data analysis; LC–MS/MS; Specialized metabolites.

MeSH terms

Alnus*
Chromatography, Liquid
Data Analysis
Diarylheptanoids*
Plant Extracts
Tandem Mass Spectrometry
Workflow

Substances

Diarylheptanoids
Plant Extracts