UPLC-ESI-MRM/MS for Absolute Quantification and MS/MS Structural Elucidation of Six Specialized Pyranonaphthoquinone Metabolites From Ventilago harmandiana
Artikel i vetenskaplig tidskrift, 2021

Pyranonaphthoquinones (PNQs) are important structural scaffolds found in numerous natural products. Research interest in these specialized metabolites lies in their natural occurrence and therapeutic activities. Nonetheless, research progress has thus far been hindered by the lack of analytical standards and analytical methods for both qualitative and quantitative analysis. We report here that various parts of Ventilago harmandiana are rich sources of PNQs. We developed an ultraperformance liquid chromatography-electrospray ionization multiple reaction monitoring/mass spectrometry method to quantitatively determine six PNQs from leaves, root, bark, wood, and heartwood. The addition of standards in combination with a stable isotope of salicylic acid-D-6 was used to overcome the matrix effect with average recovery of 82% +/- 1% (n = 15). The highest concentration of the total PNQs was found in the root (11,902 mu g/g dry weight), whereas the lowest concentration was found in the leaves (28 mu g/g dry weight). Except for the root, PNQ-332 was found to be the major compound in all parts of V. harmandiana, accounting for similar to 48% of the total PNQs quantified in this study. However, PNQ-318A was the most abundant PNQ in the root sample, accounting for 27% of the total PNQs. Finally, we provide novel MS/MS spectra of the PNQs at different collision induction energies: 10, 20, and 40 eV (POS and NEG). For structural elucidation purposes, we propose complete MS/MS fragmentation pathways of PNQs using MS/MS spectra at collision energies of 20 and 40 eV. The MS/MS spectra along with our discussion on structural elucidation of these PNQs should be very useful to the natural products community to further exploring PNQs in V. harmandiana and various other sources.

targeted metabolite profiling

natural product

mass spectrometry

quantitative metabolomics

structural elucidation

Författare

Suphitcha Limjiasahapong

Mahidol University

Khwanta Kaewnarin

Mahidol University

Narumol Jariyasopit

Mahidol University

Sakchai Hongthong

Rajabhat Rajanagarindra University

Mahidol University

Narong Nuntasaen

Ministry of Natural Resources and Environment

Jonathan Robinson

Chalmers, Biologi och bioteknik, Systembiologi, CSBI

Intawat Nookaew

University of Arkansas for Medical Sciences

Yongyut Sirivatanauksorn

Mahidol University

Chutima Kuhakarn

Mahidol University

Vichai Reutrakul

Mahidol University

Sakda Khoomrung

Mahidol University

Frontiers in Plant Science

1664-462X (ISSN)

Vol. 11 602993

Ämneskategorier

Subatomär fysik

Analytisk kemi

Trädgårdsvetenskap/hortikultur

DOI

10.3389/fpls.2020.602993

PubMed

33505413

Mer information

Senast uppdaterat

2021-02-22