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Scientific article
English

Preparative Scale MS-Guided Isolation of Bioactive Compounds Using High-Resolution Flash Chromatography: Antifungals from Chiloscyphus polyanthos as a Case Study

Contributors

Azzollini, Antonio; Favre-Godal, Quentin; Zhang, Jiaozhen; Marcourt, Laurence; Ebrahim, Samad Nejad; Wang, Shuqi; Lou, Hongxiang; Guillarme, Davy; Ferreira Queiroz, Emerson; Wolfender, Jean-Luc

Published in

Planta medica, vol. 82, p. 1051-1057

Publication date

2016

Abstract

In natural products research, the efficient purification of molecules from large amount of complex extracts is a key element. In this regard, an integrative strategy for efficient mass spectrometry (MS)-guided isolation of antifungal compounds has been developed. First, at-line HPLC antifungal activity based profiling and HPLC-PDA-MS profiling were used to localise the compounds of interest on the analytical scale. Then, the analytical gradient was geometrically transferred to the flash chromatographic level. Finally, an MS-triggered isolation of the localized bioactive molecules was realized using high resolution flash chromatographic columns (15 µm spherical particles) coupled to a single quadrupole mass spectrometer via a splitter system. This isolation strategy was applied for the MS-targeted purification of the antifungal principles from the Chinese liverwort Chiloscyphus polyanthos (L.) Cord. This rational methodology has a high potential for the targeted large-scale purification of bioactive compounds avoiding the need to repeat a given bioassay at each isolation step. Seven sesquiterpene lactones were isolated, of which five were found bioactive and one was reported as a new compound. The absolute configuration of some compounds was established for the first time by electronic circular dichroism (ECD) spectroscopy.

Keywords

  • Chiloscyphus polyanthos
  • MS-guided isolation
  • flash chromatography
  • antifungal compounds

UNIGE affiliation entities

UNIGE research groups

Citation (ISO format)

AZZOLLINI, Antonio et al. Preparative Scale MS-Guided Isolation of Bioactive Compounds Using High-Resolution Flash Chromatography: Antifungals from Chiloscyphus polyanthos as a Case Study. In: Planta medica, 2016, vol. 82, p. 1051–1057. doi: 10.1055/s-0042-108207

Main files (1)

Article (Published version)

Identifiers

Journal ISSN

0032-0943
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Technical informations

Creation

10/08/2016 11:17:00

First validation

10/08/2016 11:17:00

Update

15/03/2023 00:37:01

Status update

15/03/2023 00:37:01

Last indexation

31/10/2024 04:09:10
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