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Article

New Phenolic Lipids from the Leaves of Clausena harmandiana Inhibit SARS-CoV-2 Entry into Host Cells

by
Marion Chambon
1,
Charline Herrscher
2,
Dana Al Halabi
2,
Nathan François
3,
Sandrine Belouzard
3,
Stéphanie Boutet
4,
Van Cuong Pham
5,
Thi Mai Huong Doan
5,
Karin Séron
3,
Patrick Mavingui
2,
Marc Litaudon
1,*,
Chaker El Kalamouni
2,* and
Cécile Apel
1,*
1
Institut de Chimie des Substances Naturelles, CNRS, UPR 2301, Université Paris-Saclay, 91198 Gif-sur-Yvette, France
2
Unité Mixte Processus Infectieux en Milieu Insulaire Tropical, Université de la Réunion, INSERM U1187, CNRS UMR 9192, IRD UMR 249, Plateforme Technologique CYROI, 94791 Sainte Clotilde, France
3
Center for Infection and Immunity of Lille (CIIL), Institut Pasteur de Lille, Université de Lille, INSERM U1019, CNRS UMR 8204, CHU Lille, 59000 Lille, France
4
Institut Jean-Pierre Bourgin (IJPB), AgroParisTech, INRAE, Université Paris-Saclay, 78000 Versailles, France
5
Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, CauGiay, Hanoi 10072, Vietnam
*
Authors to whom correspondence should be addressed.
Molecules 2023, 28(14), 5414; https://doi.org/10.3390/molecules28145414
Submission received: 31 May 2023 / Revised: 11 July 2023 / Accepted: 12 July 2023 / Published: 14 July 2023
(This article belongs to the Special Issue Advances in Natural Products and Their Biological Activities)
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Abstract

Induced by the spread of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), the COVID-19 pandemic underlined the clear need for antivirals against coronaviruses. In an effort to identify new inhibitors of SARS-CoV-2, a screening of 824 extracts prepared from various parts of 400 plant species belonging to the Rutaceae and Annonaceae families was conducted using a cell-based HCoV-229E inhibition assay. Due to its significant activity, the ethyl acetate extract of the leaves of Clausena harmandiana was selected for further chemical and biological investigations. Mass spectrometry-guided fractionation afforded three undescribed phenolic lipids (1–3), whose structures were determined via spectroscopic analysis. The absolute configurations of 1 and 2 were determined by analyzing Mosher ester derivatives. The antiviral activity against SARS-CoV-2 was subsequently shown, with IC50 values of 0.20 and 0.05 µM for 2 and 3, respectively. The mechanism of action was further assessed, showing that both 2 and 3 are inhibitors of coronavirus entry by acting directly on the viral particle. Phenolic lipids from Clausena harmandiana might be a source of new antiviral agents against human coronaviruses.
Keywords: Clausena harmandiana; phenolic lipids; antiviral activity; coronavirus Clausena harmandiana; phenolic lipids; antiviral activity; coronavirus

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MDPI and ACS Style

Chambon, M.; Herrscher, C.; Al Halabi, D.; François, N.; Belouzard, S.; Boutet, S.; Pham, V.C.; Doan, T.M.H.; Séron, K.; Mavingui, P.; et al. New Phenolic Lipids from the Leaves of Clausena harmandiana Inhibit SARS-CoV-2 Entry into Host Cells. Molecules 2023, 28, 5414. https://doi.org/10.3390/molecules28145414

AMA Style

Chambon M, Herrscher C, Al Halabi D, François N, Belouzard S, Boutet S, Pham VC, Doan TMH, Séron K, Mavingui P, et al. New Phenolic Lipids from the Leaves of Clausena harmandiana Inhibit SARS-CoV-2 Entry into Host Cells. Molecules. 2023; 28(14):5414. https://doi.org/10.3390/molecules28145414

Chicago/Turabian Style

Chambon, Marion, Charline Herrscher, Dana Al Halabi, Nathan François, Sandrine Belouzard, Stéphanie Boutet, Van Cuong Pham, Thi Mai Huong Doan, Karin Séron, Patrick Mavingui, and et al. 2023. "New Phenolic Lipids from the Leaves of Clausena harmandiana Inhibit SARS-CoV-2 Entry into Host Cells" Molecules 28, no. 14: 5414. https://doi.org/10.3390/molecules28145414

APA Style

Chambon, M., Herrscher, C., Al Halabi, D., François, N., Belouzard, S., Boutet, S., Pham, V. C., Doan, T. M. H., Séron, K., Mavingui, P., Litaudon, M., El Kalamouni, C., & Apel, C. (2023). New Phenolic Lipids from the Leaves of Clausena harmandiana Inhibit SARS-CoV-2 Entry into Host Cells. Molecules, 28(14), 5414. https://doi.org/10.3390/molecules28145414

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