A. Michaud

B. Charreau

M. Le Bot

N. Corlay

P. Richomme

S. Derbré

S. Pagie

Le Bot, Maxime

Corlay, Nina

Michaud, Aurore

Pagie, Sylvain

Richomme, Pascal

Charreau, Béatrice

Derbré, Séverine

Portail HAL Nantes Université

Chemically engineered extracts of St John’s wort as sources of polyprenylated acylphloroglucinols to prevent endothelial dysfunction

International audienceGraft rejection remains a serious concern in transplantation therapy. As endothelial dysfunction plays a prominent role in transplant rejection, finding new ways to prevent this process is a huge challenge. Recently, Rouger et al. evidenced the significant anti-inflammatory and immunomodulatory properties of polyphenolic compounds [e.g. polyprenylated acylphloroglucinols (PPAPs)] from tropical Calophyllaceae and Clusiaceae plants on endothelial cells [1,2]. Plants from the Hypericaceae family biosynthesize similar natural products and some species such as St John's wort (Hypericum perforatum) are cultivated thus available in large amounts. To preserve biodiversity and valorize medicinal plants growing in the Loire Valley, the HYPROTEC project attempts to I/improve access to a library of original and bioactive polyphenols by chemical modifications of H. perforatum extracts [3]; II/evaluate their potential for preventing endothelial dysfunction. Preliminary results evaluating the inhibition of VCAM-1 expression on endothelial cells [1] by H. perforatum roots and flowering tops extracts and their fractions, combined with a dereplication study, suggested that hyperforin 1 and its oxidized forms could prevent inflammation and, consequently, endothelial dysfunction. The present work thus describes the synthesis and purification of a small library of PPAPs derivatives from the cyclohexanic flowering tops extract of H. perforatum (1: 3.0% m/m) that was subjected to various oxidation reactions using so-called “green processes”. Data were eventually supplemented by results from biological evaluation. In particular, hyperforin-DCHA 1 (10µM) strongly inhibited TNF-induced VCAM-1 (58%), ICAM-1 (34%) and E-selectin (54%) expression in comparison with the reference compound PDTC (200µM)

Portail HAL UA (Université d'Angers)

Chemically engineered extracts of St John's wort as sources of polyprenylated acylphloroglucinols to prevent endothelial dysfunction

Okina

Chemically engineered extracts of St John’s wort as sourcesof polyprenylated acylphloroglucinols to prevent endothelialdysfunctionSubmitted by Séverine Derbre on Tue, 10/11/2016 - 17:07Titre Chemically engineered extracts of St John’s wort as sources of polyprenylatedacylphloroglucinols to prevent endothelial dysfunctionType depublication CommunicationType Communication par affiche dans un congrèsAnnée 2016Langue AnglaisDate ducolloque 24-27/07/2016Titre ducolloque 9th Joint Natural Products ConferenceAuteur Le Bot, Maxime [1], Corlay, Nina [2], Michaud, Aurore [3], Pagie, Sylvain [4],Richomme, Pascal [5], Charreau, Béatrice [6], Derbré, Séverine [7]Pays DanemarkVille CopenhagueURL de lanotice http://okina.univ-angers.fr/publications/ua15062 [8]Lien vers ledocument enlignehttp://www.conferencemanager.dk/JointNaturalProductsConference2016/ [9]Liens[1] http://okina.univ-angers.fr/publications?f[author]=25161[2] http://okina.univ-angers.fr/publications?f[author]=24496[3] http://okina.univ-angers.fr/publications?f[author]=24497[4] http://okina.univ-angers.fr/publications?f[author]=24500[5] http://okina.univ-angers.fr/p.richomme/publications[6] http://okina.univ-angers.fr/publications?f[author]=17375[7] http://okina.univ-angers.fr/severine.derbre/publications[8] http://okina.univ-angers.fr/publications/ua15062[9] http://www.conferencemanager.dk/JointNaturalProductsConference2016/Publié sur Okina (http://okina.univ-angers.fr)

Chemically engineered extracts of St John’s wort as sources of polyprenylated acylphloroglucinols to prevent endothelial dysfunction

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