Two new bis-iridoids isolated from Scabiosa stellata and their antibacterial, antioxidant, anti-tyrosinase and cytotoxic activities.

Journal: Fitoterapia
PMID:

Abstract

This study presents the chemical profile investigation of a 70% ethanol extract obtained from Scabiosa stellata, a medicinal herbaceous traditionally used to treat heel cracks. A C NMR-based dereplication methodology was firstly applied on centrifugal partition chromatography-generated fractions in order to quickly identify the major compounds of the extract. The dereplication process was then completed by semi-preparative high-performance liquid chromatography in order to identify unknown or minor compounds. Two new bis-iridoids, namely 7-O-caffeoyl-sylvestroside I (1) and 7-O-(p-coumaroyl)-sylvestroside I (2), together with ten known compounds (3-12) were isolated. Their structures were elucidated by spectroscopic methods including NMR and HR-ESI-MS. The antibacterial, anti-tyrosinase and DPPH radical scavenging activities of the crude extract, fractions, and isolated compounds were evaluated. A significant antibacterial activity was observed for nine isolated compounds, particularly 1 and 2 which yielded MIC values of 31.2μg/mL against Enterococcus faecalis and 62.5μg/mL against Staphylococcus epidermidis. The cytotoxic activity of these new bis-iridoids was evaluated on a fibrosarcoma cell line (HT1080) and only compound 1 exhibited a moderate cytotoxic activity (IC 35.9μg/mL).

Authors

  • Meryem Lehbili
    Université des frères Mentouri-Constantine, Département de chimie, Laboratoire d'Obtention des Substances Thérapeutiques (LOST), Campus Chaabet-Ersas, 25000 Constantine, Algeria; ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France.
  • Abdulmagid Alabdul Magid
    ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France. Electronic address: abdulmagid.alabdulmagid@univ-reims.fr.
  • Jane Hubert
    ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France.
  • Ahmed Kabouche
    Université des frères Mentouri-Constantine, Département de chimie, Laboratoire d'Obtention des Substances Thérapeutiques (LOST), Campus Chaabet-Ersas, 25000 Constantine, Algeria.
  • Laurence Voutquenne-Nazabadioko
    ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France.
  • Jean-Hugues Renault
    ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France.
  • Jean-Marc Nuzillard
    ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France.
  • Hamid Morjani
    MEDyC UMR CNRS 7369, URCA, Faculté de Pharmacie, SFR CAP Santé, 1, Rue du Maréchal-Juin, 51096 Reims, France.
  • Amin Abedini
    ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France; EA 4691, Biomatériaux et inflammation en site osseux, Laboratoire de microbiologie, UFR de pharmacie, 1, Rue du Maréchal-Juin, 51096 Reims, France.
  • Sophie C Gangloff
    EA 4691, Biomatériaux et inflammation en site osseux, Laboratoire de microbiologie, UFR de pharmacie, 1, Rue du Maréchal-Juin, 51096 Reims, France.
  • Zahia Kabouche
    Université des frères Mentouri-Constantine, Département de chimie, Laboratoire d'Obtention des Substances Thérapeutiques (LOST), Campus Chaabet-Ersas, 25000 Constantine, Algeria.