4.4 Article

Anti-inflammatory ergosterol derivatives from the endophytic fungus Fusarium chlamydosporum

Journal

NATURAL PRODUCT RESEARCH
Volume 35, Issue 23, Pages 5011-5020

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/14786419.2020.1762185

Keywords

Fusarium chlamydosporum; Anvillea garcinii; Asteraceae; Endophytes; ergosterol derivatives; anti-inflammatory

Funding

  1. Deanship of Scientific Research (DSR) at King Abdulaziz University, Jeddah [G-1725-140-1440]

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Two new ergosterol derivatives and three known ergosterols were isolated from the endophytic fungus Fusarium chlamydosporum isolated from Anvillea garcinii leaves in Saudi Arabia. Their structural assignment was confirmed through various spectroscopic analyses and comparison with published data. The 5-lipoxygenase inhibitory potential of the isolated metabolites was evaluated, with compounds 1 and 3 showing moderate inhibitory potential.
Two new ergosterol derivatives namely, chlamydosterols A [(22E,24R)-ergosta-7,22-diene-3 beta,5 alpha,6 beta-triol 6-decanoate] (1) and B [5 alpha,6 beta,25-trihydroxy-(22E,24R)-ergosta-7,22-dien-3-one] (5) and three known ergosterols: ergosta-7,22-dien-3 beta-ol (2), ergosta-5,7,22-triene-3 beta-ol (3), and ergosta-7,22-diene-3 beta,5 alpha,6 beta-triol (4) were separated from the EtOAc extract of the endophytic fungus Fusarium chlamydosporum isolated from Anvillea garcinii (Asteraceae) leaves growing in Saudi Arabia. Their structural assignment was accomplished by various spectroscopic analyses, as well as comparing with the published data. The 5-lipoxygenase (5-LOX) inhibitory potential of the isolated metabolites was assessed. Compounds 1 and 3 displayed moderate 5-LOX inhibitory potential with IC(50)s 3.06 and 3.57 mu M, respectively compared to indomethacin (IC50 1.13 mu M).

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