Dihydrobenzofurans as cannabinoid receptor ligands from Cordyceps annullata, an entomopathogenic fungus cultivated in the presence of an HDAC inhibitor
作者： Teigo Asai , Dan Luo , Yutaro Obara , Tohru Taniguchi , Kenji Monde
DOI: 10.1016/J.TETLET.2012.02.088
关键词:
摘要: The secondary metabolite production of Cordyceps annullata, an entomopathogenic fungus, was clearly enhanced by the addition suberoyl bis-hydroxamic acid (SBHA), a histone deacetylase (HDAC) inhibitor, to culture medium. Four new 2,3-dihydrobenzofurans, annullatins A–D (1–4), and aromatic polyketide, annullatin E (5) were isolated from medium, structures, including absolute stereochemistries, determined spectroscopic analysis, vibrational circular dichroism (VCD), chemical transformations. Annullatin A (1) exhibited potent agonistic activity toward cannabinoid receptors CB1 CB2. B (2) D (4) displayed CB2 inverse activity.
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