Meleagrin from marine fungus <i>Emericella dentata</i> Nq45: crystal structure and diverse biological activity studies

Abstract

The crystal structure and unambiguous absolute configuration of meleagrin (<b>1</b>) isolated from fungus <i>Emericella dentata</i> Nq45 is reported herein to first time on the bases of single crystal X-ray diffraction. Together with <b>1</b>, haenamindole (<b>2</b>), isorugulosuvine (<b>3</b>), secalonic acid D (<b>4</b>), ergosterol (<b>5</b>) and cerebroside A (<b>6</b>) were obtained and their structures were determined by ESI MS and NMR data analysis. Diverse biological activity of meleagrin (<b>1</b>) was investigated. Compound <b>1</b> pronounced potent cytotoxicity against the human cervix carcinoma cell line KB-3-1 and its multidrug resistant sub-clone KB-V1 of IC₅₀ 3.07 and 6.07 µM, respectively, in comparison with the reference (+) - griseofulvin (IC₅₀ 19, 19.5 µM). Based on the antibiofilm activity, compound <b>1</b> displayed as well potent activity against <i>Staphylococcus aureus</i> with an MIC of 0.25 mg/mL. Isolation of the producing fungus and taxonomical characterization is stated as well.