Chemical investigation of the methanolic extract of endophytic Aspergillus niger SB4, isolated from the marine alga Laurencia obtuse, afforded the pentacyclic polyketide, RF-3192C (1), the dimeric coumarin orlandin (2), fonsecin B (3), TMC-256A1 (4), cyclo-(Leu-Ala) (5), and cerebroside A (6).The chemical structure of RF-3192C (1) is assigned herein for the first time using 1D/2D NMR and HRESI-MS. Additionally, the revision of the NMR assignments of orlandin (2) was reported herein as well. Investigation of the antimicrobial activities of isolated compounds revealed the high activity of RF-3192C (1) against Pseudomonas aeruginosa and Bacillus subtilis, and moderate activity against yeast. Moreover, an in vitro cytotoxic activity against liver (HEPG2), cervical (HELA), lung (A549), prostate (PC3), and breast (MCF7) cancer cell lines of the isolated compounds was evaluated. The isolation and taxonomical characterization of the producing fungus was reported as well.
polyketides, biological activities, Aspergillus niger, marine-endophyte, RF-3192C
Publication DOI: 10.1007/s00044-020-02658-6Journal NLM ID: 9211347Publisher: Cambridge, MA: Birkhäuser Boston; New York: Springer
Correspondence: mshaaba@gmail.com
Institutions: Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, USA, Pharmacognosy Department, Faculty of Pharmacy, Helwan University, Helwan, Egypt, Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, Bielefeld, Germany, Microbial Chemistry Department, Genetic Engineering and Biotechnology Research Division, National Research Centre, Giza, Egypt, Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Egypt, Center for Pharmaceutical Research and Innovation, College of Pharmacy, University of Kentucky, Lexington, USA, Chemistry of Natural Compounds Department, Division of Pharmaceutical Industries, National Research Centre, Giza, Egypt
Methods: 13C NMR, 1H NMR, NMR-2D, DNA sequencing, TLC, extraction, microscopy, CC, cell growth, HR-ESI-MS, cytotoxicity assay, DNA extraction, evaporation, antimicrobial assay, filtration, BLAST