Eleven new compounds, including two quinone derivatives of bioxanthracene, conoideocrellones A (1) and B (2), two bioxanthracenes 3 and 4, four isocoumarins and isocoumarin glycosides 7-10, two phenolic compounds 16 and 17, and a diterpenoid compound, conoideocin A (18), were isolated from culture of the scale-insect pathogenic fungus Conoideocrella tenuis BCC 44534. Seventeen known compounds, compounds 5 and 6, ES-242-2 and its atropisomer, isocoumarins and isocoumarin glycosides 11-15, 3,4,6-trihydroxymellein, cis-4,6-dihydroxymellein, metarhizins A (19) and B (20), BR-050 (21), 5α,8α-epidioxy-24(R)-methylcholesta-6,22-dien-3β-ol, zeorin, and conoideocrellide A, were also isolated from this fungus. Structures of these compounds were elucidated by NMR and MS data analyses. Compound 4 was active against Plasmodium falciparum K1 (IC50 6.6 mu g/mL), while it did not show cytotoxicity. Conoideocrellone A (1) and compounds 3 and 7 exhibited cytotoxic activity, while conoideocin A (18) showed broad range of biological activities including antimalarial, antibacterial, and cytotoxic activities.
bioactive compounds, Conoideocrella tenuis, bioxanthracenes, isocoumarins, insect fungi
Publication DOI: 10.1016/j.tet.2018.01.004Journal NLM ID: 2984170RPublisher: Pergamon Press
Correspondence: Thongpanchang C
Institutions: National Center for Genetic Engineering and Biotechnology (BIOTEC), Klong Luang, Pathumthani, Thailand
Methods: 13C NMR, 1H NMR, acid hydrolysis, FTIR, HPLC, UV, extraction, CC, ESI-TOF-MS, melting point determination, HR-ESI-MS, HMBC, NOESY, antimalarial assays, filtration, optical rotation measurements