Bis-indolyl benzenoids, hydroxypyrrolidine derivatives and other constituents from cultures of the marine sponge-associated fungus aspergillus candidus KUFA0062

• Autor(a) principal: Buttachon S.
• Data de Publicação: 2018
• Outros Autores: Ramos A.A., Inácio Â., Dethoup T., Gales L., Lee M., Costa P.M., Silva A.M.S., Sekeroglu N., Rocha E., Pinto M.M.M., Pereira J.A., Kijjoa A.
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
• Texto Completo: https://hdl.handle.net/10216/120275
• topic: 2'' oxoasterriquinol D methyl ether; 3,6 dibenzylpiperazine 2,5 dione; 4 (acetylamino)benzoic acid; antibiotic agent; asterriquinol D dimethyl ether; benzene derivative; benzoic acid; bis indolyl benzenoid; candidusin D; chrysophanic acid; colistin; doxorubicin; fungal extract; kumbicin A; kumbicin B; kumbicin D; oxacillin; petromurin C; preussin; preussin C; pyrrolidine derivative; unclassified drug; vancomycin; anisomycin; antiinfective agent; antineoplastic agent; preussin; pyrrolidine derivative; terphenyl derivative; A-375 cell line; A-549 cell line; antibacterial activity; antineoplastic activity; Article; Aspergillus candidus; Aspergillus candidus KUFA 0062; biofilm; cell viability; controlled study; drug cytotoxicity; drug identification; drug isolation; drug potentiation; Enterococcus faecalis; Escherichia coli; fungal strain; fungus culture; HCT 116 cell line; Hep-G2 cell line; HT-29 cell line; human; human cell; IC50; in vitro study; MCF-7 cell line; methicillin resistant Staphylococcus aureus; minimum bactericidal concentration; minimum inhibitory concentration; nonhuman; Pseudomonas aeruginosa; Staphylococcus aureus; T98G cell line; U-251MG cell line; vancomycin resistant Enterococcus; analogs and derivatives; animal; antibiotic resistance; Aspergillus; bacterium; chemistry; drug effect; isolation and purification; microbial sensitivity test; microbiology; sponge (Porifera); tumor cell line; Animals; Anisomycin; Anti-Bacterial Agents; Antineoplastic Agents; Aspergillus; Bacteria; Cell Line, Tumor; Drug Resistance, Bacterial; Drug Synergism; Humans; Inhibitory Concentration 50; Microbial Sensitivity Tests; Porifera; Pyrrolidines; Terphenyl Compounds

A previously unreported bis-indolyl benzenoid, candidusin D (2e) and a new hydroxypyrrolidine alkaloid, preussin C (5b) were isolated together with fourteen previously described compounds: palmitic acid, clionasterol, ergosterol 5,8-endoperoxides, chrysophanic acid (1a), emodin (1b), six bis-indolyl benzenoids including asterriquinol D dimethyl ether (2a), petromurin C (2b), kumbicin B (2c), kumbicin A (2d), 2”-oxoasterriquinol D methyl ether (3), kumbicin D (4), the hydroxypyrrolidine alkaloid preussin (5a), (3S, 6S)-3,6-dibenzylpiperazine-2,5-dione (6) and 4-(acetylamino) benzoic acid (7), from the cultures of the marine sponge-associated fungus Aspergillus candidus KUFA 0062. Compounds 1a, 2a–e, 3, 4, 5a–b, and 6 were tested for their antibacterial activity against Gram-positive and Gram-negative reference and multidrug-resistant strains isolated from the environment. Only 5a exhibited an inhibitory effect against S. aureus ATCC 29213 and E. faecalis ATCC29212 as well as both methicillin-resistant S. aureus (MRSA) and vancomycin-resistant enterococci (VRE) strains. Both 1a and 5a also reduced significant biofilm formation in E. coli ATCC 25922. Moreover, 2b and 5a revealed a synergistic effect with oxacillin against MRSA S. aureus 66/1 while 5a exhibited a strong synergistic effect with the antibiotic colistin against E. coli 1410/1. Compound 1a, 2a–e, 3, 4, 5a–b, and 6 were also tested, together with the crude extract, for cytotoxic effect against eight cancer cell lines: HepG2, HT29, HCT116, A549, A 375, MCF-7, U-251, and T98G. Except for 1a, 2a, 2d, 4, and 6, all the compounds showed cytotoxicity against all the cancer cell lines tested. © 2018 by the authors