Abstract
Chemical investigation of the Kappaphycus alvarezii-derived endophytic fungus Aspergillus micronesiensis lead to the isolation of three novel dibenzospiroketals, aspermicrones A-C (1-3). Their chemical structures were determined by extensive analysis of HR-ESI-MS and NMR spectral data. The absolute configurations of them were determined by experimental and TD-DFT theoretical calculated circular dichroism spectra. Compound 2 exhibited selective cytotoxic effect toward HepG2 cell line (IC50 = 9.9 µM). Additionally, both of compounds 2 and 3 displayed anti-microbial activity against Staphylococcus aureus (MIC = 123.2 µM for each compound). Compound 1 was inactivity in both cytotoxic and anti-microbial assays.
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References
Armstrong E, Rogerson A, Leftley JW. The abundance of heterotrophic protists associated with intertidal seaweeds. Estuar Coast Shelf Sci. 2000;50:415–24.
Debbab A, Aly AH, Proksch P. Endophytes and associated marine derived fungi: ecological and chemical perspectives. Fungal Divers. 2012;57:45–83.
Nicoletti R, Vinale F. Bioactive compounds from marine-derived Aspergillus, Penicillium, Talaromyces and Trichoderma Species. Mar drugs. 2018;16:480.
Luan Y, Wei H, Zhang Z, Che Q, Liu Y, Zhu T, et al. Eleganketal A, a highly oxygenated dibenzospiroketal from the marine-derived fungus Spicaria elegans KLA03. J Nat Prod. 2014;77:1718–23.
Tanaka N, Yano Y, Tatano Y, Kashiwada Y. Hypatulins A and B, meroterpenes from Hypericum patulum. Org Lett. 2016;18:5360–3.
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, et al. Gaussian 09 Rev. Wallingford, CT: D.01; 2013.
Bruhn T, Schaumloffel A, Hemberger Y, Bringmann G. SpecDis: quantifying the comparison of calculated and experimental electronic circular dichroism spectra. Chirality. 2013;25:243–9.
Skehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D, et al. New colorimetric cytotoxicity assay for anticancer-drug screening. J Natl Cancer Inst. 1990;82:1107–12.
Likhitwitayawuid K, Angerhofer CK, Cordell GA, Pezzuto JM, Ruangrungsi N. Cytotoxic and antimalarial bisbenzylisoquinoline alkaloids from Stephania erecta. J Nat Prod. 1993;56:30–8.
CLSI. Performance standards for antimicrobial susceptibility testing: 20-s informational supplement. CLSI document M100-S22, Clinical and Laboratory Standards Institute, Wayne, PA; 2012.
Acknowledgements
This research was supported by the Ministry of Science and Technology of the Socialist Republic of Vietnam (Grant number: NĐT.11.GER/16) and by Vietnam Academy of Science and Technology (Grant number: VAST06.06/17-18).
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Luyen, N.D., Huong, L.M., Thi Hong Ha, T. et al. Aspermicrones A-C, novel dibenzospiroketals from the seaweed-derived endophytic fungus Aspergillus micronesiensis. J Antibiot 72, 843–847 (2019). https://doi.org/10.1038/s41429-019-0214-8
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DOI: https://doi.org/10.1038/s41429-019-0214-8
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