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Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2

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Заглавие Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2
 
Автор Girich, E. V.
Trinh, P. T. H.
Nesterenko, L. E.
Popov, R. S.
Kim, N. Y.
Rasin, A. B.
Menchinskaya, E. S.
Kuzmich, A. S.
Chingizova, E. A.
Minin, A. S.
Ngoc, N. T. D.
Van, T. T. T.
Yurchenko, E. A.
Yurchenko, A. N.
Berdyshev, D. V.
 
Тематика ASPERGILLUS
CYTOTOXICITY
HPLC MS
MARINE-DERIVED FUNGUS
MCF-7
PROLIFERATION
SECONDARY METABOLITES
VISMIONE E
ANTHRAQUINONE DERIVATIVE
CYTOTOXIC AGENT
INOSINATE DEHYDROGENASE
TERPENE DERIVATIVE
UNCLASSIFIED DRUG
VISMIONE E
ANTHRAQUINONE DERIVATIVE
ANTINEOPLASTIC AGENT
ANIMAL CELL
ARTICLE
ASPERGILLUS
CELL CYCLE G1 PHASE
CELL MIGRATION
CELL PROLIFERATION
CELL VIABILITY
CONTROLLED STUDY
CYTOTOXICITY
DRUG ISOLATION
DRUG TARGETING
HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
HUMAN
HUMAN CELL
IC50
MASS SPECTROMETRY
MCF-10A CELL LINE
MCF-7 CELL LINE
MOLECULAR DOCKING
NONHUMAN
QUANTUM CHEMISTRY
STEREOCHEMISTRY
ANIMAL
ASPERGILLUS
CHEMICAL STRUCTURE
CHEMISTRY
FUNGUS
SPONGE (PORIFERA)
TUMOR CELL LINE
ANIMALS
ANTHRAQUINONES
ANTINEOPLASTIC AGENTS
ASPERGILLUS
CELL LINE, TUMOR
FUNGI
HUMANS
MOLECULAR DOCKING SIMULATION
MOLECULAR STRUCTURE
PORIFERA
 
Описание The metabolic profile of the Aspergillus sp. 1901NT-1.2.2 sponge-associated fungal strain was investigated using the HPLC MS technique, and more than 23 peaks in the HPLC MS chromatogram were detected. Only two minor peaks were identified as endocrocin and terpene derivative MS data from the GNPS database. The main compound was isolated and identified as known anthraquinone derivative vismione E. The absolute stereochemistry of vismione E was established for the first time using ECD and quantum chemical methods. Vismione E showed high cytotoxic activity against human breast cancer MCF-7 cells, with an IC50 of 9.0 µM, in comparison with low toxicity for normal human breast MCF-10A cells, with an IC50 of 65.3 µM. It was found that vismione E inhibits MCF-7 cell proliferation and arrests the cell cycle in the G1 phase. Moreover, the negative influence of vismione E on MCF-7 cell migration was detected. Molecular docking of vismione E suggested the IMPDH2 enzyme as one of the molecular targets for this anthraquinone derivative. © 2023 by the authors.
Vietnam Academy of Science and Technology, VAST: VAST06.02/21-22; Russian Foundation for Basic Research, РФФИ: 21-53-54005
This research was funded by the Russian Foundation for Basic Research (grant number 21-53-54005) (chemical and bioassay study) and the Vietnam Academy of Science and Technology (grant number VAST06.02/21-22) (microbiological study).
 
Дата 2024-04-05T16:22:20Z
2024-04-05T16:22:20Z
2023
 
Тип Article
Journal article (info:eu-repo/semantics/article)
|info:eu-repo/semantics/publishedVersion
 
Идентификатор Girich, EV, Trinh, PTH, Nesterenko, LE, Popov , RS, Kim, NY, Rasin , AB, Menchinskaya, ES, Kuzmich, AS, Chingizova, EA, Minin, AS, Ngoc, NTD, Van, TTT, Yurchenko, EA, Yurchenko , AN & Berdyshev, DV 2023, 'Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2', International Journal of Molecular Sciences, Том. 24, № 9, 8150. https://doi.org/10.3390/ijms24098150
Girich, E. V., Trinh, P. T. H., Nesterenko, L. E., Popov , R. S., Kim, N. Y., Rasin , A. B., Menchinskaya, E. S., Kuzmich, A. S., Chingizova, E. A., Minin, A. S., Ngoc, N. T. D., Van, T. T. T., Yurchenko, E. A., Yurchenko , A. N., & Berdyshev, D. V. (2023). Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2. International Journal of Molecular Sciences, 24(9), [8150]. https://doi.org/10.3390/ijms24098150
1661-6596
Final
All Open Access, Gold, Green
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85159629051&doi=10.3390%2fijms24098150&partnerID=40&md5=f21507a436fe188c25d2627d7aeaa519
https://www.mdpi.com/1422-0067/24/9/8150/pdf?version=1683192483
http://elar.urfu.ru/handle/10995/130487
10.3390/ijms24098150
85159629051
000987683500001
 
Язык en
 
Права Open access (info:eu-repo/semantics/openAccess)
cc-by
https://creativecommons.org/licenses/by/4.0/
 
Формат application/pdf
 
Издатель Multidisciplinary Digital Publishing Institute (MDPI)
 
Источник International Journal of Molecular Sciences
International Journal of Molecular Sciences