Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2
The metabolic profile of the 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...
Gespeichert in:
| Veröffentlicht in: | International journal of molecular sciences 2023-05, Vol.24 (9), p.8150 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | |
|---|---|
| container_issue | 9 |
| container_start_page | 8150 |
| container_title | International journal of molecular sciences |
| container_volume | 24 |
| creator | Girich, Elena V Trinh, Phan Thi Hoai Nesterenko, Liliana E Popov, Roman S Kim, Natalya Yu Rasin, Anton B Menchinskaya, Ekaterina S Kuzmich, Aleksandra S Chingizova, Ekaterina A Minin, Artem S Ngoc, Ngo Thi Duy Van, Tran Thi Thanh Yurchenko, Ekaterina A Yurchenko, Anton N Berdyshev, Dmitry V |
| description | The metabolic profile of the
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 IC
of 9.0 µM, in comparison with low toxicity for normal human breast MCF-10A cells, with an IC
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. |
| doi_str_mv | 10.3390/ijms24098150 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_10179051</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2812571633</sourcerecordid><originalsourceid>FETCH-LOGICAL-c413t-1832ba787eadc34c7ce0336db3af655711063f0395172f63ff3de8c2caa617153</originalsourceid><addsrcrecordid>eNpdkc1v1DAQxSNERT_gxhlZ4sKh2Xo86zg5odWyBaQWDi1cLa8z3nqVxMFOKlb882TVUm05zRvNT08z87LsLfAZYsUv_LZNYs6rEiR_kZ3AXIic80K9PNDH2WlKW84FClm9yo5RgZKlFCfZn8U6hWYciN0MFCnYO2p9GuKOma5my90QhvDbW7ZyjuyQWHDsp0-tDx2xFXMxtOzaRD91N33oNpR_oujvqWaXY7cZE1uknuLGN82kUz9jUHH4dpvDTMzE6-zImSbRm8d6lv24XN0uv-RX3z9_XS6ucjsHHHIoUayNKhWZ2uLcKkscsajXaFwhpQLgBTqOlQQl3CQd1lRaYY0pQIHEs-zjg28_rluqLXVDNI3uo29N3OlgvH4-6fyd3oR7DRxUxSVMDh8eHWL4NVIa9PQkS01jOgpj0qIElAXKEif0_X_oNoyxm-7bU2Jat8A9df5A2RhSiuSetgGu97Hqw1gn_N3hBU_wvxzxLwUynZY</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2812571633</pqid></control><display><type>article</type><title>Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2</title><source>MDPI - Multidisciplinary Digital Publishing Institute</source><source>MEDLINE</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central</source><creator>Girich, Elena V ; Trinh, Phan Thi Hoai ; Nesterenko, Liliana E ; Popov, Roman S ; Kim, Natalya Yu ; Rasin, Anton B ; Menchinskaya, Ekaterina S ; Kuzmich, Aleksandra S ; Chingizova, Ekaterina A ; Minin, Artem S ; Ngoc, Ngo Thi Duy ; Van, Tran Thi Thanh ; Yurchenko, Ekaterina A ; Yurchenko, Anton N ; Berdyshev, Dmitry V</creator><creatorcontrib>Girich, Elena V ; Trinh, Phan Thi Hoai ; Nesterenko, Liliana E ; Popov, Roman S ; Kim, Natalya Yu ; Rasin, Anton B ; Menchinskaya, Ekaterina S ; Kuzmich, Aleksandra S ; Chingizova, Ekaterina A ; Minin, Artem S ; Ngoc, Ngo Thi Duy ; Van, Tran Thi Thanh ; Yurchenko, Ekaterina A ; Yurchenko, Anton N ; Berdyshev, Dmitry V</creatorcontrib><description>The metabolic profile of the
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 IC
of 9.0 µM, in comparison with low toxicity for normal human breast MCF-10A cells, with an IC
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.</description><identifier>ISSN: 1422-0067</identifier><identifier>ISSN: 1661-6596</identifier><identifier>EISSN: 1422-0067</identifier><identifier>DOI: 10.3390/ijms24098150</identifier><identifier>PMID: 37175852</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Animals ; Anthraquinone ; Anthraquinones ; Anthraquinones - pharmacology ; Antineoplastic Agents - chemistry ; Aspergillus ; Breast cancer ; Carbon ; Cell cycle ; Cell Line, Tumor ; Cell proliferation ; Cytotoxicity ; Equilibrium ; Fungi ; G1 phase ; High-performance liquid chromatography ; Humans ; Investigations ; Metabolites ; Molecular docking ; Molecular Docking Simulation ; Molecular Structure ; Mortality ; Porifera ; Spectrum analysis ; Stereochemistry ; Womens health</subject><ispartof>International journal of molecular sciences, 2023-05, Vol.24 (9), p.8150</ispartof><rights>2023 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2023 by the authors. 2023</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c413t-1832ba787eadc34c7ce0336db3af655711063f0395172f63ff3de8c2caa617153</citedby><cites>FETCH-LOGICAL-c413t-1832ba787eadc34c7ce0336db3af655711063f0395172f63ff3de8c2caa617153</cites><orcidid>0000-0001-6816-3605 ; 0000-0001-7737-0980 ; 0000-0002-4610-1718 ; 0000-0003-3305-3195 ; 0000-0002-4582-9360 ; 0000-0002-1727-6164</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC10179051/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC10179051/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,881,27903,27904,53769,53771</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37175852$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Girich, Elena V</creatorcontrib><creatorcontrib>Trinh, Phan Thi Hoai</creatorcontrib><creatorcontrib>Nesterenko, Liliana E</creatorcontrib><creatorcontrib>Popov, Roman S</creatorcontrib><creatorcontrib>Kim, Natalya Yu</creatorcontrib><creatorcontrib>Rasin, Anton B</creatorcontrib><creatorcontrib>Menchinskaya, Ekaterina S</creatorcontrib><creatorcontrib>Kuzmich, Aleksandra S</creatorcontrib><creatorcontrib>Chingizova, Ekaterina A</creatorcontrib><creatorcontrib>Minin, Artem S</creatorcontrib><creatorcontrib>Ngoc, Ngo Thi Duy</creatorcontrib><creatorcontrib>Van, Tran Thi Thanh</creatorcontrib><creatorcontrib>Yurchenko, Ekaterina A</creatorcontrib><creatorcontrib>Yurchenko, Anton N</creatorcontrib><creatorcontrib>Berdyshev, Dmitry V</creatorcontrib><title>Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2</title><title>International journal of molecular sciences</title><addtitle>Int J Mol Sci</addtitle><description>The metabolic profile of the
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 IC
of 9.0 µM, in comparison with low toxicity for normal human breast MCF-10A cells, with an IC
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.</description><subject>Animals</subject><subject>Anthraquinone</subject><subject>Anthraquinones</subject><subject>Anthraquinones - pharmacology</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Aspergillus</subject><subject>Breast cancer</subject><subject>Carbon</subject><subject>Cell cycle</subject><subject>Cell Line, Tumor</subject><subject>Cell proliferation</subject><subject>Cytotoxicity</subject><subject>Equilibrium</subject><subject>Fungi</subject><subject>G1 phase</subject><subject>High-performance liquid chromatography</subject><subject>Humans</subject><subject>Investigations</subject><subject>Metabolites</subject><subject>Molecular docking</subject><subject>Molecular Docking Simulation</subject><subject>Molecular Structure</subject><subject>Mortality</subject><subject>Porifera</subject><subject>Spectrum analysis</subject><subject>Stereochemistry</subject><subject>Womens health</subject><issn>1422-0067</issn><issn>1661-6596</issn><issn>1422-0067</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>8G5</sourceid><sourceid>BENPR</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNpdkc1v1DAQxSNERT_gxhlZ4sKh2Xo86zg5odWyBaQWDi1cLa8z3nqVxMFOKlb882TVUm05zRvNT08z87LsLfAZYsUv_LZNYs6rEiR_kZ3AXIic80K9PNDH2WlKW84FClm9yo5RgZKlFCfZn8U6hWYciN0MFCnYO2p9GuKOma5my90QhvDbW7ZyjuyQWHDsp0-tDx2xFXMxtOzaRD91N33oNpR_oujvqWaXY7cZE1uknuLGN82kUz9jUHH4dpvDTMzE6-zImSbRm8d6lv24XN0uv-RX3z9_XS6ucjsHHHIoUayNKhWZ2uLcKkscsajXaFwhpQLgBTqOlQQl3CQd1lRaYY0pQIHEs-zjg28_rluqLXVDNI3uo29N3OlgvH4-6fyd3oR7DRxUxSVMDh8eHWL4NVIa9PQkS01jOgpj0qIElAXKEif0_X_oNoyxm-7bU2Jat8A9df5A2RhSiuSetgGu97Hqw1gn_N3hBU_wvxzxLwUynZY</recordid><startdate>20230502</startdate><enddate>20230502</enddate><creator>Girich, Elena V</creator><creator>Trinh, Phan Thi Hoai</creator><creator>Nesterenko, Liliana E</creator><creator>Popov, Roman S</creator><creator>Kim, Natalya Yu</creator><creator>Rasin, Anton B</creator><creator>Menchinskaya, Ekaterina S</creator><creator>Kuzmich, Aleksandra S</creator><creator>Chingizova, Ekaterina A</creator><creator>Minin, Artem S</creator><creator>Ngoc, Ngo Thi Duy</creator><creator>Van, Tran Thi Thanh</creator><creator>Yurchenko, Ekaterina A</creator><creator>Yurchenko, Anton N</creator><creator>Berdyshev, Dmitry V</creator><general>MDPI AG</general><general>MDPI</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>MBDVC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-6816-3605</orcidid><orcidid>https://orcid.org/0000-0001-7737-0980</orcidid><orcidid>https://orcid.org/0000-0002-4610-1718</orcidid><orcidid>https://orcid.org/0000-0003-3305-3195</orcidid><orcidid>https://orcid.org/0000-0002-4582-9360</orcidid><orcidid>https://orcid.org/0000-0002-1727-6164</orcidid></search><sort><creationdate>20230502</creationdate><title>Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2</title><author>Girich, Elena V ; Trinh, Phan Thi Hoai ; Nesterenko, Liliana E ; Popov, Roman S ; Kim, Natalya Yu ; Rasin, Anton B ; Menchinskaya, Ekaterina S ; Kuzmich, Aleksandra S ; Chingizova, Ekaterina A ; Minin, Artem S ; Ngoc, Ngo Thi Duy ; Van, Tran Thi Thanh ; Yurchenko, Ekaterina A ; Yurchenko, Anton N ; Berdyshev, Dmitry V</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c413t-1832ba787eadc34c7ce0336db3af655711063f0395172f63ff3de8c2caa617153</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Animals</topic><topic>Anthraquinone</topic><topic>Anthraquinones</topic><topic>Anthraquinones - pharmacology</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Aspergillus</topic><topic>Breast cancer</topic><topic>Carbon</topic><topic>Cell cycle</topic><topic>Cell Line, Tumor</topic><topic>Cell proliferation</topic><topic>Cytotoxicity</topic><topic>Equilibrium</topic><topic>Fungi</topic><topic>G1 phase</topic><topic>High-performance liquid chromatography</topic><topic>Humans</topic><topic>Investigations</topic><topic>Metabolites</topic><topic>Molecular docking</topic><topic>Molecular Docking Simulation</topic><topic>Molecular Structure</topic><topic>Mortality</topic><topic>Porifera</topic><topic>Spectrum analysis</topic><topic>Stereochemistry</topic><topic>Womens health</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Girich, Elena V</creatorcontrib><creatorcontrib>Trinh, Phan Thi Hoai</creatorcontrib><creatorcontrib>Nesterenko, Liliana E</creatorcontrib><creatorcontrib>Popov, Roman S</creatorcontrib><creatorcontrib>Kim, Natalya Yu</creatorcontrib><creatorcontrib>Rasin, Anton B</creatorcontrib><creatorcontrib>Menchinskaya, Ekaterina S</creatorcontrib><creatorcontrib>Kuzmich, Aleksandra S</creatorcontrib><creatorcontrib>Chingizova, Ekaterina A</creatorcontrib><creatorcontrib>Minin, Artem S</creatorcontrib><creatorcontrib>Ngoc, Ngo Thi Duy</creatorcontrib><creatorcontrib>Van, Tran Thi Thanh</creatorcontrib><creatorcontrib>Yurchenko, Ekaterina A</creatorcontrib><creatorcontrib>Yurchenko, Anton N</creatorcontrib><creatorcontrib>Berdyshev, Dmitry V</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Research Library (Alumni Edition)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Research Library</collection><collection>Research Library (Corporate)</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>International journal of molecular sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Girich, Elena V</au><au>Trinh, Phan Thi Hoai</au><au>Nesterenko, Liliana E</au><au>Popov, Roman S</au><au>Kim, Natalya Yu</au><au>Rasin, Anton B</au><au>Menchinskaya, Ekaterina S</au><au>Kuzmich, Aleksandra S</au><au>Chingizova, Ekaterina A</au><au>Minin, Artem S</au><au>Ngoc, Ngo Thi Duy</au><au>Van, Tran Thi Thanh</au><au>Yurchenko, Ekaterina A</au><au>Yurchenko, Anton N</au><au>Berdyshev, Dmitry V</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2</atitle><jtitle>International journal of molecular sciences</jtitle><addtitle>Int J Mol Sci</addtitle><date>2023-05-02</date><risdate>2023</risdate><volume>24</volume><issue>9</issue><spage>8150</spage><pages>8150-</pages><issn>1422-0067</issn><issn>1661-6596</issn><eissn>1422-0067</eissn><abstract>The metabolic profile of the
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 IC
of 9.0 µM, in comparison with low toxicity for normal human breast MCF-10A cells, with an IC
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.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>37175852</pmid><doi>10.3390/ijms24098150</doi><orcidid>https://orcid.org/0000-0001-6816-3605</orcidid><orcidid>https://orcid.org/0000-0001-7737-0980</orcidid><orcidid>https://orcid.org/0000-0002-4610-1718</orcidid><orcidid>https://orcid.org/0000-0003-3305-3195</orcidid><orcidid>https://orcid.org/0000-0002-4582-9360</orcidid><orcidid>https://orcid.org/0000-0002-1727-6164</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1422-0067 |
| ispartof | International journal of molecular sciences, 2023-05, Vol.24 (9), p.8150 |
| issn | 1422-0067 1661-6596 1422-0067 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_10179051 |
| source | MDPI - Multidisciplinary Digital Publishing Institute; MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central |
| subjects | Animals Anthraquinone Anthraquinones Anthraquinones - pharmacology Antineoplastic Agents - chemistry Aspergillus Breast cancer Carbon Cell cycle Cell Line, Tumor Cell proliferation Cytotoxicity Equilibrium Fungi G1 phase High-performance liquid chromatography Humans Investigations Metabolites Molecular docking Molecular Docking Simulation Molecular Structure Mortality Porifera Spectrum analysis Stereochemistry Womens health |
| title | Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus Aspergillus sp. 1901NT-1.2.2 |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T00%3A38%3A16IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Absolute%20Stereochemistry%20and%20Cytotoxic%20Effects%20of%20Vismione%20E%20from%20Marine%20Sponge-Derived%20Fungus%20Aspergillus%20sp.%201901NT-1.2.2&rft.jtitle=International%20journal%20of%20molecular%20sciences&rft.au=Girich,%20Elena%20V&rft.date=2023-05-02&rft.volume=24&rft.issue=9&rft.spage=8150&rft.pages=8150-&rft.issn=1422-0067&rft.eissn=1422-0067&rft_id=info:doi/10.3390/ijms24098150&rft_dat=%3Cproquest_pubme%3E2812571633%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2812571633&rft_id=info:pmid/37175852&rfr_iscdi=true |