New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities
Seven new unusual polysulfated steroids—topsentiasterol sulfate G (<b>1</b>), topsentiasterol sulfate I (<b>2</b>), topsentiasterol sulfate H (<b>3</b>), bromotopsentiasterol sulfate D (<b>4</b>), dichlorotopsentiasterol sulfate D (<b>8...
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MDPI AG
2019-07-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/17/8/445 |
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| author | Kseniya M. Tabakmakher Tatyana N. Makarieva Vladimir A. Denisenko Roman S. Popov Pavel S. Dmitrenok Sergey A. Dyshlovoy Boris B. Grebnev Carsten Bokemeyer Gunhild von Amsberg Nguyen X. Cuong |
| author_facet | Kseniya M. Tabakmakher Tatyana N. Makarieva Vladimir A. Denisenko Roman S. Popov Pavel S. Dmitrenok Sergey A. Dyshlovoy Boris B. Grebnev Carsten Bokemeyer Gunhild von Amsberg Nguyen X. Cuong |
| author_sort | Kseniya M. Tabakmakher |
| collection | DOAJ |
| description | Seven new unusual polysulfated steroids—topsentiasterol sulfate G (<b>1</b>), topsentiasterol sulfate I (<b>2</b>), topsentiasterol sulfate H (<b>3</b>), bromotopsentiasterol sulfate D (<b>4</b>), dichlorotopsentiasterol sulfate D (<b>8</b>), bromochlorotopsentiasterol sulfate D (<b>9</b>), and 4<i>β</i>-hydroxyhalistanol sulfate C (<b>10</b>), as well as three previously described—topsentiasterol sulfate D (<b>7</b>), chlorotopsentiasterol sulfate D (<b>5</b>) and iodotopsentiasterol sulfate D (<b>6</b>) have been isolated from the marine sponge <i>Halichondria vansoesti</i>. Structures of these compounds were determined by detailed analysis of 1D- and 2D-NMR and HRESIMS data, as well as chemical transformations. The effects of the compounds on human prostate cancer cells PC-3 and 22Rv1 were investigated. |
| first_indexed | 2024-04-14T06:24:30Z |
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| id | doaj.art-9edc71dd706a4787995eb65275edda03 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-14T06:24:30Z |
| publishDate | 2019-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-9edc71dd706a4787995eb65275edda032022-12-22T02:07:53ZengMDPI AGMarine Drugs1660-33972019-07-0117844510.3390/md17080445md17080445New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory ActivitiesKseniya M. Tabakmakher0Tatyana N. Makarieva1Vladimir A. Denisenko2Roman S. Popov3Pavel S. Dmitrenok4Sergey A. Dyshlovoy5Boris B. Grebnev6Carsten Bokemeyer7Gunhild von Amsberg8Nguyen X. Cuong9G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, RussiaDepartment of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, 20251 Hamburg, GermanyDepartment of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, 20251 Hamburg, GermanyInstitute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), Hanoi 100000, VietnamSeven new unusual polysulfated steroids—topsentiasterol sulfate G (<b>1</b>), topsentiasterol sulfate I (<b>2</b>), topsentiasterol sulfate H (<b>3</b>), bromotopsentiasterol sulfate D (<b>4</b>), dichlorotopsentiasterol sulfate D (<b>8</b>), bromochlorotopsentiasterol sulfate D (<b>9</b>), and 4<i>β</i>-hydroxyhalistanol sulfate C (<b>10</b>), as well as three previously described—topsentiasterol sulfate D (<b>7</b>), chlorotopsentiasterol sulfate D (<b>5</b>) and iodotopsentiasterol sulfate D (<b>6</b>) have been isolated from the marine sponge <i>Halichondria vansoesti</i>. Structures of these compounds were determined by detailed analysis of 1D- and 2D-NMR and HRESIMS data, as well as chemical transformations. The effects of the compounds on human prostate cancer cells PC-3 and 22Rv1 were investigated.https://www.mdpi.com/1660-3397/17/8/445marine sponge<i>Halichondria vansoesti</i>trisulfated steroidstopsentiasterol sulfateshalistanol sulfatesanticancer activityPSA expressionglucose uptake |
| spellingShingle | Kseniya M. Tabakmakher Tatyana N. Makarieva Vladimir A. Denisenko Roman S. Popov Pavel S. Dmitrenok Sergey A. Dyshlovoy Boris B. Grebnev Carsten Bokemeyer Gunhild von Amsberg Nguyen X. Cuong New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities Marine Drugs marine sponge <i>Halichondria vansoesti</i> trisulfated steroids topsentiasterol sulfates halistanol sulfates anticancer activity PSA expression glucose uptake |
| title | New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities |
| title_full | New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities |
| title_fullStr | New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities |
| title_full_unstemmed | New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities |
| title_short | New Trisulfated Steroids from the Vietnamese Marine Sponge <i>Halichondria vansoesti</i> and Their PSA Expression and Glucose Uptake Inhibitory Activities |
| title_sort | new trisulfated steroids from the vietnamese marine sponge i halichondria vansoesti i and their psa expression and glucose uptake inhibitory activities |
| topic | marine sponge <i>Halichondria vansoesti</i> trisulfated steroids topsentiasterol sulfates halistanol sulfates anticancer activity PSA expression glucose uptake |
| url | https://www.mdpi.com/1660-3397/17/8/445 |
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