Cytotoxic polyhydroxy sterols from the Egyptian Red Sea soft coral Sarcophyton acutum
The methanolic extract and its sub-extracts (viz, n–hexane, DCM, EtOAc and MeOH) of the soft coral Sarcophyton acutum were evaluated as anti-Leishmania major and as anticancer (against the HepG2, MCF-7, and A549 cell lines) using the MTT assay. Six polyhydroxy sterols (1–6) were isolated from the mo...
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| Veröffentlicht in: | Fitoterapia 2020-11, Vol.147, p.104765, Article 104765 |
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| creator | Zidan, Sabry A.H. Abdelhamid, Reda A. Al-Hammady, Montaser Fouad, Mostafa A. Matsunami, Katsuyoshi Orabi, Mohamed A.A. |
| description | The methanolic extract and its sub-extracts (viz, n–hexane, DCM, EtOAc and MeOH) of the soft coral Sarcophyton acutum were evaluated as anti-Leishmania major and as anticancer (against the HepG2, MCF-7, and A549 cell lines) using the MTT assay. Six polyhydroxy sterols (1–6) were isolated from the most active cytotoxic and anti-leishmanial EtOAc-soluble fraction. Their structures were established as two new polyhydroxy sterols, acutumosterols A (1) and B (2), and four known structural analogues (3–6) by intensive spectroscopic analyses, and by comparison with data of related compounds. Compound 4 exerted noticeable cytotoxicity against HepG2 cell line (IC50 17.2 ± 1.5 μg/mL), while the other pure isolates showed weak to moderate cytotoxicity (24.8 ± 2.8–57.2 ± 5.2). The results were discussed in relation to the structural features of these closely related sterols.
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•The anti-Leishmania major and cytotoxic activities (against HepG2, MCF-7, and A549 cell lines) of the Red Sea soft coral Sarcophyton acutum were evaluated.•Two new, acutumosterols A (1) and B (2), and four known (3–6) polyhydroxy sterols were isolated from the most active ethyl acetate fraction.•Cytotoxicity and anti-L. major activities of the pure isolates (1–6) were evaluated. |
| doi_str_mv | 10.1016/j.fitote.2020.104765 |
| format | Article |
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•The anti-Leishmania major and cytotoxic activities (against HepG2, MCF-7, and A549 cell lines) of the Red Sea soft coral Sarcophyton acutum were evaluated.•Two new, acutumosterols A (1) and B (2), and four known (3–6) polyhydroxy sterols were isolated from the most active ethyl acetate fraction.•Cytotoxicity and anti-L. major activities of the pure isolates (1–6) were evaluated.</description><identifier>ISSN: 0367-326X</identifier><identifier>EISSN: 1873-6971</identifier><identifier>DOI: 10.1016/j.fitote.2020.104765</identifier><identifier>PMID: 33122132</identifier><language>eng</language><publisher>Netherlands: Elsevier B.V</publisher><subject>A549 Cells ; Acutumosterol ; Animals ; Anthozoa - chemistry ; Anti-leishmania ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Antiprotozoal Agents - isolation & purification ; Antiprotozoal Agents - pharmacology ; Biological Products - isolation & purification ; Biological Products - pharmacology ; Biotechnology ; Cell lines ; Cytotoxicity ; Egypt ; Hep G2 Cells ; Hexanes ; Humans ; Indian Ocean ; Leishmania - drug effects ; MCF-7 Cells ; Molecular Structure ; Polyhydroxylated sterol ; Sarcophyton ; Sarcophyton acutum ; Soft coral ; Sterols ; Sterols - isolation & purification ; Sterols - pharmacology ; Toxicity</subject><ispartof>Fitoterapia, 2020-11, Vol.147, p.104765, Article 104765</ispartof><rights>2020 Elsevier B.V.</rights><rights>Copyright © 2020 Elsevier B.V. All rights reserved.</rights><rights>Copyright Elsevier Science Ltd. Nov 2020</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c390t-4204dcffb2c7fcb8c7eaa592f01eae44afc46b2a62003895570bf5ddfe8ed44f3</citedby><cites>FETCH-LOGICAL-c390t-4204dcffb2c7fcb8c7eaa592f01eae44afc46b2a62003895570bf5ddfe8ed44f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.fitote.2020.104765$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33122132$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zidan, Sabry A.H.</creatorcontrib><creatorcontrib>Abdelhamid, Reda A.</creatorcontrib><creatorcontrib>Al-Hammady, Montaser</creatorcontrib><creatorcontrib>Fouad, Mostafa A.</creatorcontrib><creatorcontrib>Matsunami, Katsuyoshi</creatorcontrib><creatorcontrib>Orabi, Mohamed A.A.</creatorcontrib><title>Cytotoxic polyhydroxy sterols from the Egyptian Red Sea soft coral Sarcophyton acutum</title><title>Fitoterapia</title><addtitle>Fitoterapia</addtitle><description>The methanolic extract and its sub-extracts (viz, n–hexane, DCM, EtOAc and MeOH) of the soft coral Sarcophyton acutum were evaluated as anti-Leishmania major and as anticancer (against the HepG2, MCF-7, and A549 cell lines) using the MTT assay. Six polyhydroxy sterols (1–6) were isolated from the most active cytotoxic and anti-leishmanial EtOAc-soluble fraction. Their structures were established as two new polyhydroxy sterols, acutumosterols A (1) and B (2), and four known structural analogues (3–6) by intensive spectroscopic analyses, and by comparison with data of related compounds. Compound 4 exerted noticeable cytotoxicity against HepG2 cell line (IC50 17.2 ± 1.5 μg/mL), while the other pure isolates showed weak to moderate cytotoxicity (24.8 ± 2.8–57.2 ± 5.2). The results were discussed in relation to the structural features of these closely related sterols.
[Display omitted]
•The anti-Leishmania major and cytotoxic activities (against HepG2, MCF-7, and A549 cell lines) of the Red Sea soft coral Sarcophyton acutum were evaluated.•Two new, acutumosterols A (1) and B (2), and four known (3–6) polyhydroxy sterols were isolated from the most active ethyl acetate fraction.•Cytotoxicity and anti-L. major activities of the pure isolates (1–6) were evaluated.</description><subject>A549 Cells</subject><subject>Acutumosterol</subject><subject>Animals</subject><subject>Anthozoa - chemistry</subject><subject>Anti-leishmania</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antiprotozoal Agents - isolation & purification</subject><subject>Antiprotozoal Agents - pharmacology</subject><subject>Biological Products - isolation & purification</subject><subject>Biological Products - pharmacology</subject><subject>Biotechnology</subject><subject>Cell lines</subject><subject>Cytotoxicity</subject><subject>Egypt</subject><subject>Hep G2 Cells</subject><subject>Hexanes</subject><subject>Humans</subject><subject>Indian Ocean</subject><subject>Leishmania - drug effects</subject><subject>MCF-7 Cells</subject><subject>Molecular Structure</subject><subject>Polyhydroxylated sterol</subject><subject>Sarcophyton</subject><subject>Sarcophyton acutum</subject><subject>Soft coral</subject><subject>Sterols</subject><subject>Sterols - isolation & purification</subject><subject>Sterols - pharmacology</subject><subject>Toxicity</subject><issn>0367-326X</issn><issn>1873-6971</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kNtKAzEQhoMoth7eQCTg9dacdrO9EaTUAxQED-BdyCYTu6Vt1iQr3bd3y6qXXg0M__8N8yF0QcmEElpcryauTj7BhBG2XwlZ5AdoTEvJs2Iq6SEaE17IjLPifYROYlwRQnMu6DEacU4Zo5yN0dus6yF-Vxvc-HW37Gzwuw7HBMGvI3bBb3BaAp5_dE2q9RY_g8UvoHH0LmHjg17jFx2Mb5Y9aIu1aVO7OUNHTq8jnP_MU_R2N3-dPWSLp_vH2e0iM3xKUiYYEdY4VzEjnalKI0HrfMocoaBBCO2MKCqmC0YIL6d5LknlcmsdlGCFcPwUXQ3cJvjPFmJSK9-GbX9SsZzkkrFSyj4lhpQJPsYATjWh3ujQKUrU3qVaqcGl2rtUg8u-dvkDb6sN2L_Sr7w-cDMEoH_xq4agoqlha8DWAUxS1tf_X_gGmUuI0Q</recordid><startdate>202011</startdate><enddate>202011</enddate><creator>Zidan, Sabry A.H.</creator><creator>Abdelhamid, Reda A.</creator><creator>Al-Hammady, Montaser</creator><creator>Fouad, Mostafa A.</creator><creator>Matsunami, Katsuyoshi</creator><creator>Orabi, Mohamed A.A.</creator><general>Elsevier B.V</general><general>Elsevier Science Ltd</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>7QO</scope><scope>7T7</scope><scope>7U7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>202011</creationdate><title>Cytotoxic polyhydroxy sterols from the Egyptian Red Sea soft coral Sarcophyton acutum</title><author>Zidan, Sabry A.H. ; Abdelhamid, Reda A. ; Al-Hammady, Montaser ; Fouad, Mostafa A. ; Matsunami, Katsuyoshi ; Orabi, Mohamed A.A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c390t-4204dcffb2c7fcb8c7eaa592f01eae44afc46b2a62003895570bf5ddfe8ed44f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>A549 Cells</topic><topic>Acutumosterol</topic><topic>Animals</topic><topic>Anthozoa - chemistry</topic><topic>Anti-leishmania</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antiprotozoal Agents - isolation & purification</topic><topic>Antiprotozoal Agents - pharmacology</topic><topic>Biological Products - isolation & purification</topic><topic>Biological Products - pharmacology</topic><topic>Biotechnology</topic><topic>Cell lines</topic><topic>Cytotoxicity</topic><topic>Egypt</topic><topic>Hep G2 Cells</topic><topic>Hexanes</topic><topic>Humans</topic><topic>Indian Ocean</topic><topic>Leishmania - drug effects</topic><topic>MCF-7 Cells</topic><topic>Molecular Structure</topic><topic>Polyhydroxylated sterol</topic><topic>Sarcophyton</topic><topic>Sarcophyton acutum</topic><topic>Soft coral</topic><topic>Sterols</topic><topic>Sterols - isolation & purification</topic><topic>Sterols - pharmacology</topic><topic>Toxicity</topic><toplevel>online_resources</toplevel><creatorcontrib>Zidan, Sabry A.H.</creatorcontrib><creatorcontrib>Abdelhamid, Reda A.</creatorcontrib><creatorcontrib>Al-Hammady, Montaser</creatorcontrib><creatorcontrib>Fouad, Mostafa A.</creatorcontrib><creatorcontrib>Matsunami, Katsuyoshi</creatorcontrib><creatorcontrib>Orabi, Mohamed A.A.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Toxicology Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Fitoterapia</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zidan, Sabry A.H.</au><au>Abdelhamid, Reda A.</au><au>Al-Hammady, Montaser</au><au>Fouad, Mostafa A.</au><au>Matsunami, Katsuyoshi</au><au>Orabi, Mohamed A.A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxic polyhydroxy sterols from the Egyptian Red Sea soft coral Sarcophyton acutum</atitle><jtitle>Fitoterapia</jtitle><addtitle>Fitoterapia</addtitle><date>2020-11</date><risdate>2020</risdate><volume>147</volume><spage>104765</spage><pages>104765-</pages><artnum>104765</artnum><issn>0367-326X</issn><eissn>1873-6971</eissn><abstract>The methanolic extract and its sub-extracts (viz, n–hexane, DCM, EtOAc and MeOH) of the soft coral Sarcophyton acutum were evaluated as anti-Leishmania major and as anticancer (against the HepG2, MCF-7, and A549 cell lines) using the MTT assay. Six polyhydroxy sterols (1–6) were isolated from the most active cytotoxic and anti-leishmanial EtOAc-soluble fraction. Their structures were established as two new polyhydroxy sterols, acutumosterols A (1) and B (2), and four known structural analogues (3–6) by intensive spectroscopic analyses, and by comparison with data of related compounds. Compound 4 exerted noticeable cytotoxicity against HepG2 cell line (IC50 17.2 ± 1.5 μg/mL), while the other pure isolates showed weak to moderate cytotoxicity (24.8 ± 2.8–57.2 ± 5.2). The results were discussed in relation to the structural features of these closely related sterols.
[Display omitted]
•The anti-Leishmania major and cytotoxic activities (against HepG2, MCF-7, and A549 cell lines) of the Red Sea soft coral Sarcophyton acutum were evaluated.•Two new, acutumosterols A (1) and B (2), and four known (3–6) polyhydroxy sterols were isolated from the most active ethyl acetate fraction.•Cytotoxicity and anti-L. major activities of the pure isolates (1–6) were evaluated.</abstract><cop>Netherlands</cop><pub>Elsevier B.V</pub><pmid>33122132</pmid><doi>10.1016/j.fitote.2020.104765</doi></addata></record> |
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| subjects | A549 Cells Acutumosterol Animals Anthozoa - chemistry Anti-leishmania Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Antiprotozoal Agents - isolation & purification Antiprotozoal Agents - pharmacology Biological Products - isolation & purification Biological Products - pharmacology Biotechnology Cell lines Cytotoxicity Egypt Hep G2 Cells Hexanes Humans Indian Ocean Leishmania - drug effects MCF-7 Cells Molecular Structure Polyhydroxylated sterol Sarcophyton Sarcophyton acutum Soft coral Sterols Sterols - isolation & purification Sterols - pharmacology Toxicity |
| title | Cytotoxic polyhydroxy sterols from the Egyptian Red Sea soft coral Sarcophyton acutum |
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