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Aaptolines A and B, Two New Quinoline Alkaloids from the Marine Sponge Aaptos aaptos
Two new quinoline alkaloids, aaptolines A and B, were isolated from the marine sponge Aaptos aaptos. Their structures were determined by HR‐ESI‐MS data, NMR analysis, and X‐ray crystallography. Structurally, aaptoline A is characterized as having a quinoline skeleton fused with a 1,4‐dioxane motif a...
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| Published in: | Chemistry & biodiversity 2020-04, Vol.17 (4), p.e2000074-n/a |
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| container_title | Chemistry & biodiversity |
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| creator | Tang, Wei‐Zhuo Yu, Hao‐Bing Lu, Jing‐Rong Lin, Hou‐Wen Sun, Fan Wang, Shu‐Ping Yang, Fan |
| description | Two new quinoline alkaloids, aaptolines A and B, were isolated from the marine sponge Aaptos aaptos. Their structures were determined by HR‐ESI‐MS data, NMR analysis, and X‐ray crystallography. Structurally, aaptoline A is characterized as having a quinoline skeleton fused with a 1,4‐dioxane motif at the C(7)−C(8) position, whereas aaptoline B possessed an intriguing 1H‐pyrrolo[2,3‐g]quinoline moiety. The cytotoxic assay of these compounds showed no cytotoxicity towards HepG2, A549, and PC9 cancer cell lines and had IC50 values greater than 20 μm. |
| doi_str_mv | 10.1002/cbdv.202000074 |
| format | article |
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Their structures were determined by HR‐ESI‐MS data, NMR analysis, and X‐ray crystallography. Structurally, aaptoline A is characterized as having a quinoline skeleton fused with a 1,4‐dioxane motif at the C(7)−C(8) position, whereas aaptoline B possessed an intriguing 1H‐pyrrolo[2,3‐g]quinoline moiety. The cytotoxic assay of these compounds showed no cytotoxicity towards HepG2, A549, and PC9 cancer cell lines and had IC50 values greater than 20 μm.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202000074</identifier><identifier>PMID: 32110847</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Aaptos aaptos ; Alkaloids ; Alkaloids - chemistry ; Alkaloids - isolation & purification ; Alkaloids - pharmacology ; Animals ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Cell Line, Tumor ; Cell Survival - drug effects ; Crystallography ; Crystallography, X-Ray ; Cytotoxicity ; Magnetic Resonance Spectroscopy ; marine sponge ; Molecular Conformation ; NMR ; Nuclear magnetic resonance ; Porifera - chemistry ; Porifera - metabolism ; Quinoline ; quinoline alkaloid ; Quinolines - chemistry ; Spectrometry, Mass, Electrospray Ionization ; Toxicity ; Tumor cell lines</subject><ispartof>Chemistry & biodiversity, 2020-04, Vol.17 (4), p.e2000074-n/a</ispartof><rights>2020 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2020 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3734-b76146f8786bd1b753a65526f96b0189d94f3b7a6a1d552a2cc17bd9a7f97e203</citedby><cites>FETCH-LOGICAL-c3734-b76146f8786bd1b753a65526f96b0189d94f3b7a6a1d552a2cc17bd9a7f97e203</cites><orcidid>0000-0003-2583-8603</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32110847$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tang, Wei‐Zhuo</creatorcontrib><creatorcontrib>Yu, Hao‐Bing</creatorcontrib><creatorcontrib>Lu, Jing‐Rong</creatorcontrib><creatorcontrib>Lin, Hou‐Wen</creatorcontrib><creatorcontrib>Sun, Fan</creatorcontrib><creatorcontrib>Wang, Shu‐Ping</creatorcontrib><creatorcontrib>Yang, Fan</creatorcontrib><title>Aaptolines A and B, Two New Quinoline Alkaloids from the Marine Sponge Aaptos aaptos</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Two new quinoline alkaloids, aaptolines A and B, were isolated from the marine sponge Aaptos aaptos. 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The cytotoxic assay of these compounds showed no cytotoxicity towards HepG2, A549, and PC9 cancer cell lines and had IC50 values greater than 20 μm.</description><subject>Aaptos aaptos</subject><subject>Alkaloids</subject><subject>Alkaloids - chemistry</subject><subject>Alkaloids - isolation & purification</subject><subject>Alkaloids - pharmacology</subject><subject>Animals</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Cell Line, Tumor</subject><subject>Cell Survival - drug effects</subject><subject>Crystallography</subject><subject>Crystallography, X-Ray</subject><subject>Cytotoxicity</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>marine sponge</subject><subject>Molecular Conformation</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Porifera - chemistry</subject><subject>Porifera - metabolism</subject><subject>Quinoline</subject><subject>quinoline alkaloid</subject><subject>Quinolines - chemistry</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Toxicity</subject><subject>Tumor cell lines</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAQhi0EoqWwMiJLrKT4I7GTMS2fUgEhCqvlxA6kpHGwG6r-e5y2lBEvZ90995z0AnCK0RAjRC7zTH0PCSLIPx7ugT5mmAQ4jtH-7s9JDxw5N_O878eHoEcJxigOeR9MU9ksTFXW2sEUylrB0QWcLg181Ev43Jb1egbT6lNWplQOFtbM4eJDwwdpu8lLY-p3D3QaB-W6HIODQlZOn2zrALzeXE_Hd8Hk6fZ-nE6CnHIaBhlnOGRFzGOWKZzxiEoWRYQVCcsQjhOVhAXNuGQSK9-XJM8xz1QieZFwTRAdgPONt7Hmq9VuIWamtbU_KQhNKItQzDtquKFya5yzuhCNLefSrgRGogtRdCGKXYh-4WyrbbO5Vjv8NzUPJBtgWVZ69Y9OjEdXb3_yH5DRe80</recordid><startdate>202004</startdate><enddate>202004</enddate><creator>Tang, Wei‐Zhuo</creator><creator>Yu, Hao‐Bing</creator><creator>Lu, Jing‐Rong</creator><creator>Lin, Hou‐Wen</creator><creator>Sun, Fan</creator><creator>Wang, Shu‐Ping</creator><creator>Yang, Fan</creator><general>Wiley Subscription Services, Inc</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>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0003-2583-8603</orcidid></search><sort><creationdate>202004</creationdate><title>Aaptolines A and B, Two New Quinoline Alkaloids from the Marine Sponge Aaptos aaptos</title><author>Tang, Wei‐Zhuo ; 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Their structures were determined by HR‐ESI‐MS data, NMR analysis, and X‐ray crystallography. Structurally, aaptoline A is characterized as having a quinoline skeleton fused with a 1,4‐dioxane motif at the C(7)−C(8) position, whereas aaptoline B possessed an intriguing 1H‐pyrrolo[2,3‐g]quinoline moiety. The cytotoxic assay of these compounds showed no cytotoxicity towards HepG2, A549, and PC9 cancer cell lines and had IC50 values greater than 20 μm.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>32110847</pmid><doi>10.1002/cbdv.202000074</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-2583-8603</orcidid></addata></record> |
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| source | Wiley-Blackwell Read & Publish Collection |
| subjects | Aaptos aaptos Alkaloids Alkaloids - chemistry Alkaloids - isolation & purification Alkaloids - pharmacology Animals Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Cell Line, Tumor Cell Survival - drug effects Crystallography Crystallography, X-Ray Cytotoxicity Magnetic Resonance Spectroscopy marine sponge Molecular Conformation NMR Nuclear magnetic resonance Porifera - chemistry Porifera - metabolism Quinoline quinoline alkaloid Quinolines - chemistry Spectrometry, Mass, Electrospray Ionization Toxicity Tumor cell lines |
| title | Aaptolines A and B, Two New Quinoline Alkaloids from the Marine Sponge Aaptos aaptos |
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