Loading…
Aaptamine derivatives with antifungal and anti-HIV-1 activities from the South China Sea sponge Aaptos aaptos
Five new alkaloids of aaptamine family, compounds (1-5) and three known derivatives (6-8), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated by spectroscopic analyses, as well as by comparison with the literature data. Com...
Saved in:
Published in: | Marine drugs 2014-12, Vol.12 (12), p.6003-6013 |
---|---|
Main Authors: | , , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13 |
---|---|
cites | cdi_FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13 |
container_end_page | 6013 |
container_issue | 12 |
container_start_page | 6003 |
container_title | Marine drugs |
container_volume | 12 |
creator | Yu, Hao-Bing Yang, Fan Sun, Fan Li, Jing Jiao, Wei-Hua Gan, Jian-Hong Hu, Wen-Zhen Lin, Hou-Wen |
description | Five new alkaloids of aaptamine family, compounds (1-5) and three known derivatives (6-8), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated by spectroscopic analyses, as well as by comparison with the literature data. Compounds 1-2 are characterized with triazapyrene lactam skeleton, whereas compounds 4-5 share an imidazole-fused aaptamine moiety. These compounds were evaluated in antifungal and anti-HIV-1 assays. Compounds 3, 7, and 8 showed antifungal activity against six fungi, with MIC values in the range of 4 to 64 μg/mL. Compounds 7-8 exhibited anti-HIV-1 activity, with inhibitory rates of 88.0% and 72.3%, respectively, at a concentration of 10 μM. |
doi_str_mv | 10.3390/md12126003 |
format | article |
fullrecord | <record><control><sourceid>proquest_doaj_</sourceid><recordid>TN_cdi_doaj_primary_oai_doaj_org_article_0d4fddcc070941c9a42dca538731e1a0</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><doaj_id>oai_doaj_org_article_0d4fddcc070941c9a42dca538731e1a0</doaj_id><sourcerecordid>1919953205</sourcerecordid><originalsourceid>FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13</originalsourceid><addsrcrecordid>eNqNks9vFCEUgCdGY2v14h9gSLyYJqP8GGC4mDQbazdp4qHqlbwBZpfNzLACs43_vexura2nnt7j8fEFeK-q3hL8kTGFP42WUEIFxuxZdUqEwHUpy-cP8pPqVUqbAvBWNS-rE8o5o1yw02q8gG2G0U8OWRf9DrLfuYRufV4jmLLv52kFQ0ntYVlfLX_WBIEpmM--kH0MI8prh27CXM4s1n4CdOMApW2YVg7t_SEhOITX1YsehuTe3MWz6sfll--Lq_r629fl4uK6Npy1uWbSsN5Q0vWStYIobjvWtVQ5bnoFlvVEYIY7YTGozkqFBXDVio4owUECYWfV8ui1ATZ6G_0I8bcO4PWhEOJKQ8zeDE5j2_TWGoMlVg0xChpqDZRrSEYcAVxcn4-u7dyNzho35QjDI-njncmv9SrsdENlSwkvgg93ghh-zS5lPfpk3DDA5MKcNFFEqdIP_ARU8EYIIXHzBLTBjLYNYQV9_x-6CXOcSgP2FKeYcLkXnh8pE0NK0fX3TyRY7-dM_5uzAr97-Cn36N_BYn8AH8HMYQ</addsrcrecordid><sourcetype>Open Website</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1645201574</pqid></control><display><type>article</type><title>Aaptamine derivatives with antifungal and anti-HIV-1 activities from the South China Sea sponge Aaptos aaptos</title><source>PubMed Central Free</source><source>Publicly Available Content Database</source><creator>Yu, Hao-Bing ; Yang, Fan ; Sun, Fan ; Li, Jing ; Jiao, Wei-Hua ; Gan, Jian-Hong ; Hu, Wen-Zhen ; Lin, Hou-Wen</creator><creatorcontrib>Yu, Hao-Bing ; Yang, Fan ; Sun, Fan ; Li, Jing ; Jiao, Wei-Hua ; Gan, Jian-Hong ; Hu, Wen-Zhen ; Lin, Hou-Wen</creatorcontrib><description>Five new alkaloids of aaptamine family, compounds (1-5) and three known derivatives (6-8), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated by spectroscopic analyses, as well as by comparison with the literature data. Compounds 1-2 are characterized with triazapyrene lactam skeleton, whereas compounds 4-5 share an imidazole-fused aaptamine moiety. These compounds were evaluated in antifungal and anti-HIV-1 assays. Compounds 3, 7, and 8 showed antifungal activity against six fungi, with MIC values in the range of 4 to 64 μg/mL. Compounds 7-8 exhibited anti-HIV-1 activity, with inhibitory rates of 88.0% and 72.3%, respectively, at a concentration of 10 μM.</description><identifier>ISSN: 1660-3397</identifier><identifier>EISSN: 1660-3397</identifier><identifier>DOI: 10.3390/md12126003</identifier><identifier>PMID: 25532563</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>aaptamine ; Aaptos aaptos ; Alkaloids - chemistry ; Alkaloids - pharmacology ; Animals ; Anti-HIV Agents - chemistry ; Anti-HIV Agents - pharmacology ; anti-HIV-1 activity ; antifungal ; Antifungal Agents - chemistry ; Antifungal Agents - pharmacology ; China ; Fungi - drug effects ; HIV-1 - drug effects ; Marine ; Naphthyridines - chemistry ; Naphthyridines - pharmacology ; Porifera - chemistry</subject><ispartof>Marine drugs, 2014-12, Vol.12 (12), p.6003-6013</ispartof><rights>Copyright MDPI AG 2014</rights><rights>2014 by the authors; licensee MDPI, Basel, Switzerland. 2014</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13</citedby><cites>FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/1645201574/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/1645201574?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25532563$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yu, Hao-Bing</creatorcontrib><creatorcontrib>Yang, Fan</creatorcontrib><creatorcontrib>Sun, Fan</creatorcontrib><creatorcontrib>Li, Jing</creatorcontrib><creatorcontrib>Jiao, Wei-Hua</creatorcontrib><creatorcontrib>Gan, Jian-Hong</creatorcontrib><creatorcontrib>Hu, Wen-Zhen</creatorcontrib><creatorcontrib>Lin, Hou-Wen</creatorcontrib><title>Aaptamine derivatives with antifungal and anti-HIV-1 activities from the South China Sea sponge Aaptos aaptos</title><title>Marine drugs</title><addtitle>Mar Drugs</addtitle><description>Five new alkaloids of aaptamine family, compounds (1-5) and three known derivatives (6-8), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated by spectroscopic analyses, as well as by comparison with the literature data. Compounds 1-2 are characterized with triazapyrene lactam skeleton, whereas compounds 4-5 share an imidazole-fused aaptamine moiety. These compounds were evaluated in antifungal and anti-HIV-1 assays. Compounds 3, 7, and 8 showed antifungal activity against six fungi, with MIC values in the range of 4 to 64 μg/mL. Compounds 7-8 exhibited anti-HIV-1 activity, with inhibitory rates of 88.0% and 72.3%, respectively, at a concentration of 10 μM.</description><subject>aaptamine</subject><subject>Aaptos aaptos</subject><subject>Alkaloids - chemistry</subject><subject>Alkaloids - pharmacology</subject><subject>Animals</subject><subject>Anti-HIV Agents - chemistry</subject><subject>Anti-HIV Agents - pharmacology</subject><subject>anti-HIV-1 activity</subject><subject>antifungal</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - pharmacology</subject><subject>China</subject><subject>Fungi - drug effects</subject><subject>HIV-1 - drug effects</subject><subject>Marine</subject><subject>Naphthyridines - chemistry</subject><subject>Naphthyridines - pharmacology</subject><subject>Porifera - chemistry</subject><issn>1660-3397</issn><issn>1660-3397</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNqNks9vFCEUgCdGY2v14h9gSLyYJqP8GGC4mDQbazdp4qHqlbwBZpfNzLACs43_vexura2nnt7j8fEFeK-q3hL8kTGFP42WUEIFxuxZdUqEwHUpy-cP8pPqVUqbAvBWNS-rE8o5o1yw02q8gG2G0U8OWRf9DrLfuYRufV4jmLLv52kFQ0ntYVlfLX_WBIEpmM--kH0MI8prh27CXM4s1n4CdOMApW2YVg7t_SEhOITX1YsehuTe3MWz6sfll--Lq_r629fl4uK6Npy1uWbSsN5Q0vWStYIobjvWtVQ5bnoFlvVEYIY7YTGozkqFBXDVio4owUECYWfV8ui1ATZ6G_0I8bcO4PWhEOJKQ8zeDE5j2_TWGoMlVg0xChpqDZRrSEYcAVxcn4-u7dyNzho35QjDI-njncmv9SrsdENlSwkvgg93ghh-zS5lPfpk3DDA5MKcNFFEqdIP_ARU8EYIIXHzBLTBjLYNYQV9_x-6CXOcSgP2FKeYcLkXnh8pE0NK0fX3TyRY7-dM_5uzAr97-Cn36N_BYn8AH8HMYQ</recordid><startdate>20141216</startdate><enddate>20141216</enddate><creator>Yu, Hao-Bing</creator><creator>Yang, Fan</creator><creator>Sun, Fan</creator><creator>Li, Jing</creator><creator>Jiao, Wei-Hua</creator><creator>Gan, Jian-Hong</creator><creator>Hu, Wen-Zhen</creator><creator>Lin, Hou-Wen</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>7T7</scope><scope>7TN</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FD</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>F1W</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H95</scope><scope>H99</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>L.F</scope><scope>L.G</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M7P</scope><scope>P64</scope><scope>PCBAR</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>7U9</scope><scope>H94</scope><scope>M7N</scope><scope>H96</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20141216</creationdate><title>Aaptamine derivatives with antifungal and anti-HIV-1 activities from the South China Sea sponge Aaptos aaptos</title><author>Yu, Hao-Bing ; Yang, Fan ; Sun, Fan ; Li, Jing ; Jiao, Wei-Hua ; Gan, Jian-Hong ; Hu, Wen-Zhen ; Lin, Hou-Wen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>aaptamine</topic><topic>Aaptos aaptos</topic><topic>Alkaloids - chemistry</topic><topic>Alkaloids - pharmacology</topic><topic>Animals</topic><topic>Anti-HIV Agents - chemistry</topic><topic>Anti-HIV Agents - pharmacology</topic><topic>anti-HIV-1 activity</topic><topic>antifungal</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacology</topic><topic>China</topic><topic>Fungi - drug effects</topic><topic>HIV-1 - drug effects</topic><topic>Marine</topic><topic>Naphthyridines - chemistry</topic><topic>Naphthyridines - pharmacology</topic><topic>Porifera - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yu, Hao-Bing</creatorcontrib><creatorcontrib>Yang, Fan</creatorcontrib><creatorcontrib>Sun, Fan</creatorcontrib><creatorcontrib>Li, Jing</creatorcontrib><creatorcontrib>Jiao, Wei-Hua</creatorcontrib><creatorcontrib>Gan, Jian-Hong</creatorcontrib><creatorcontrib>Hu, Wen-Zhen</creatorcontrib><creatorcontrib>Lin, Hou-Wen</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>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Oceanic Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric & Aquatic Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>ASFA: Marine Biotechnology Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Marine Biotechnology Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>ProQuest Biological Science Journals</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Earth, Atmospheric & Aquatic Science Database</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>MEDLINE - Academic</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 2: Ocean Technology, Policy & Non-Living Resources</collection><collection>PubMed Central (Full Participant titles)</collection><collection>Directory of Open Access Journals</collection><jtitle>Marine drugs</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yu, Hao-Bing</au><au>Yang, Fan</au><au>Sun, Fan</au><au>Li, Jing</au><au>Jiao, Wei-Hua</au><au>Gan, Jian-Hong</au><au>Hu, Wen-Zhen</au><au>Lin, Hou-Wen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Aaptamine derivatives with antifungal and anti-HIV-1 activities from the South China Sea sponge Aaptos aaptos</atitle><jtitle>Marine drugs</jtitle><addtitle>Mar Drugs</addtitle><date>2014-12-16</date><risdate>2014</risdate><volume>12</volume><issue>12</issue><spage>6003</spage><epage>6013</epage><pages>6003-6013</pages><issn>1660-3397</issn><eissn>1660-3397</eissn><abstract>Five new alkaloids of aaptamine family, compounds (1-5) and three known derivatives (6-8), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated by spectroscopic analyses, as well as by comparison with the literature data. Compounds 1-2 are characterized with triazapyrene lactam skeleton, whereas compounds 4-5 share an imidazole-fused aaptamine moiety. These compounds were evaluated in antifungal and anti-HIV-1 assays. Compounds 3, 7, and 8 showed antifungal activity against six fungi, with MIC values in the range of 4 to 64 μg/mL. Compounds 7-8 exhibited anti-HIV-1 activity, with inhibitory rates of 88.0% and 72.3%, respectively, at a concentration of 10 μM.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>25532563</pmid><doi>10.3390/md12126003</doi><tpages>11</tpages><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1660-3397 |
ispartof | Marine drugs, 2014-12, Vol.12 (12), p.6003-6013 |
issn | 1660-3397 1660-3397 |
language | eng |
recordid | cdi_doaj_primary_oai_doaj_org_article_0d4fddcc070941c9a42dca538731e1a0 |
source | PubMed Central Free; Publicly Available Content Database |
subjects | aaptamine Aaptos aaptos Alkaloids - chemistry Alkaloids - pharmacology Animals Anti-HIV Agents - chemistry Anti-HIV Agents - pharmacology anti-HIV-1 activity antifungal Antifungal Agents - chemistry Antifungal Agents - pharmacology China Fungi - drug effects HIV-1 - drug effects Marine Naphthyridines - chemistry Naphthyridines - pharmacology Porifera - chemistry |
title | Aaptamine derivatives with antifungal and anti-HIV-1 activities from the South China Sea sponge Aaptos aaptos |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T19%3A36%3A29IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_doaj_&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Aaptamine%20derivatives%20with%20antifungal%20and%20anti-HIV-1%20activities%20from%20the%20South%20China%20Sea%20sponge%20Aaptos%20aaptos&rft.jtitle=Marine%20drugs&rft.au=Yu,%20Hao-Bing&rft.date=2014-12-16&rft.volume=12&rft.issue=12&rft.spage=6003&rft.epage=6013&rft.pages=6003-6013&rft.issn=1660-3397&rft.eissn=1660-3397&rft_id=info:doi/10.3390/md12126003&rft_dat=%3Cproquest_doaj_%3E1919953205%3C/proquest_doaj_%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c538t-37c3fc21bf7386195db3b829e5cf9ad3f16030b6d0a9bd7906a5986b1965a7a13%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1645201574&rft_id=info:pmid/25532563&rfr_iscdi=true |