Loading…

Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp

Four new indoles, ancorinolates A−C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2002-09, Vol.67 (19), p.6671-6677
Main Authors: Meragelman, Karina M, West, Lyndon M, Northcote, Peter T, Pannell, Lewis K, McKee, Tawnya C, Boyd, Michael R
Format: Article
Language:English
Subjects:
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites
container_end_page 6677
container_issue 19
container_start_page 6671
container_title Journal of organic chemistry
container_volume 67
creator Meragelman, Karina M
West, Lyndon M
Northcote, Peter T
Pannell, Lewis K
McKee, Tawnya C
Boyd, Michael R
description Four new indoles, ancorinolates A−C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate New Zealand collections of Ancorina sp. Ancorinazole is the first indolo[3,2-a]carbazole described as a natural product. Ancorinolates A (1) and C (3) showed weak HIV-inhibitory activity in the XTT-based, anticytopathicity assay.
doi_str_mv 10.1021/jo020120k
format article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_72088329</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>72088329</sourcerecordid><originalsourceid>FETCH-LOGICAL-a305t-5320d230c3ee73abd77a77ccac0e9cffd3edc0f86e9fcc230eafb17317bd92c73</originalsourceid><addsrcrecordid>eNpF0VFP2zAQB3BrGhql42FfYMrLeCLsfJ7j-rGqgFYq26SCNAlN1sWxpZQkLnaDGJ-esBa4l5Pufvo_3DH2hcMZB-Tf1wEQOMLdBzbiEiEvNPz4yEYAiLnAQhyyo5TWMJSU8hM75IiolC5G7Oqm61NPTbbqG08tbV226KrQuJRRV2WU_QwPrtnNwq04xZz-WoolPQ0m8zG02bSzIdYdZWnzmR14apI73vcxu7k4v57N8-Wvy8VsusxJgNzmUiBUKMAK55SgslKKlLKWLDhtva-Eqyz4SeG0t3aAjnzJleCqrDRaJcbsZJe7ieG-d2lr2jpZ1zTUudAnoxAmE4F6gF_3sC9bV5lNrFuK_8zrAQbwbQ8oWWp8pM7W6d0JzaX-H5TvXJ227vFtT_HOFEooaa5_r4zQc5zL5R8D77lkk1mHPnbDPQwH8_Iw8_Yw8QyarIPD</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>72088329</pqid></control><display><type>article</type><title>Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Meragelman, Karina M ; West, Lyndon M ; Northcote, Peter T ; Pannell, Lewis K ; McKee, Tawnya C ; Boyd, Michael R</creator><creatorcontrib>Meragelman, Karina M ; West, Lyndon M ; Northcote, Peter T ; Pannell, Lewis K ; McKee, Tawnya C ; Boyd, Michael R</creatorcontrib><description>Four new indoles, ancorinolates A−C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate New Zealand collections of Ancorina sp. Ancorinazole is the first indolo[3,2-a]carbazole described as a natural product. Ancorinolates A (1) and C (3) showed weak HIV-inhibitory activity in the XTT-based, anticytopathicity assay.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo020120k</identifier><identifier>PMID: 12227796</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Acetylation ; Animals ; Anti-HIV Agents - chemistry ; Anti-HIV Agents - isolation &amp; purification ; Anti-HIV Agents - pharmacology ; Biological and medical sciences ; Chromatography, High Pressure Liquid ; General pharmacology ; Hydrolysis ; Indoles - chemistry ; Indoles - isolation &amp; purification ; Indoles - pharmacology ; Mass Spectrometry ; Medical sciences ; Molecular Structure ; New Zealand ; Nuclear Magnetic Resonance, Biomolecular ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Porifera - chemistry</subject><ispartof>Journal of organic chemistry, 2002-09, Vol.67 (19), p.6671-6677</ispartof><rights>Copyright © 2002 American Chemical Society</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=13915929$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12227796$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Meragelman, Karina M</creatorcontrib><creatorcontrib>West, Lyndon M</creatorcontrib><creatorcontrib>Northcote, Peter T</creatorcontrib><creatorcontrib>Pannell, Lewis K</creatorcontrib><creatorcontrib>McKee, Tawnya C</creatorcontrib><creatorcontrib>Boyd, Michael R</creatorcontrib><title>Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>Four new indoles, ancorinolates A−C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate New Zealand collections of Ancorina sp. Ancorinazole is the first indolo[3,2-a]carbazole described as a natural product. Ancorinolates A (1) and C (3) showed weak HIV-inhibitory activity in the XTT-based, anticytopathicity assay.</description><subject>Acetylation</subject><subject>Animals</subject><subject>Anti-HIV Agents - chemistry</subject><subject>Anti-HIV Agents - isolation &amp; purification</subject><subject>Anti-HIV Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid</subject><subject>General pharmacology</subject><subject>Hydrolysis</subject><subject>Indoles - chemistry</subject><subject>Indoles - isolation &amp; purification</subject><subject>Indoles - pharmacology</subject><subject>Mass Spectrometry</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>New Zealand</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Porifera - chemistry</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNpF0VFP2zAQB3BrGhql42FfYMrLeCLsfJ7j-rGqgFYq26SCNAlN1sWxpZQkLnaDGJ-esBa4l5Pufvo_3DH2hcMZB-Tf1wEQOMLdBzbiEiEvNPz4yEYAiLnAQhyyo5TWMJSU8hM75IiolC5G7Oqm61NPTbbqG08tbV226KrQuJRRV2WU_QwPrtnNwq04xZz-WoolPQ0m8zG02bSzIdYdZWnzmR14apI73vcxu7k4v57N8-Wvy8VsusxJgNzmUiBUKMAK55SgslKKlLKWLDhtva-Eqyz4SeG0t3aAjnzJleCqrDRaJcbsZJe7ieG-d2lr2jpZ1zTUudAnoxAmE4F6gF_3sC9bV5lNrFuK_8zrAQbwbQ8oWWp8pM7W6d0JzaX-H5TvXJ227vFtT_HOFEooaa5_r4zQc5zL5R8D77lkk1mHPnbDPQwH8_Iw8_Yw8QyarIPD</recordid><startdate>20020920</startdate><enddate>20020920</enddate><creator>Meragelman, Karina M</creator><creator>West, Lyndon M</creator><creator>Northcote, Peter T</creator><creator>Pannell, Lewis K</creator><creator>McKee, Tawnya C</creator><creator>Boyd, Michael R</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20020920</creationdate><title>Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp</title><author>Meragelman, Karina M ; West, Lyndon M ; Northcote, Peter T ; Pannell, Lewis K ; McKee, Tawnya C ; Boyd, Michael R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a305t-5320d230c3ee73abd77a77ccac0e9cffd3edc0f86e9fcc230eafb17317bd92c73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Acetylation</topic><topic>Animals</topic><topic>Anti-HIV Agents - chemistry</topic><topic>Anti-HIV Agents - isolation &amp; purification</topic><topic>Anti-HIV Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid</topic><topic>General pharmacology</topic><topic>Hydrolysis</topic><topic>Indoles - chemistry</topic><topic>Indoles - isolation &amp; purification</topic><topic>Indoles - pharmacology</topic><topic>Mass Spectrometry</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>New Zealand</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Porifera - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Meragelman, Karina M</creatorcontrib><creatorcontrib>West, Lyndon M</creatorcontrib><creatorcontrib>Northcote, Peter T</creatorcontrib><creatorcontrib>Pannell, Lewis K</creatorcontrib><creatorcontrib>McKee, Tawnya C</creatorcontrib><creatorcontrib>Boyd, Michael R</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Meragelman, Karina M</au><au>West, Lyndon M</au><au>Northcote, Peter T</au><au>Pannell, Lewis K</au><au>McKee, Tawnya C</au><au>Boyd, Michael R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2002-09-20</date><risdate>2002</risdate><volume>67</volume><issue>19</issue><spage>6671</spage><epage>6677</epage><pages>6671-6677</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>Four new indoles, ancorinolates A−C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate New Zealand collections of Ancorina sp. Ancorinazole is the first indolo[3,2-a]carbazole described as a natural product. Ancorinolates A (1) and C (3) showed weak HIV-inhibitory activity in the XTT-based, anticytopathicity assay.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12227796</pmid><doi>10.1021/jo020120k</doi><tpages>7</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2002-09, Vol.67 (19), p.6671-6677
issn 0022-3263
1520-6904
language eng
recordid cdi_proquest_miscellaneous_72088329
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Acetylation
Animals
Anti-HIV Agents - chemistry
Anti-HIV Agents - isolation & purification
Anti-HIV Agents - pharmacology
Biological and medical sciences
Chromatography, High Pressure Liquid
General pharmacology
Hydrolysis
Indoles - chemistry
Indoles - isolation & purification
Indoles - pharmacology
Mass Spectrometry
Medical sciences
Molecular Structure
New Zealand
Nuclear Magnetic Resonance, Biomolecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Porifera - chemistry
title Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-24T05%3A01%3A56IST&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=Unusual%20Sulfamate%20Indoles%20and%20a%20Novel%20Indolo%5B3,2-a%5Dcarbazole%20from%20Ancorina%20sp&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Meragelman,%20Karina%20M&rft.date=2002-09-20&rft.volume=67&rft.issue=19&rft.spage=6671&rft.epage=6677&rft.pages=6671-6677&rft.issn=0022-3263&rft.eissn=1520-6904&rft.coden=JOCEAH&rft_id=info:doi/10.1021/jo020120k&rft_dat=%3Cproquest_pubme%3E72088329%3C/proquest_pubme%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a305t-5320d230c3ee73abd77a77ccac0e9cffd3edc0f86e9fcc230eafb17317bd92c73%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=72088329&rft_id=info:pmid/12227796&rfr_iscdi=true