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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...
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Published in: | Journal of organic chemistry 2002-09, Vol.67 (19), p.6671-6677 |
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container_end_page | 6677 |
container_issue | 19 |
container_start_page | 6671 |
container_title | Journal of organic chemistry |
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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 |
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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 & 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. 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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 & 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 & 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. 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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> |
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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 |
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