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Biologically active flavonoids and terpenoids from Egletes viscosa
The steam volatile components from the hexane extract of dried flower buds of Egletes viscosa were identified by gas chromatography-mass spectrometry as trans-carvyl acetate, cis-carvyl acetate, sabinyl acetate, verbenyl acetate, cyclopentaethylidene, geranyl acetate and 5-methylfuranone, and trans-...
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Published in: | Phytochemistry (Oxford) 1996, Vol.41 (1), p.217-223 |
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creator | Lima, Mary Anne S. Silveira, Edilberto R. Marques, Maria Silvânia L. Santos, Regina Helena A. Gambardela, Maria Teresa P. |
description | The steam volatile components from the hexane extract of dried flower buds of
Egletes viscosa were identified by gas chromatography-mass spectrometry as
trans-carvyl acetate,
cis-carvyl acetate, sabinyl acetate, verbenyl acetate, cyclopentaethylidene, geranyl acetate and 5-methylfuranone, and
trans-pinocarvyl acetate (major component). From the non-volatile residue, centipedic acid and a novel clerodane diterpene, 12-acetoxy-hawtriwaic acid lactone, were isolated. From the ethanol extract, ternatin (4′,5-dihidroxy-3,3′,7,8-tetramethoxyflavone), was isolated. Ternatin showed anti-inflammatory, hepatoprotection and gastroprotection properties, and, according to the NCI protocols, it showed moderate activity against HIV. The diterpenes showed antispasmodic activity. Structure determination of these secondary metabolites was accomplished by spectrometric methods, including 2D NMR, chemical interconversion and X-ray crystallographic analysis. |
doi_str_mv | 10.1016/0031-9422(95)00473-4 |
format | article |
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Egletes viscosa were identified by gas chromatography-mass spectrometry as
trans-carvyl acetate,
cis-carvyl acetate, sabinyl acetate, verbenyl acetate, cyclopentaethylidene, geranyl acetate and 5-methylfuranone, and
trans-pinocarvyl acetate (major component). From the non-volatile residue, centipedic acid and a novel clerodane diterpene, 12-acetoxy-hawtriwaic acid lactone, were isolated. From the ethanol extract, ternatin (4′,5-dihidroxy-3,3′,7,8-tetramethoxyflavone), was isolated. Ternatin showed anti-inflammatory, hepatoprotection and gastroprotection properties, and, according to the NCI protocols, it showed moderate activity against HIV. The diterpenes showed antispasmodic activity. Structure determination of these secondary metabolites was accomplished by spectrometric methods, including 2D NMR, chemical interconversion and X-ray crystallographic analysis.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/0031-9422(95)00473-4</identifier><identifier>PMID: 8588867</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject><![CDATA[AIDS/HIV ; Anti-Inflammatory Agents, Non-Steroidal ; Anti-Inflammatory Agents, Non-Steroidal - chemistry ; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification ; Anti-Inflammatory Agents, Non-Steroidal - pharmacology ; Antiviral Agents ; Antiviral Agents - chemistry ; Antiviral Agents - isolation & purification ; Antiviral Agents - pharmacology ; Asteraceae ; Biological and medical sciences ; Biotechnology ; Brazil ; buds ; chemical constituents of plants ; chemistry ; Crystallography, X-Ray ; Diterpenes ; Diterpenes - chemistry ; Diterpenes - isolation & purification ; Diterpenes - pharmacology ; drug effects ; Flavonoids ; Flavonoids - chemistry ; Flavonoids - isolation & purification ; Flavonoids - pharmacology ; flowers ; General pharmacology ; HIV ; HIV - drug effects ; Humans ; isolation & purification ; Magnetic Resonance Spectroscopy ; Medical sciences ; medicinal plants ; Medicine, Traditional ; Models, Molecular ; molecular conformation ; Molecular Structure ; Parasympatholytics ; Parasympatholytics - chemistry ; Parasympatholytics - isolation & purification ; Parasympatholytics - pharmacology ; Pharmacognosy. Homeopathy. Health food ; pharmacology ; Pharmacology. Drug treatments ; Plant Extracts ; Plants, Medicinal ; secondary metabolites ; spectral analysis ; Structure-Activity Relationship ; Terpenes ; Terpenes - chemistry ; Terpenes - isolation & purification ; Terpenes - pharmacology ; terpenoids ; volatile compounds]]></subject><ispartof>Phytochemistry (Oxford), 1996, Vol.41 (1), p.217-223</ispartof><rights>1995</rights><rights>1996 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c483t-a9bb2574922b79726e20c1423a8142b6fabc99352f74fef4b9dc3e9e54011a573</citedby><cites>FETCH-LOGICAL-c483t-a9bb2574922b79726e20c1423a8142b6fabc99352f74fef4b9dc3e9e54011a573</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,4010,27904,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2963700$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8588867$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lima, Mary Anne S.</creatorcontrib><creatorcontrib>Silveira, Edilberto R.</creatorcontrib><creatorcontrib>Marques, Maria Silvânia L.</creatorcontrib><creatorcontrib>Santos, Regina Helena A.</creatorcontrib><creatorcontrib>Gambardela, Maria Teresa P.</creatorcontrib><title>Biologically active flavonoids and terpenoids from Egletes viscosa</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>The steam volatile components from the hexane extract of dried flower buds of
Egletes viscosa were identified by gas chromatography-mass spectrometry as
trans-carvyl acetate,
cis-carvyl acetate, sabinyl acetate, verbenyl acetate, cyclopentaethylidene, geranyl acetate and 5-methylfuranone, and
trans-pinocarvyl acetate (major component). From the non-volatile residue, centipedic acid and a novel clerodane diterpene, 12-acetoxy-hawtriwaic acid lactone, were isolated. From the ethanol extract, ternatin (4′,5-dihidroxy-3,3′,7,8-tetramethoxyflavone), was isolated. Ternatin showed anti-inflammatory, hepatoprotection and gastroprotection properties, and, according to the NCI protocols, it showed moderate activity against HIV. The diterpenes showed antispasmodic activity. Structure determination of these secondary metabolites was accomplished by spectrometric methods, including 2D NMR, chemical interconversion and X-ray crystallographic analysis.</description><subject>AIDS/HIV</subject><subject>Anti-Inflammatory Agents, Non-Steroidal</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - chemistry</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - isolation & purification</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</subject><subject>Antiviral Agents</subject><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - isolation & purification</subject><subject>Antiviral Agents - pharmacology</subject><subject>Asteraceae</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Brazil</subject><subject>buds</subject><subject>chemical constituents of plants</subject><subject>chemistry</subject><subject>Crystallography, X-Ray</subject><subject>Diterpenes</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - pharmacology</subject><subject>drug effects</subject><subject>Flavonoids</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - isolation & purification</subject><subject>Flavonoids - pharmacology</subject><subject>flowers</subject><subject>General pharmacology</subject><subject>HIV</subject><subject>HIV - drug effects</subject><subject>Humans</subject><subject>isolation & purification</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>Medicine, Traditional</subject><subject>Models, Molecular</subject><subject>molecular conformation</subject><subject>Molecular Structure</subject><subject>Parasympatholytics</subject><subject>Parasympatholytics - chemistry</subject><subject>Parasympatholytics - isolation & purification</subject><subject>Parasympatholytics - pharmacology</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>pharmacology</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts</subject><subject>Plants, Medicinal</subject><subject>secondary metabolites</subject><subject>spectral analysis</subject><subject>Structure-Activity Relationship</subject><subject>Terpenes</subject><subject>Terpenes - chemistry</subject><subject>Terpenes - isolation & purification</subject><subject>Terpenes - pharmacology</subject><subject>terpenoids</subject><subject>volatile compounds</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1996</creationdate><recordtype>article</recordtype><recordid>eNqFkEtr3DAURkVJmUwm-QcNeBFKsnCjpyVtCk1I2kKgm2YtZPlqUPBYE8ljyL-v3BlmmWz04J776eog9IXgbwST5hZjRmrNKb3W4gZjLlnNP6ElUeXAJMYnaHlETtFZzi8YYyGaZoEWSiilGrlEd3ch9nEdnO37t8q6MUxQ-d5OcYihy5UdumqEtIX91ae4qR7WPYyQqylkF7M9R5-97TNcHPYVen58-Hv_q3768_P3_Y-n2nHFxtrqtqVCck1pK7WkDVDsCKfMqrK2jbet05oJ6iX34HmrO8dAg-CYECskW6Gv-9xtiq87yKPZlAGg7-0AcZeNVJiUD34MckWlbtgM8j3oUsw5gTfbFDY2vRmCzezYzALNLNBoYf47Nry0XR7yd-0GumPTQWqpXx3qNhevPtnBhXzE6Px2CV6h73sMirQpQDLZBRgcdCGBG00Xw_tz_AMYSZbP</recordid><startdate>1996</startdate><enddate>1996</enddate><creator>Lima, Mary Anne S.</creator><creator>Silveira, Edilberto R.</creator><creator>Marques, Maria Silvânia L.</creator><creator>Santos, Regina Helena A.</creator><creator>Gambardela, Maria Teresa P.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><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>7S9</scope><scope>L.6</scope><scope>7X8</scope></search><sort><creationdate>1996</creationdate><title>Biologically active flavonoids and terpenoids from Egletes viscosa</title><author>Lima, Mary Anne S. ; Silveira, Edilberto R. ; Marques, Maria Silvânia L. ; Santos, Regina Helena A. ; Gambardela, Maria Teresa P.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c483t-a9bb2574922b79726e20c1423a8142b6fabc99352f74fef4b9dc3e9e54011a573</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1996</creationdate><topic>AIDS/HIV</topic><topic>Anti-Inflammatory Agents, Non-Steroidal</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - chemistry</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - isolation & purification</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</topic><topic>Antiviral Agents</topic><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - isolation & purification</topic><topic>Antiviral Agents - pharmacology</topic><topic>Asteraceae</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Brazil</topic><topic>buds</topic><topic>chemical constituents of plants</topic><topic>chemistry</topic><topic>Crystallography, X-Ray</topic><topic>Diterpenes</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - isolation & purification</topic><topic>Diterpenes - pharmacology</topic><topic>drug effects</topic><topic>Flavonoids</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - isolation & purification</topic><topic>Flavonoids - pharmacology</topic><topic>flowers</topic><topic>General pharmacology</topic><topic>HIV</topic><topic>HIV - drug effects</topic><topic>Humans</topic><topic>isolation & purification</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>Medicine, Traditional</topic><topic>Models, Molecular</topic><topic>molecular conformation</topic><topic>Molecular Structure</topic><topic>Parasympatholytics</topic><topic>Parasympatholytics - chemistry</topic><topic>Parasympatholytics - isolation & purification</topic><topic>Parasympatholytics - pharmacology</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>pharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts</topic><topic>Plants, Medicinal</topic><topic>secondary metabolites</topic><topic>spectral analysis</topic><topic>Structure-Activity Relationship</topic><topic>Terpenes</topic><topic>Terpenes - chemistry</topic><topic>Terpenes - isolation & purification</topic><topic>Terpenes - pharmacology</topic><topic>terpenoids</topic><topic>volatile compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lima, Mary Anne S.</creatorcontrib><creatorcontrib>Silveira, Edilberto R.</creatorcontrib><creatorcontrib>Marques, Maria Silvânia L.</creatorcontrib><creatorcontrib>Santos, Regina Helena A.</creatorcontrib><creatorcontrib>Gambardela, Maria Teresa P.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lima, Mary Anne S.</au><au>Silveira, Edilberto R.</au><au>Marques, Maria Silvânia L.</au><au>Santos, Regina Helena A.</au><au>Gambardela, Maria Teresa P.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biologically active flavonoids and terpenoids from Egletes viscosa</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>1996</date><risdate>1996</risdate><volume>41</volume><issue>1</issue><spage>217</spage><epage>223</epage><pages>217-223</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>The steam volatile components from the hexane extract of dried flower buds of
Egletes viscosa were identified by gas chromatography-mass spectrometry as
trans-carvyl acetate,
cis-carvyl acetate, sabinyl acetate, verbenyl acetate, cyclopentaethylidene, geranyl acetate and 5-methylfuranone, and
trans-pinocarvyl acetate (major component). From the non-volatile residue, centipedic acid and a novel clerodane diterpene, 12-acetoxy-hawtriwaic acid lactone, were isolated. From the ethanol extract, ternatin (4′,5-dihidroxy-3,3′,7,8-tetramethoxyflavone), was isolated. Ternatin showed anti-inflammatory, hepatoprotection and gastroprotection properties, and, according to the NCI protocols, it showed moderate activity against HIV. The diterpenes showed antispasmodic activity. Structure determination of these secondary metabolites was accomplished by spectrometric methods, including 2D NMR, chemical interconversion and X-ray crystallographic analysis.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>8588867</pmid><doi>10.1016/0031-9422(95)00473-4</doi><tpages>7</tpages></addata></record> |
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ispartof | Phytochemistry (Oxford), 1996, Vol.41 (1), p.217-223 |
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source | ScienceDirect Freedom Collection |
subjects | AIDS/HIV Anti-Inflammatory Agents, Non-Steroidal Anti-Inflammatory Agents, Non-Steroidal - chemistry Anti-Inflammatory Agents, Non-Steroidal - isolation & purification Anti-Inflammatory Agents, Non-Steroidal - pharmacology Antiviral Agents Antiviral Agents - chemistry Antiviral Agents - isolation & purification Antiviral Agents - pharmacology Asteraceae Biological and medical sciences Biotechnology Brazil buds chemical constituents of plants chemistry Crystallography, X-Ray Diterpenes Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology drug effects Flavonoids Flavonoids - chemistry Flavonoids - isolation & purification Flavonoids - pharmacology flowers General pharmacology HIV HIV - drug effects Humans isolation & purification Magnetic Resonance Spectroscopy Medical sciences medicinal plants Medicine, Traditional Models, Molecular molecular conformation Molecular Structure Parasympatholytics Parasympatholytics - chemistry Parasympatholytics - isolation & purification Parasympatholytics - pharmacology Pharmacognosy. Homeopathy. Health food pharmacology Pharmacology. Drug treatments Plant Extracts Plants, Medicinal secondary metabolites spectral analysis Structure-Activity Relationship Terpenes Terpenes - chemistry Terpenes - isolation & purification Terpenes - pharmacology terpenoids volatile compounds |
title | Biologically active flavonoids and terpenoids from Egletes viscosa |
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