Manoyl Oxide α-Arabinopyranoside and Grindelic Acid Diterpenoids from Grindelia integrifolia
Two new manoyl oxide-alpha-arabinopyranoside diterpenoids, 15-hydroxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-14-O-alpha-L-arabinopyranoside) (1) and 15-acetoxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-15-acetate-14-O-alpha-L-arabinopyranoside) (2), as well...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2001-10, Vol.64 (10), p.1365-1367 |
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| container_issue | 10 |
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| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 64 |
| creator | AHMED, Ahmed A. MAHMOUD, Ahmed A. AHMED, Usama M. EL-BASSUONY, Ashraf A. ABD EL-RAZK, Mohamed H. PARE, Paul W. KARCHESY, Joe |
| description | Two new manoyl oxide-alpha-arabinopyranoside diterpenoids, 15-hydroxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-14-O-alpha-L-arabinopyranoside) (1) and 15-acetoxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-15-acetate-14-O-alpha-L-arabinopyranoside) (2), as well as a new grindelic acid derivative, 19-hydroxygrindelic acid (3), together with five known diterpenoids (tarapacol, tarapacanol A, grindelic acid, methyl grindeloate, 3beta-hydroxygrindelic acid, 4) were isolated from the aerial parts of Grindelia integrifolia. The structures of 1-3 were elucidated by spectral data analysis. |
| doi_str_mv | 10.1021/np010273n |
| format | Article |
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The structures of 1-3 were elucidated by spectral data analysis.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np010273n</identifier><identifier>PMID: 11678671</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: AmericanChemical Society</publisher><subject>Analytical, structural and metabolic biochemistry ; Asteraceae - chemistry ; Biological and medical sciences ; Chemical constitution ; Chromatography, High Pressure Liquid ; Chromatography, Thin Layer ; Diterpenes - chemistry ; Diterpenes - isolation & purification ; Fundamental and applied biological sciences. Psychology ; Glycosides - chemistry ; Glycosides - isolation & purification ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Molecular Structure ; Other biological molecules ; Plant physiology and development ; Plants, Medicinal - chemistry ; Spectrophotometry, Infrared ; Stereoisomerism ; Terpenes, steroids. Hormones</subject><ispartof>Journal of natural products (Washington, D.C.), 2001-10, Vol.64 (10), p.1365-1367</ispartof><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c349t-cfdc3c686907cb057d6c1c24ef7508782db6c5ca8845f93f2d13eb82c97a6e173</citedby><cites>FETCH-LOGICAL-c349t-cfdc3c686907cb057d6c1c24ef7508782db6c5ca8845f93f2d13eb82c97a6e173</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,2752,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14106836$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11678671$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>AHMED, Ahmed A.</creatorcontrib><creatorcontrib>MAHMOUD, Ahmed A.</creatorcontrib><creatorcontrib>AHMED, Usama M.</creatorcontrib><creatorcontrib>EL-BASSUONY, Ashraf A.</creatorcontrib><creatorcontrib>ABD EL-RAZK, Mohamed H.</creatorcontrib><creatorcontrib>PARE, Paul W.</creatorcontrib><creatorcontrib>KARCHESY, Joe</creatorcontrib><title>Manoyl Oxide α-Arabinopyranoside and Grindelic Acid Diterpenoids from Grindelia integrifolia</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Two new manoyl oxide-alpha-arabinopyranoside diterpenoids, 15-hydroxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-14-O-alpha-L-arabinopyranoside) (1) and 15-acetoxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-15-acetate-14-O-alpha-L-arabinopyranoside) (2), as well as a new grindelic acid derivative, 19-hydroxygrindelic acid (3), together with five known diterpenoids (tarapacol, tarapacanol A, grindelic acid, methyl grindeloate, 3beta-hydroxygrindelic acid, 4) were isolated from the aerial parts of Grindelia integrifolia. The structures of 1-3 were elucidated by spectral data analysis.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Asteraceae - chemistry</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Chromatography, Thin Layer</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - isolation & purification</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Molecular Structure</subject><subject>Other biological molecules</subject><subject>Plant physiology and development</subject><subject>Plants, Medicinal - chemistry</subject><subject>Spectrophotometry, Infrared</subject><subject>Stereoisomerism</subject><subject>Terpenes, steroids. Hormones</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpF0MlOwzAQBmALgWhZDrwAygUkDgEv8ZJjVVaJTVCOyHK8IEPqBDuV6GPxIjwTqVq1p9HM_2kOPwBHCJ4jiNFFaGE_OQlbYIgohjmDmG6DIUSM5ESwYgD2UvqEEBJY0l0wQIhxwTgagvcHFZp5nT39eGOzv998FFXlQ9POYx-kxVEFk91EH4ytvc5G2pvs0nc2tjY03qTMxWa6BirzobMf0bumXw7AjlN1soeruQ_erq8m49v8_unmbjy6zzUpyi7XzmiimWAl5LqClBumkcaFdZxCwQU2FdNUKyEK6krisEHEVgLrkitmESf74HT5t43N98ymTk590rauVbDNLEmOMUGMlj08W0Idm5SidbKNfqriXCIoF13KdZe9PV49nVVTazZyVV4PTlZAJa1q1zemfdq4AkEmCOtdvnQ-dfZnnav4JRknnMrJ86t8LMUzfSm4hOQfcROMWQ</recordid><startdate>20011001</startdate><enddate>20011001</enddate><creator>AHMED, Ahmed A.</creator><creator>MAHMOUD, Ahmed A.</creator><creator>AHMED, Usama M.</creator><creator>EL-BASSUONY, Ashraf A.</creator><creator>ABD EL-RAZK, Mohamed H.</creator><creator>PARE, Paul W.</creator><creator>KARCHESY, Joe</creator><general>AmericanChemical Society</general><general>American Society of Pharmacognosy</general><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>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20011001</creationdate><title>Manoyl Oxide α-Arabinopyranoside and Grindelic Acid Diterpenoids from Grindelia integrifolia</title><author>AHMED, Ahmed A. ; MAHMOUD, Ahmed A. ; AHMED, Usama M. ; EL-BASSUONY, Ashraf A. ; ABD EL-RAZK, Mohamed H. ; PARE, Paul W. ; KARCHESY, Joe</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c349t-cfdc3c686907cb057d6c1c24ef7508782db6c5ca8845f93f2d13eb82c97a6e173</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Analytical, structural and metabolic biochemistry</topic><topic>Asteraceae - chemistry</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Chromatography, Thin Layer</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - isolation & purification</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glycosides - chemistry</topic><topic>Glycosides - isolation & purification</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Molecular Structure</topic><topic>Other biological molecules</topic><topic>Plant physiology and development</topic><topic>Plants, Medicinal - chemistry</topic><topic>Spectrophotometry, Infrared</topic><topic>Stereoisomerism</topic><topic>Terpenes, steroids. Hormones</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>AHMED, Ahmed A.</creatorcontrib><creatorcontrib>MAHMOUD, Ahmed A.</creatorcontrib><creatorcontrib>AHMED, Usama M.</creatorcontrib><creatorcontrib>EL-BASSUONY, Ashraf A.</creatorcontrib><creatorcontrib>ABD EL-RAZK, Mohamed H.</creatorcontrib><creatorcontrib>PARE, Paul W.</creatorcontrib><creatorcontrib>KARCHESY, Joe</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>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>AHMED, Ahmed A.</au><au>MAHMOUD, Ahmed A.</au><au>AHMED, Usama M.</au><au>EL-BASSUONY, Ashraf A.</au><au>ABD EL-RAZK, Mohamed H.</au><au>PARE, Paul W.</au><au>KARCHESY, Joe</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Manoyl Oxide α-Arabinopyranoside and Grindelic Acid Diterpenoids from Grindelia integrifolia</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2001-10-01</date><risdate>2001</risdate><volume>64</volume><issue>10</issue><spage>1365</spage><epage>1367</epage><pages>1365-1367</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Two new manoyl oxide-alpha-arabinopyranoside diterpenoids, 15-hydroxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-14-O-alpha-L-arabinopyranoside) (1) and 15-acetoxy-13-epi-manoyl oxide-14-O-alpha-L-arabinopyranoside (tarapacol-15-acetate-14-O-alpha-L-arabinopyranoside) (2), as well as a new grindelic acid derivative, 19-hydroxygrindelic acid (3), together with five known diterpenoids (tarapacol, tarapacanol A, grindelic acid, methyl grindeloate, 3beta-hydroxygrindelic acid, 4) were isolated from the aerial parts of Grindelia integrifolia. The structures of 1-3 were elucidated by spectral data analysis.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>AmericanChemical Society</pub><pmid>11678671</pmid><doi>10.1021/np010273n</doi><tpages>3</tpages></addata></record> |
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| ispartof | Journal of natural products (Washington, D.C.), 2001-10, Vol.64 (10), p.1365-1367 |
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| subjects | Analytical, structural and metabolic biochemistry Asteraceae - chemistry Biological and medical sciences Chemical constitution Chromatography, High Pressure Liquid Chromatography, Thin Layer Diterpenes - chemistry Diterpenes - isolation & purification Fundamental and applied biological sciences. Psychology Glycosides - chemistry Glycosides - isolation & purification Magnetic Resonance Spectroscopy Mass Spectrometry Molecular Structure Other biological molecules Plant physiology and development Plants, Medicinal - chemistry Spectrophotometry, Infrared Stereoisomerism Terpenes, steroids. Hormones |
| title | Manoyl Oxide α-Arabinopyranoside and Grindelic Acid Diterpenoids from Grindelia integrifolia |
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