Cacalolides from Senecio madagascariensis
14-Isovaleryloxy-O-methyl-1,2-dehydrocacalol (1) and cycloart-23-ene-3,25-diol, beta-sitosterol, and stigmasterol, along with five new cacalolides, 1-hydroxy-2-methoxy-1,2,3,4-dehydro-6-dehydroxycacalone (2), 1-hydroxy-2-methoxy-1,2,3,4-dehydrocacalone (3), 1,2-dimethoxy-1,2,3,4-dehydro-6-dehydroxyc...
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Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2001-04, Vol.64 (4), p.518-521 |
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container_title | Journal of natural products (Washington, D.C.) |
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creator | BURGUEñO-TAPIA, Eleuterio BUCIO, María A. RIVERA, Augusto JOSEPH-NATHAN, Pedro |
description | 14-Isovaleryloxy-O-methyl-1,2-dehydrocacalol (1) and cycloart-23-ene-3,25-diol, beta-sitosterol, and stigmasterol, along with five new cacalolides, 1-hydroxy-2-methoxy-1,2,3,4-dehydro-6-dehydroxycacalone (2), 1-hydroxy-2-methoxy-1,2,3,4-dehydrocacalone (3), 1,2-dimethoxy-1,2,3,4-dehydro-6-dehydroxycacalone (4), 1,2-dimethoxy-1,2,3,4-dehydrocacalone (5), and 2-methoxy-O-methyl-1-oxo-2,3-dehydrocacalol (6), were isolated from Senecio madagascariensis collected from Colombia. The structures of the new compounds were determined using one- and two-dimensional NMR techniques. In addition, the structure of 2 was corroborated by derivatizations and single-crystal X-ray diffraction studies. |
doi_str_mv | 10.1021/np000257a |
format | Article |
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The structures of the new compounds were determined using one- and two-dimensional NMR techniques. In addition, the structure of 2 was corroborated by derivatizations and single-crystal X-ray diffraction studies.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np000257a</identifier><identifier>PMID: 11325239</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Analytical, structural and metabolic biochemistry ; Asteraceae - chemistry ; Biological and medical sciences ; Crystallography, X-Ray ; Fundamental and applied biological sciences. Psychology ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Other biological molecules ; Sesquiterpenes - chemistry ; Sesquiterpenes - isolation & purification ; Spectrometry, Mass, Fast Atom Bombardment ; Terpenes, steroids. 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Nat. Prod</addtitle><description>14-Isovaleryloxy-O-methyl-1,2-dehydrocacalol (1) and cycloart-23-ene-3,25-diol, beta-sitosterol, and stigmasterol, along with five new cacalolides, 1-hydroxy-2-methoxy-1,2,3,4-dehydro-6-dehydroxycacalone (2), 1-hydroxy-2-methoxy-1,2,3,4-dehydrocacalone (3), 1,2-dimethoxy-1,2,3,4-dehydro-6-dehydroxycacalone (4), 1,2-dimethoxy-1,2,3,4-dehydrocacalone (5), and 2-methoxy-O-methyl-1-oxo-2,3-dehydrocacalol (6), were isolated from Senecio madagascariensis collected from Colombia. The structures of the new compounds were determined using one- and two-dimensional NMR techniques. In addition, the structure of 2 was corroborated by derivatizations and single-crystal X-ray diffraction studies.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Asteraceae - chemistry</subject><subject>Biological and medical sciences</subject><subject>Crystallography, X-Ray</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Structure</subject><subject>Other biological molecules</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes - isolation & purification</subject><subject>Spectrometry, Mass, Fast Atom Bombardment</subject><subject>Terpenes, steroids. 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Psychology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Structure</topic><topic>Other biological molecules</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenes - isolation & purification</topic><topic>Spectrometry, Mass, Fast Atom Bombardment</topic><topic>Terpenes, steroids. Hormones</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>BURGUEñO-TAPIA, Eleuterio</creatorcontrib><creatorcontrib>BUCIO, María A.</creatorcontrib><creatorcontrib>RIVERA, Augusto</creatorcontrib><creatorcontrib>JOSEPH-NATHAN, Pedro</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 natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>BURGUEñO-TAPIA, Eleuterio</au><au>BUCIO, María A.</au><au>RIVERA, Augusto</au><au>JOSEPH-NATHAN, Pedro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cacalolides from Senecio madagascariensis</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2001-04-01</date><risdate>2001</risdate><volume>64</volume><issue>4</issue><spage>518</spage><epage>521</epage><pages>518-521</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>14-Isovaleryloxy-O-methyl-1,2-dehydrocacalol (1) and cycloart-23-ene-3,25-diol, beta-sitosterol, and stigmasterol, along with five new cacalolides, 1-hydroxy-2-methoxy-1,2,3,4-dehydro-6-dehydroxycacalone (2), 1-hydroxy-2-methoxy-1,2,3,4-dehydrocacalone (3), 1,2-dimethoxy-1,2,3,4-dehydro-6-dehydroxycacalone (4), 1,2-dimethoxy-1,2,3,4-dehydrocacalone (5), and 2-methoxy-O-methyl-1-oxo-2,3-dehydrocacalol (6), were isolated from Senecio madagascariensis collected from Colombia. The structures of the new compounds were determined using one- and two-dimensional NMR techniques. In addition, the structure of 2 was corroborated by derivatizations and single-crystal X-ray diffraction studies.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>11325239</pmid><doi>10.1021/np000257a</doi><tpages>4</tpages></addata></record> |
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subjects | Analytical, structural and metabolic biochemistry Asteraceae - chemistry Biological and medical sciences Crystallography, X-Ray Fundamental and applied biological sciences. Psychology Magnetic Resonance Spectroscopy Molecular Structure Other biological molecules Sesquiterpenes - chemistry Sesquiterpenes - isolation & purification Spectrometry, Mass, Fast Atom Bombardment Terpenes, steroids. Hormones |
title | Cacalolides from Senecio madagascariensis |
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