African Elephant Sesquiterpenes. II. Identification and Synthesis of New Derivatives of 2,3-Dihydrofarnesol
A search for potential semiochemicals revealed nerolidol (6), albicanol (7), and the new 2,3-dihydrofarnesol derivatives 8−10 in the temporal gland secretions of African elephants. A novel synthesis from (E,E)-farnesol (1) provided compounds 8−10 for GC−MS comparison to the natural products. This st...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2002-09, Vol.65 (9), p.1319-1322 |
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| creator | Goodwin, Thomas E Brown, Felisia D Counts, Richard W Dowdy, Nichole C Fraley, Patrick L Hughes, Randall A Liu, Daniel Z Mashburn, Courtney D Rankin, Josh D Roberson, Russell S Wooley, Katie D Rasmussen, Elizabeth L Riddle, Scott W Riddle, Heidi S Schulz, Stefan |
| description | A search for potential semiochemicals revealed nerolidol (6), albicanol (7), and the new 2,3-dihydrofarnesol derivatives 8−10 in the temporal gland secretions of African elephants. A novel synthesis from (E,E)-farnesol (1) provided compounds 8−10 for GC−MS comparison to the natural products. This study confirms the farnesol family as frequently occurring secondary metabolites in African elephant temporal gland secretions. |
| doi_str_mv | 10.1021/np010647c |
| format | Article |
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II. Identification and Synthesis of New Derivatives of 2,3-Dihydrofarnesol</title><source>ACS Publications</source><source>MEDLINE</source><creator>Goodwin, Thomas E ; Brown, Felisia D ; Counts, Richard W ; Dowdy, Nichole C ; Fraley, Patrick L ; Hughes, Randall A ; Liu, Daniel Z ; Mashburn, Courtney D ; Rankin, Josh D ; Roberson, Russell S ; Wooley, Katie D ; Rasmussen, Elizabeth L ; Riddle, Scott W ; Riddle, Heidi S ; Schulz, Stefan</creator><creatorcontrib>Goodwin, Thomas E ; Brown, Felisia D ; Counts, Richard W ; Dowdy, Nichole C ; Fraley, Patrick L ; Hughes, Randall A ; Liu, Daniel Z ; Mashburn, Courtney D ; Rankin, Josh D ; Roberson, Russell S ; Wooley, Katie D ; Rasmussen, Elizabeth L ; Riddle, Scott W ; Riddle, Heidi S ; Schulz, Stefan</creatorcontrib><description>A search for potential semiochemicals revealed nerolidol (6), albicanol (7), and the new 2,3-dihydrofarnesol derivatives 8−10 in the temporal gland secretions of African elephants. A novel synthesis from (E,E)-farnesol (1) provided compounds 8−10 for GC−MS comparison to the natural products. This study confirms the farnesol family as frequently occurring secondary metabolites in African elephant temporal gland secretions.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np010647c</identifier><identifier>PMID: 12350155</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Africa ; Analytical, structural and metabolic biochemistry ; Animals ; Apocrine Glands - metabolism ; Biological and medical sciences ; Elephants - metabolism ; Farnesol - analogs & derivatives ; Farnesol - chemical synthesis ; Fundamental and applied biological sciences. Psychology ; Gas Chromatography-Mass Spectrometry ; Intermediate and energetic metabolism ; Male ; Metabolisms and neurohumoral controls ; Molecular Structure ; Naphthalenes - chemistry ; Other biological molecules ; Sesquiterpenes - chemistry ; Sesquiterpenes - isolation & purification ; Spectroscopy, Fourier Transform Infrared ; Stereoisomerism ; Terpenes, steroids. 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II. Identification and Synthesis of New Derivatives of 2,3-Dihydrofarnesol</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>A search for potential semiochemicals revealed nerolidol (6), albicanol (7), and the new 2,3-dihydrofarnesol derivatives 8−10 in the temporal gland secretions of African elephants. A novel synthesis from (E,E)-farnesol (1) provided compounds 8−10 for GC−MS comparison to the natural products. This study confirms the farnesol family as frequently occurring secondary metabolites in African elephant temporal gland secretions.</description><subject>Africa</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animals</subject><subject>Apocrine Glands - metabolism</subject><subject>Biological and medical sciences</subject><subject>Elephants - metabolism</subject><subject>Farnesol - analogs & derivatives</subject><subject>Farnesol - chemical synthesis</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>Intermediate and energetic metabolism</subject><subject>Male</subject><subject>Metabolisms and neurohumoral controls</subject><subject>Molecular Structure</subject><subject>Naphthalenes - chemistry</subject><subject>Other biological molecules</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes - isolation & purification</subject><subject>Spectroscopy, Fourier Transform Infrared</subject><subject>Stereoisomerism</subject><subject>Terpenes, steroids. Hormones</subject><subject>Vertebrates: anatomy and physiology, studies on body, several organs or systems</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0UFv0zAUB3ALgVgZHPgCKBcmIZHhZ8d2cpzaAWUTIHVcuFiO86x6S53MTrb125PRar0gcbAs-f3099N7hLwFegqUwafQU6CyUPYZmYFgNJeUiedkRkHynJeyOCKvUrqmlHJaiZfkCBgXFISYkZszF701ITtvsV-bMGQrTLejHzD2GDCdZsvldBoMg3cTHHwXMhOabLUNwxqTT1nnsu94ny0w-rupfod_n9hHni_8etvEzpk4JXXta_LCmTbhm_19TH59Pr-af80vf3xZzs8uc1MAHXIBThVNxZmqispZXkFjWOOcbBpgtQAorAJDXd1Yp7BGKUvEui5r5JQaJ_kxOdnl9rG7HTENeuOTxbY1AbsxacWAiUL9H0KpQEgGE_ywgzZ2KUV0uo9-Y-JWA9WPK9BPK5jsu33oWG-wOcj9zCfwfg9MsqZ10QTr08HxqoCyfPw03zmfBnx4qpt4o6XiSuirnytdfmNzevH7Qi8OucYmfd2NMUxD_keDfwDPCKmr</recordid><startdate>20020901</startdate><enddate>20020901</enddate><creator>Goodwin, Thomas E</creator><creator>Brown, Felisia D</creator><creator>Counts, Richard W</creator><creator>Dowdy, Nichole C</creator><creator>Fraley, Patrick L</creator><creator>Hughes, Randall A</creator><creator>Liu, Daniel Z</creator><creator>Mashburn, Courtney D</creator><creator>Rankin, Josh D</creator><creator>Roberson, Russell S</creator><creator>Wooley, Katie D</creator><creator>Rasmussen, Elizabeth L</creator><creator>Riddle, Scott W</creator><creator>Riddle, Heidi S</creator><creator>Schulz, Stefan</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</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>7QR</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20020901</creationdate><title>African Elephant Sesquiterpenes. II. Identification and Synthesis of New Derivatives of 2,3-Dihydrofarnesol</title><author>Goodwin, Thomas E ; Brown, Felisia D ; Counts, Richard W ; Dowdy, Nichole C ; Fraley, Patrick L ; Hughes, Randall A ; Liu, Daniel Z ; Mashburn, Courtney D ; Rankin, Josh D ; Roberson, Russell S ; Wooley, Katie D ; Rasmussen, Elizabeth L ; Riddle, Scott W ; Riddle, Heidi S ; Schulz, Stefan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a410t-51f74d9327949fc391da2dff6dd12b5114c71a0fbdcf7ebe668eebb8be300af63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Africa</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Animals</topic><topic>Apocrine Glands - metabolism</topic><topic>Biological and medical sciences</topic><topic>Elephants - metabolism</topic><topic>Farnesol - analogs & derivatives</topic><topic>Farnesol - chemical synthesis</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>Intermediate and energetic metabolism</topic><topic>Male</topic><topic>Metabolisms and neurohumoral controls</topic><topic>Molecular Structure</topic><topic>Naphthalenes - chemistry</topic><topic>Other biological molecules</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenes - isolation & purification</topic><topic>Spectroscopy, Fourier Transform Infrared</topic><topic>Stereoisomerism</topic><topic>Terpenes, steroids. 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This study confirms the farnesol family as frequently occurring secondary metabolites in African elephant temporal gland secretions.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>12350155</pmid><doi>10.1021/np010647c</doi><tpages>4</tpages></addata></record> |
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| subjects | Africa Analytical, structural and metabolic biochemistry Animals Apocrine Glands - metabolism Biological and medical sciences Elephants - metabolism Farnesol - analogs & derivatives Farnesol - chemical synthesis Fundamental and applied biological sciences. Psychology Gas Chromatography-Mass Spectrometry Intermediate and energetic metabolism Male Metabolisms and neurohumoral controls Molecular Structure Naphthalenes - chemistry Other biological molecules Sesquiterpenes - chemistry Sesquiterpenes - isolation & purification Spectroscopy, Fourier Transform Infrared Stereoisomerism Terpenes, steroids. Hormones Vertebrates: anatomy and physiology, studies on body, several organs or systems |
| title | African Elephant Sesquiterpenes. II. Identification and Synthesis of New Derivatives of 2,3-Dihydrofarnesol |
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