Identification of thiazolidines in guava: stereochemical studies
Volatile compounds from guava (Psidium guajava L.) were extracted using dichloromethane. Among these volatile compounds, methyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) and the ethyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) could be identified for the first time in frui...
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| Veröffentlicht in: | Flavour and fragrance journal 2001-07, Vol.16 (4), p.274-280 |
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| container_end_page | 280 |
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| container_issue | 4 |
| container_start_page | 274 |
| container_title | Flavour and fragrance journal |
| container_volume | 16 |
| creator | Fernandez, Xavier Duñach, Elisabet Fellous, Roland Lizzani-Cuvelier, Louisette Loiseau, Michel Dompe, Vincent Cozzolino, Francis George, Gérard Rochard, Sophie Schippa, Christine |
| description | Volatile compounds from guava (Psidium guajava L.) were extracted using dichloromethane. Among these volatile compounds, methyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) and the ethyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) could be identified for the first time in fruits. The chemical synthesis of the reference compounds and other analogues allowed the further comparison with the guava extracted thiazolidines. The absolute configuration of the cis/trans isomers was determined by nuclear magnetic resonance (1H‐NMR) and by nuclear overhauser enhancement (2D NMR NOESY). Copyright © 2001 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/ffj.996 |
| format | Article |
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Among these volatile compounds, methyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) and the ethyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) could be identified for the first time in fruits. The chemical synthesis of the reference compounds and other analogues allowed the further comparison with the guava extracted thiazolidines. The absolute configuration of the cis/trans isomers was determined by nuclear magnetic resonance (1H‐NMR) and by nuclear overhauser enhancement (2D NMR NOESY). Copyright © 2001 John Wiley & Sons, Ltd.</description><identifier>ISSN: 0882-5734</identifier><identifier>EISSN: 1099-1026</identifier><identifier>DOI: 10.1002/ffj.996</identifier><identifier>CODEN: FFJOED</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>Biological and medical sciences ; epimerization ; ethyl 2-methyl-thiazolidine-4-(R)-carboxylate ; Food industries ; Fruit and vegetable industries ; Fundamental and applied biological sciences. Psychology ; GC-IR ; GC-MS ; methyl 2-methyl-thiazolidine-4-(R)-carboxylate ; NMR ; NOESY ; Psidium guajava ; Psidium guajava L ; thiazolidine ; thiazolidines</subject><ispartof>Flavour and fragrance journal, 2001-07, Vol.16 (4), p.274-280</ispartof><rights>Copyright © 2001 John Wiley & Sons, Ltd.</rights><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3576-fb1ed2386d3f2c7a791615adf44cb0fa0e7f1ccc988bbd0fa39d43f236ede1493</citedby><cites>FETCH-LOGICAL-c3576-fb1ed2386d3f2c7a791615adf44cb0fa0e7f1ccc988bbd0fa39d43f236ede1493</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fffj.996$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fffj.996$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1086596$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Fernandez, Xavier</creatorcontrib><creatorcontrib>Duñach, Elisabet</creatorcontrib><creatorcontrib>Fellous, Roland</creatorcontrib><creatorcontrib>Lizzani-Cuvelier, Louisette</creatorcontrib><creatorcontrib>Loiseau, Michel</creatorcontrib><creatorcontrib>Dompe, Vincent</creatorcontrib><creatorcontrib>Cozzolino, Francis</creatorcontrib><creatorcontrib>George, Gérard</creatorcontrib><creatorcontrib>Rochard, Sophie</creatorcontrib><creatorcontrib>Schippa, Christine</creatorcontrib><title>Identification of thiazolidines in guava: stereochemical studies</title><title>Flavour and fragrance journal</title><addtitle>Flavour Fragr. J</addtitle><description>Volatile compounds from guava (Psidium guajava L.) were extracted using dichloromethane. Among these volatile compounds, methyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) and the ethyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) could be identified for the first time in fruits. The chemical synthesis of the reference compounds and other analogues allowed the further comparison with the guava extracted thiazolidines. The absolute configuration of the cis/trans isomers was determined by nuclear magnetic resonance (1H‐NMR) and by nuclear overhauser enhancement (2D NMR NOESY). Copyright © 2001 John Wiley & Sons, Ltd.</description><subject>Biological and medical sciences</subject><subject>epimerization</subject><subject>ethyl 2-methyl-thiazolidine-4-(R)-carboxylate</subject><subject>Food industries</subject><subject>Fruit and vegetable industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>GC-IR</subject><subject>GC-MS</subject><subject>methyl 2-methyl-thiazolidine-4-(R)-carboxylate</subject><subject>NMR</subject><subject>NOESY</subject><subject>Psidium guajava</subject><subject>Psidium guajava L</subject><subject>thiazolidine</subject><subject>thiazolidines</subject><issn>0882-5734</issn><issn>1099-1026</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNp10E9LwzAYBvAgCs4pfoUeRA_SmTRt0nhShp2TOT0oO4Y0f1xm186mVeenN7NDvHh6eV9-PPA-ABwjOEAQRhfGLAaMkR3QQ5CxEMGI7IIeTNMoTCiO98GBcwsIIaYQ9sDVWOmyscZK0diqDCoTNHMrvqrCKltqF9gyeGnFu7gMXKNrXcm5Xnpc-LVVVrtDsGdE4fTRdvbBc3bzNLwNJw-j8fB6EkqcUBKaHGkV4ZQobCJJBWWIoEQoE8cyh0ZATQ2SUrI0zXPlD5ip2FNMtNIoZrgPTrvcVV29tdo1fGmd1EUhSl21jqMU0SgiG3jWQVlXztXa8FVtl6JecwT5piHuG-K-IS9PtpHC-Y9MLUpp3R-ekuSHnXfswxZ6_V8az7K7LjTstPV9ff5qUb9yQjFN-Gw64vdTHGdZPOOP-Bt4s4Og</recordid><startdate>200107</startdate><enddate>200107</enddate><creator>Fernandez, Xavier</creator><creator>Duñach, Elisabet</creator><creator>Fellous, Roland</creator><creator>Lizzani-Cuvelier, Louisette</creator><creator>Loiseau, Michel</creator><creator>Dompe, Vincent</creator><creator>Cozzolino, Francis</creator><creator>George, Gérard</creator><creator>Rochard, Sophie</creator><creator>Schippa, Christine</creator><general>John Wiley & Sons, Ltd</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QR</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>200107</creationdate><title>Identification of thiazolidines in guava: stereochemical studies</title><author>Fernandez, Xavier ; Duñach, Elisabet ; Fellous, Roland ; Lizzani-Cuvelier, Louisette ; Loiseau, Michel ; Dompe, Vincent ; Cozzolino, Francis ; George, Gérard ; Rochard, Sophie ; Schippa, Christine</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3576-fb1ed2386d3f2c7a791615adf44cb0fa0e7f1ccc988bbd0fa39d43f236ede1493</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Biological and medical sciences</topic><topic>epimerization</topic><topic>ethyl 2-methyl-thiazolidine-4-(R)-carboxylate</topic><topic>Food industries</topic><topic>Fruit and vegetable industries</topic><topic>Fundamental and applied biological sciences. 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J</addtitle><date>2001-07</date><risdate>2001</risdate><volume>16</volume><issue>4</issue><spage>274</spage><epage>280</epage><pages>274-280</pages><issn>0882-5734</issn><eissn>1099-1026</eissn><coden>FFJOED</coden><abstract>Volatile compounds from guava (Psidium guajava L.) were extracted using dichloromethane. Among these volatile compounds, methyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) and the ethyl 2‐methyl‐thiazolidine‐4‐(R)‐carboxylate (cis and trans) could be identified for the first time in fruits. The chemical synthesis of the reference compounds and other analogues allowed the further comparison with the guava extracted thiazolidines. The absolute configuration of the cis/trans isomers was determined by nuclear magnetic resonance (1H‐NMR) and by nuclear overhauser enhancement (2D NMR NOESY). Copyright © 2001 John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/ffj.996</doi><tpages>7</tpages></addata></record> |
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| identifier | ISSN: 0882-5734 |
| ispartof | Flavour and fragrance journal, 2001-07, Vol.16 (4), p.274-280 |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Biological and medical sciences epimerization ethyl 2-methyl-thiazolidine-4-(R)-carboxylate Food industries Fruit and vegetable industries Fundamental and applied biological sciences. Psychology GC-IR GC-MS methyl 2-methyl-thiazolidine-4-(R)-carboxylate NMR NOESY Psidium guajava Psidium guajava L thiazolidine thiazolidines |
| title | Identification of thiazolidines in guava: stereochemical studies |
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