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Photochemical reaction of perillaldehyde under various conditions
(-)-PeriIlaldehyde (1) was photoirradiated by a 400 W high-pressure mercury lamp under various conditions. In MeOH, 1 was degraded to give two new MeOH adducts (2 and 3) and a new methyl ether (4) under an N 2 stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in additi...
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| Published in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1992, Vol.56 (4), p.614-619 |
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| Main Authors: | , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c574t-f75ef53b1752fdffc436fcf8a7a49c81f7109bc4ca1d8b794f5a872043af5183 |
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| container_end_page | 619 |
| container_issue | 4 |
| container_start_page | 614 |
| container_title | Bioscience, biotechnology, and biochemistry |
| container_volume | 56 |
| creator | Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan)) Morita, K Kameda, W Tada, M |
| description | (-)-PeriIlaldehyde (1) was photoirradiated by a 400 W high-pressure mercury lamp under various conditions. In MeOH, 1 was degraded to give two new MeOH adducts (2 and 3) and a new methyl ether (4) under an N
2
stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in addition to 2 and 3 under an 0
2
stream. In EtOAc, 1 disappeared to afford two new dimers (7 and 8) under an N
2
stream, while 1 was changed to two oxygenated products (9 and 10) including a new compound under an O
2
stream. In the presence of rose bengal (RB), 1 was converted to 5 by visible light in MeOH under an N
2
stream. Photosensitization of RB was observed under an O
2
stream, and two new oxygenated products (11 and 12) were formed. Perillaldehyde was relatively stable in n-hexane under an N
2
stream or in the presence of RB under an O
2
stream. |
| doi_str_mv | 10.1271/bbb.56.614 |
| format | article |
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2
stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in addition to 2 and 3 under an 0
2
stream. In EtOAc, 1 disappeared to afford two new dimers (7 and 8) under an N
2
stream, while 1 was changed to two oxygenated products (9 and 10) including a new compound under an O
2
stream. In the presence of rose bengal (RB), 1 was converted to 5 by visible light in MeOH under an N
2
stream. Photosensitization of RB was observed under an O
2
stream, and two new oxygenated products (11 and 12) were formed. Perillaldehyde was relatively stable in n-hexane under an N
2
stream or in the presence of RB under an O
2
stream.</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.56.614</identifier><identifier>PMID: 27280657</identifier><language>eng</language><publisher>Tokyo: Taylor & Francis</publisher><subject>ALDEHIDOS ; ALDEHYDE ; ALDEHYDES ; Biological and medical sciences ; Biotechnology ; Chemical industry. Chemical engineering ; DEGRADACION ; DEGRADATION ; Fundamental and applied biological sciences. Psychology ; Industrial applications and implications. Economical aspects ; LIGHT ; LUMIERE ; LUZ ; PERILLA</subject><ispartof>Bioscience, biotechnology, and biochemistry, 1992, Vol.56 (4), p.614-619</ispartof><rights>Copyright 1992 Taylor and Francis Group LLC 1992</rights><rights>1992 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1992</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c574t-f75ef53b1752fdffc436fcf8a7a49c81f7109bc4ca1d8b794f5a872043af5183</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=5620733$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27280657$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan))</creatorcontrib><creatorcontrib>Morita, K</creatorcontrib><creatorcontrib>Kameda, W</creatorcontrib><creatorcontrib>Tada, M</creatorcontrib><title>Photochemical reaction of perillaldehyde under various conditions</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>(-)-PeriIlaldehyde (1) was photoirradiated by a 400 W high-pressure mercury lamp under various conditions. In MeOH, 1 was degraded to give two new MeOH adducts (2 and 3) and a new methyl ether (4) under an N
2
stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in addition to 2 and 3 under an 0
2
stream. In EtOAc, 1 disappeared to afford two new dimers (7 and 8) under an N
2
stream, while 1 was changed to two oxygenated products (9 and 10) including a new compound under an O
2
stream. In the presence of rose bengal (RB), 1 was converted to 5 by visible light in MeOH under an N
2
stream. Photosensitization of RB was observed under an O
2
stream, and two new oxygenated products (11 and 12) were formed. Perillaldehyde was relatively stable in n-hexane under an N
2
stream or in the presence of RB under an O
2
stream.</description><subject>ALDEHIDOS</subject><subject>ALDEHYDE</subject><subject>ALDEHYDES</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Chemical industry. Chemical engineering</subject><subject>DEGRADACION</subject><subject>DEGRADATION</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Industrial applications and implications. Economical aspects</subject><subject>LIGHT</subject><subject>LUMIERE</subject><subject>LUZ</subject><subject>PERILLA</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><recordid>eNpt0M9rFDEUB_Agil2rF48eZEAPIsyaN_l9LMWfFOyh9_Amk7gpM5M1mbHsf2_KbnsQT4HH5718-RLyGugWOgWf-r7fCrmVwJ-QDTCuWmm4eko21IBsNRdwRl6UcktpHQh4Ts461WkqhdqQi-tdWpLb-Sk6HJvs0S0xzU0Kzd7nOI44Dn53GHyzzoPPzR_MMa2lcWke4r0sL8mzgGPxr07vObn58vnm8lt79fPr98uLq9YJxZc2KOGDYD0o0YUhBMeZDC5oVMiN0xAUUNM77hAG3SvDg0CtOsoZBgGanZMPx7P7nH6vvix2isX5GnD2NZAFZYSWsgOo9N0_9Datea7hLHBumOk0p1V9PCqXUynZB7vPccJ8sEDtfa-29mqFtLXXit-eTq795IdH-lBkBe9PAEstMmScXSyPTsiOKsYqE0cW55DyhHcpj4Nd8DCm_LDD_vv_m-NewGTxV67sx7VhlAkJ7C83cpoO</recordid><startdate>1992</startdate><enddate>1992</enddate><creator>Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan))</creator><creator>Morita, K</creator><creator>Kameda, W</creator><creator>Tada, M</creator><general>Taylor & Francis</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</general><scope>FBQ</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>1992</creationdate><title>Photochemical reaction of perillaldehyde under various conditions</title><author>Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan)) ; Morita, K ; Kameda, W ; Tada, M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c574t-f75ef53b1752fdffc436fcf8a7a49c81f7109bc4ca1d8b794f5a872043af5183</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>ALDEHIDOS</topic><topic>ALDEHYDE</topic><topic>ALDEHYDES</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Chemical industry. Chemical engineering</topic><topic>DEGRADACION</topic><topic>DEGRADATION</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Industrial applications and implications. Economical aspects</topic><topic>LIGHT</topic><topic>LUMIERE</topic><topic>LUZ</topic><topic>PERILLA</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan))</creatorcontrib><creatorcontrib>Morita, K</creatorcontrib><creatorcontrib>Kameda, W</creatorcontrib><creatorcontrib>Tada, M</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan))</au><au>Morita, K</au><au>Kameda, W</au><au>Tada, M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photochemical reaction of perillaldehyde under various conditions</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>1992</date><risdate>1992</risdate><volume>56</volume><issue>4</issue><spage>614</spage><epage>619</epage><pages>614-619</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>(-)-PeriIlaldehyde (1) was photoirradiated by a 400 W high-pressure mercury lamp under various conditions. In MeOH, 1 was degraded to give two new MeOH adducts (2 and 3) and a new methyl ether (4) under an N
2
stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in addition to 2 and 3 under an 0
2
stream. In EtOAc, 1 disappeared to afford two new dimers (7 and 8) under an N
2
stream, while 1 was changed to two oxygenated products (9 and 10) including a new compound under an O
2
stream. In the presence of rose bengal (RB), 1 was converted to 5 by visible light in MeOH under an N
2
stream. Photosensitization of RB was observed under an O
2
stream, and two new oxygenated products (11 and 12) were formed. Perillaldehyde was relatively stable in n-hexane under an N
2
stream or in the presence of RB under an O
2
stream.</abstract><cop>Tokyo</cop><pub>Taylor & Francis</pub><pmid>27280657</pmid><doi>10.1271/bbb.56.614</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0916-8451 |
| ispartof | Bioscience, biotechnology, and biochemistry, 1992, Vol.56 (4), p.614-619 |
| issn | 0916-8451 1347-6947 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1795866211 |
| source | EZB Electronic Journals Library |
| subjects | ALDEHIDOS ALDEHYDE ALDEHYDES Biological and medical sciences Biotechnology Chemical industry. Chemical engineering DEGRADACION DEGRADATION Fundamental and applied biological sciences. Psychology Industrial applications and implications. Economical aspects LIGHT LUMIERE LUZ PERILLA |
| title | Photochemical reaction of perillaldehyde under various conditions |
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