Antioxidant and Antiviral Activities of Plastoquinones from the Brown Alga Sargassum micracanthum, and a New Chromene Derivative Converted from the Plastoquinones
Two plastoquinones were isolated from the methanolic extract of the brown alga Sargassum micracanthum, and these were identified as a known 2-geranylgeranyl-6-methylbenzoquinone and its hydroquinone, respectively, based on spectroscopic analysis. The absolute configuration of the secondary hydroxyl...
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| Veröffentlicht in: | Biological & Pharmaceutical Bulletin 2005, Vol.28(2), pp.374-377 |
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| container_title | Biological & Pharmaceutical Bulletin |
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| creator | Iwashima, Makoto Mori, Jun Ting, Xiang Matsunaga, Takayuki Hayashi, Kyoko Shinoda, Daishi Saito, Haruo Sankawa, Ushio Hayashi, Toshimitsu |
| description | Two plastoquinones were isolated from the methanolic extract of the brown alga Sargassum micracanthum, and these were identified as a known 2-geranylgeranyl-6-methylbenzoquinone and its hydroquinone, respectively, based on spectroscopic analysis. The absolute configuration of the secondary hydroxyl group was determined by the modified Mosher's method using the new chromene derivative converted from plastoquinones. One of the plastoquinones and the chromene exhibited significant antioxidant activities, such as an inhibitory effect on lipid peroxidation and a radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH). The benzoquinone-type compound and the chromene derivative were found to have potent antiviral activity against human cytomegalovirus (HCMV). |
| doi_str_mv | 10.1248/bpb.28.374 |
| format | Article |
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The absolute configuration of the secondary hydroxyl group was determined by the modified Mosher's method using the new chromene derivative converted from plastoquinones. One of the plastoquinones and the chromene exhibited significant antioxidant activities, such as an inhibitory effect on lipid peroxidation and a radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH). The benzoquinone-type compound and the chromene derivative were found to have potent antiviral activity against human cytomegalovirus (HCMV).</description><identifier>ISSN: 0918-6158</identifier><identifier>EISSN: 1347-5215</identifier><identifier>DOI: 10.1248/bpb.28.374</identifier><identifier>PMID: 15684504</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject><![CDATA[Animals ; antioxidant activity ; Antioxidants - isolation & purification ; Antioxidants - pharmacology ; antiviral activity ; Antiviral Agents - isolation & purification ; Antiviral Agents - pharmacology ; Benzopyrans - isolation & purification ; Benzopyrans - pharmacology ; Chlorocebus aethiops ; chromene ; Cytomegalovirus - drug effects ; Dogs ; HeLa Cells ; Human cytomegalovirus ; Humans ; lipid peroxidation ; Male ; Phaeophyceae - isolation & purification ; plastoquinone ; Plastoquinone - isolation & purification ; Plastoquinone - pharmacology ; Rats ; Rats, Wistar ; Sargassum - isolation & purification ; Sargassum micracanthum ; Vero Cells]]></subject><ispartof>Biological and Pharmaceutical Bulletin, 2005, Vol.28(2), pp.374-377</ispartof><rights>2005 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2005</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c716t-4b1ccf941a6f2f335a4f002f4c04fe7f085c7ca9f314abf3b6cefaf1cc02f83b3</citedby><cites>FETCH-LOGICAL-c716t-4b1ccf941a6f2f335a4f002f4c04fe7f085c7ca9f314abf3b6cefaf1cc02f83b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,778,782,1879,27911,27912</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15684504$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Iwashima, Makoto</creatorcontrib><creatorcontrib>Mori, Jun</creatorcontrib><creatorcontrib>Ting, Xiang</creatorcontrib><creatorcontrib>Matsunaga, Takayuki</creatorcontrib><creatorcontrib>Hayashi, Kyoko</creatorcontrib><creatorcontrib>Shinoda, Daishi</creatorcontrib><creatorcontrib>Saito, Haruo</creatorcontrib><creatorcontrib>Sankawa, Ushio</creatorcontrib><creatorcontrib>Hayashi, Toshimitsu</creatorcontrib><creatorcontrib>Lead Chemical Co</creatorcontrib><creatorcontrib>Ltd</creatorcontrib><creatorcontrib>Toyama Medical and Pharmaceutical University</creatorcontrib><creatorcontrib>cToyama Prefectural Institute for Pharmaceutical Research</creatorcontrib><creatorcontrib>aFaculty of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>bDepartment of Pharmaceutical Research</creatorcontrib><creatorcontrib>dFaculty of Medicine</creatorcontrib><title>Antioxidant and Antiviral Activities of Plastoquinones from the Brown Alga Sargassum micracanthum, and a New Chromene Derivative Converted from the Plastoquinones</title><title>Biological & Pharmaceutical Bulletin</title><addtitle>Biol Pharm Bull</addtitle><description>Two plastoquinones were isolated from the methanolic extract of the brown alga Sargassum micracanthum, and these were identified as a known 2-geranylgeranyl-6-methylbenzoquinone and its hydroquinone, respectively, based on spectroscopic analysis. The absolute configuration of the secondary hydroxyl group was determined by the modified Mosher's method using the new chromene derivative converted from plastoquinones. One of the plastoquinones and the chromene exhibited significant antioxidant activities, such as an inhibitory effect on lipid peroxidation and a radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH). 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| subjects | Animals antioxidant activity Antioxidants - isolation & purification Antioxidants - pharmacology antiviral activity Antiviral Agents - isolation & purification Antiviral Agents - pharmacology Benzopyrans - isolation & purification Benzopyrans - pharmacology Chlorocebus aethiops chromene Cytomegalovirus - drug effects Dogs HeLa Cells Human cytomegalovirus Humans lipid peroxidation Male Phaeophyceae - isolation & purification plastoquinone Plastoquinone - isolation & purification Plastoquinone - pharmacology Rats Rats, Wistar Sargassum - isolation & purification Sargassum micracanthum Vero Cells |
| title | Antioxidant and Antiviral Activities of Plastoquinones from the Brown Alga Sargassum micracanthum, and a New Chromene Derivative Converted from the Plastoquinones |
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