1-Methoxypyrrole-2-carboxamide—A new pyrrole compound isolated from Streptomyces griseocarneus SWW368
A new pyrrole compound, 1-methoxypyrrole-2-carboxamide, was obtained from a culture broth of Streptomyces griseocarneus SWW368, which was isolated from the rhizospheric soil under a Para rubber tree (Hevea brasiliensis). The chemical structure was elucidated by 1D NMR, 2D NMR, and MS, as a pyrrole r...
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| Veröffentlicht in: | Journal of general and applied microbiology 2017, Vol.63(4), pp.207-211 |
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| container_title | Journal of general and applied microbiology |
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| creator | Wattanasuepsin, Watsapon Intra, Bungonsiri Euanorasetr, Jirayut Watanabe, Yoshihiro Mingma, Ratchanee Fukasawa, Wataru Mori, Mihoko Matsumoto, Atsuko Shiomi, Kazuro Panbangred, Watanalai |
| description | A new pyrrole compound, 1-methoxypyrrole-2-carboxamide, was obtained from a culture broth of Streptomyces griseocarneus SWW368, which was isolated from the rhizospheric soil under a Para rubber tree (Hevea brasiliensis). The chemical structure was elucidated by 1D NMR, 2D NMR, and MS, as a pyrrole ring with a N-methoxy group and a primary amide group. It exhibited antibacterial properties against Kocuria rhizophila, Staphylococcus aureus and Xanthomonas campestris pv. oryzae; however, cytotoxicity of the compound at 714 μM against several mammalian tumor cell lines, i.e. A549, PANC1, HT29, HT1299 and HeLa S3, were not detected. |
| doi_str_mv | 10.2323/jgam.2016.10.006 |
| format | Article |
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The chemical structure was elucidated by 1D NMR, 2D NMR, and MS, as a pyrrole ring with a N-methoxy group and a primary amide group. It exhibited antibacterial properties against Kocuria rhizophila, Staphylococcus aureus and Xanthomonas campestris pv. oryzae; however, cytotoxicity of the compound at 714 μM against several mammalian tumor cell lines, i.e. A549, PANC1, HT29, HT1299 and HeLa S3, were not detected.</description><identifier>ISSN: 0022-1260</identifier><identifier>EISSN: 1349-8037</identifier><identifier>DOI: 10.2323/jgam.2016.10.006</identifier><identifier>PMID: 28502957</identifier><language>eng</language><publisher>Japan: Applied Microbiology, Molecular and Cellular Biosciences Research Foundation</publisher><subject>1-methoxypyrrole-2-carboxamide ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Anti-Bacterial Agents - toxicity ; antibacterial ; Bacteria - drug effects ; bioassay-guided fractionation ; Cell culture ; Cell Line, Tumor - drug effects ; Cell Survival - drug effects ; Cytotoxicity ; Hevea ; Humans ; Microbial Sensitivity Tests ; Micrococcaceae - drug effects ; NMR ; Nuclear magnetic resonance ; Pyrroles - chemistry ; Pyrroles - isolation & purification ; Pyrroles - pharmacology ; Pyrroles - toxicity ; Rhizosphere ; Rubber ; Rubber trees ; Staphylococcus aureus - drug effects ; Streptomyces ; Streptomyces - classification ; Streptomyces - metabolism ; Thailand ; Toxicity ; Tumor cell lines ; Xanthomonas campestris</subject><ispartof>The Journal of General and Applied Microbiology, 2017, Vol.63(4), pp.207-211</ispartof><rights>2017, Applied Microbiology, Molecular and Cellular Biosciences Research Foundation</rights><rights>Copyright Japan Science and Technology Agency 2017</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c579t-f81f7c509e9d1f26396001741ecd2b9fe47bad902a6dd1efd533afa858df640b3</citedby><cites>FETCH-LOGICAL-c579t-f81f7c509e9d1f26396001741ecd2b9fe47bad902a6dd1efd533afa858df640b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1881,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28502957$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wattanasuepsin, Watsapon</creatorcontrib><creatorcontrib>Intra, Bungonsiri</creatorcontrib><creatorcontrib>Euanorasetr, Jirayut</creatorcontrib><creatorcontrib>Watanabe, Yoshihiro</creatorcontrib><creatorcontrib>Mingma, Ratchanee</creatorcontrib><creatorcontrib>Fukasawa, Wataru</creatorcontrib><creatorcontrib>Mori, Mihoko</creatorcontrib><creatorcontrib>Matsumoto, Atsuko</creatorcontrib><creatorcontrib>Shiomi, Kazuro</creatorcontrib><creatorcontrib>Panbangred, Watanalai</creatorcontrib><title>1-Methoxypyrrole-2-carboxamide—A new pyrrole compound isolated from Streptomyces griseocarneus SWW368</title><title>Journal of general and applied microbiology</title><addtitle>J. Gen. Appl. Microbiol.</addtitle><description>A new pyrrole compound, 1-methoxypyrrole-2-carboxamide, was obtained from a culture broth of Streptomyces griseocarneus SWW368, which was isolated from the rhizospheric soil under a Para rubber tree (Hevea brasiliensis). The chemical structure was elucidated by 1D NMR, 2D NMR, and MS, as a pyrrole ring with a N-methoxy group and a primary amide group. It exhibited antibacterial properties against Kocuria rhizophila, Staphylococcus aureus and Xanthomonas campestris pv. oryzae; however, cytotoxicity of the compound at 714 μM against several mammalian tumor cell lines, i.e. A549, PANC1, HT29, HT1299 and HeLa S3, were not detected.</description><subject>1-methoxypyrrole-2-carboxamide</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Anti-Bacterial Agents - toxicity</subject><subject>antibacterial</subject><subject>Bacteria - drug effects</subject><subject>bioassay-guided fractionation</subject><subject>Cell culture</subject><subject>Cell Line, Tumor - drug effects</subject><subject>Cell Survival - drug effects</subject><subject>Cytotoxicity</subject><subject>Hevea</subject><subject>Humans</subject><subject>Microbial Sensitivity Tests</subject><subject>Micrococcaceae - drug effects</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Pyrroles - chemistry</subject><subject>Pyrroles - isolation & purification</subject><subject>Pyrroles - pharmacology</subject><subject>Pyrroles - toxicity</subject><subject>Rhizosphere</subject><subject>Rubber</subject><subject>Rubber trees</subject><subject>Staphylococcus aureus - drug effects</subject><subject>Streptomyces</subject><subject>Streptomyces - classification</subject><subject>Streptomyces - metabolism</subject><subject>Thailand</subject><subject>Toxicity</subject><subject>Tumor cell lines</subject><subject>Xanthomonas campestris</subject><issn>0022-1260</issn><issn>1349-8037</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkEFr2zAUgMVoWbJ2952GoWenT5ItW8dQlnWQsUNbehSy9JQ6xJYn2TS57Uf0F_aXzCZZ2EWCp-99go-QLxQWjDN-u93oZsGAisU4ARAfyJzyTKYl8OKCzAEYSykTMCOfYtwCcMHK7COZsTIHJvNiTjY0_Yn9i98fukMIfocpS40Old_rprb4_udtmbT4mpxeE-Obzg-tTerod7pHm7jgm-ShD9j1vjkYjMkm1BH9aGlxiMnD8zMX5TW5dHoX8fPpviJPq2-Pd_fp-tf3H3fLdWryQvapK6krTA4SpaWOCS4FAC0yisaySjrMikpbCUwLayk6m3OunS7z0jqRQcWvyM3R2wX_e8DYq60fQjt-qajkuSh4AXyk4EiZ4GMM6FQX6kaHg6KgprJqKqumstNkLDuufD2Jh6pBe174l3IEVkdgG3u9wTOgQ1-bHR6NgqtsOv4znwHzooPClv8FAtmPxA</recordid><startdate>20170101</startdate><enddate>20170101</enddate><creator>Wattanasuepsin, Watsapon</creator><creator>Intra, Bungonsiri</creator><creator>Euanorasetr, Jirayut</creator><creator>Watanabe, Yoshihiro</creator><creator>Mingma, Ratchanee</creator><creator>Fukasawa, Wataru</creator><creator>Mori, Mihoko</creator><creator>Matsumoto, Atsuko</creator><creator>Shiomi, Kazuro</creator><creator>Panbangred, Watanalai</creator><general>Applied Microbiology, Molecular and Cellular Biosciences Research Foundation</general><general>Japan Science and Technology Agency</general><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>7QL</scope><scope>7T7</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><scope>RC3</scope></search><sort><creationdate>20170101</creationdate><title>1-Methoxypyrrole-2-carboxamide—A new pyrrole compound isolated from Streptomyces griseocarneus SWW368</title><author>Wattanasuepsin, Watsapon ; Intra, Bungonsiri ; Euanorasetr, Jirayut ; Watanabe, Yoshihiro ; Mingma, Ratchanee ; Fukasawa, Wataru ; Mori, Mihoko ; Matsumoto, Atsuko ; Shiomi, Kazuro ; Panbangred, Watanalai</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c579t-f81f7c509e9d1f26396001741ecd2b9fe47bad902a6dd1efd533afa858df640b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>1-methoxypyrrole-2-carboxamide</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Anti-Bacterial Agents - toxicity</topic><topic>antibacterial</topic><topic>Bacteria - drug effects</topic><topic>bioassay-guided fractionation</topic><topic>Cell culture</topic><topic>Cell Line, Tumor - drug effects</topic><topic>Cell Survival - drug effects</topic><topic>Cytotoxicity</topic><topic>Hevea</topic><topic>Humans</topic><topic>Microbial Sensitivity Tests</topic><topic>Micrococcaceae - drug effects</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Pyrroles - chemistry</topic><topic>Pyrroles - isolation & purification</topic><topic>Pyrroles - pharmacology</topic><topic>Pyrroles - toxicity</topic><topic>Rhizosphere</topic><topic>Rubber</topic><topic>Rubber trees</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Streptomyces</topic><topic>Streptomyces - classification</topic><topic>Streptomyces - metabolism</topic><topic>Thailand</topic><topic>Toxicity</topic><topic>Tumor cell lines</topic><topic>Xanthomonas campestris</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wattanasuepsin, Watsapon</creatorcontrib><creatorcontrib>Intra, Bungonsiri</creatorcontrib><creatorcontrib>Euanorasetr, Jirayut</creatorcontrib><creatorcontrib>Watanabe, Yoshihiro</creatorcontrib><creatorcontrib>Mingma, Ratchanee</creatorcontrib><creatorcontrib>Fukasawa, Wataru</creatorcontrib><creatorcontrib>Mori, Mihoko</creatorcontrib><creatorcontrib>Matsumoto, Atsuko</creatorcontrib><creatorcontrib>Shiomi, Kazuro</creatorcontrib><creatorcontrib>Panbangred, Watanalai</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><jtitle>Journal of general and applied microbiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wattanasuepsin, Watsapon</au><au>Intra, Bungonsiri</au><au>Euanorasetr, Jirayut</au><au>Watanabe, Yoshihiro</au><au>Mingma, Ratchanee</au><au>Fukasawa, Wataru</au><au>Mori, Mihoko</au><au>Matsumoto, Atsuko</au><au>Shiomi, Kazuro</au><au>Panbangred, Watanalai</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>1-Methoxypyrrole-2-carboxamide—A new pyrrole compound isolated from Streptomyces griseocarneus SWW368</atitle><jtitle>Journal of general and applied microbiology</jtitle><addtitle>J. Gen. Appl. Microbiol.</addtitle><date>2017-01-01</date><risdate>2017</risdate><volume>63</volume><issue>4</issue><spage>207</spage><epage>211</epage><pages>207-211</pages><issn>0022-1260</issn><eissn>1349-8037</eissn><abstract>A new pyrrole compound, 1-methoxypyrrole-2-carboxamide, was obtained from a culture broth of Streptomyces griseocarneus SWW368, which was isolated from the rhizospheric soil under a Para rubber tree (Hevea brasiliensis). The chemical structure was elucidated by 1D NMR, 2D NMR, and MS, as a pyrrole ring with a N-methoxy group and a primary amide group. It exhibited antibacterial properties against Kocuria rhizophila, Staphylococcus aureus and Xanthomonas campestris pv. oryzae; however, cytotoxicity of the compound at 714 μM against several mammalian tumor cell lines, i.e. A549, PANC1, HT29, HT1299 and HeLa S3, were not detected.</abstract><cop>Japan</cop><pub>Applied Microbiology, Molecular and Cellular Biosciences Research Foundation</pub><pmid>28502957</pmid><doi>10.2323/jgam.2016.10.006</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | The Journal of General and Applied Microbiology, 2017, Vol.63(4), pp.207-211 |
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| language | eng |
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| source | MEDLINE; Free E-Journal (出版社公開部分のみ）; J-STAGE |
| subjects | 1-methoxypyrrole-2-carboxamide Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Anti-Bacterial Agents - toxicity antibacterial Bacteria - drug effects bioassay-guided fractionation Cell culture Cell Line, Tumor - drug effects Cell Survival - drug effects Cytotoxicity Hevea Humans Microbial Sensitivity Tests Micrococcaceae - drug effects NMR Nuclear magnetic resonance Pyrroles - chemistry Pyrroles - isolation & purification Pyrroles - pharmacology Pyrroles - toxicity Rhizosphere Rubber Rubber trees Staphylococcus aureus - drug effects Streptomyces Streptomyces - classification Streptomyces - metabolism Thailand Toxicity Tumor cell lines Xanthomonas campestris |
| title | 1-Methoxypyrrole-2-carboxamide—A new pyrrole compound isolated from Streptomyces griseocarneus SWW368 |
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