A New Antibacterial Indole Alkaloid from Cigar Tobacco and Its Potential Application in Antiseptic Cigarette Tipping Paper
A new indole alkaloid, cigarindole A ( 1 ), together with five known indole alkaloids ( 2–6 ) were isolated from cigar tobacco. Their structures were elucidated using spectroscopic methods, including extensive 1D and 2D NMR techniques. Interestingly, compound 1 exhibited high antibacterial activity...
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| Veröffentlicht in: | Chemistry of natural compounds 2024-09, Vol.60 (5), p.885-890 |
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| container_title | Chemistry of natural compounds |
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| creator | Kong, Guang-Hui Liu, Jing Yin, Pei-Pei Wang, Lei Yang, Wan-Long Shen, Jun-Ru He, Xiao-Hui Jiao, Fang-Chang Wu, Yu-Ping Dong, Gao-Feng |
| description | A new indole alkaloid, cigarindole A (
1
), together with five known indole alkaloids (
2–6
) were isolated from cigar tobacco. Their structures were elucidated using spectroscopic methods, including extensive 1D and 2D NMR techniques. Interestingly, compound
1
exhibited high antibacterial activity with bacteriostatic diameter within the range 20.6–26.7 mm against five pathogenic strains (Staphylococcus aureus, Escherichia coli,
Streptococcus pneumoniae
,
Bacillus subtilis
, and
Proteus
spp). Compounds
2–6
exhibited obvious antibacterial activity with bacteriostatic diameter within the range 11.9–21.8 mm. In addition, compound
1
also the potential value for use as an antiseptic agent for cigarette tipping paper. |
| doi_str_mv | 10.1007/s10600-024-04470-9 |
| format | Article |
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1
), together with five known indole alkaloids (
2–6
) were isolated from cigar tobacco. Their structures were elucidated using spectroscopic methods, including extensive 1D and 2D NMR techniques. Interestingly, compound
1
exhibited high antibacterial activity with bacteriostatic diameter within the range 20.6–26.7 mm against five pathogenic strains (Staphylococcus aureus, Escherichia coli,
Streptococcus pneumoniae
,
Bacillus subtilis
, and
Proteus
spp). Compounds
2–6
exhibited obvious antibacterial activity with bacteriostatic diameter within the range 11.9–21.8 mm. In addition, compound
1
also the potential value for use as an antiseptic agent for cigarette tipping paper.</description><identifier>ISSN: 0009-3130</identifier><identifier>EISSN: 1573-8388</identifier><identifier>DOI: 10.1007/s10600-024-04470-9</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Alkaloids ; Antiinfectives and antibacterials ; Bacteria ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Cigarettes ; E coli ; NMR ; Nuclear magnetic resonance ; Organic Chemistry ; Plant Sciences ; Tobacco</subject><ispartof>Chemistry of natural compounds, 2024-09, Vol.60 (5), p.885-890</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2024. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c200t-a852669435c82dbf04b55cca558d282aaf3d8a061eb697257a4080c9fbb8f39a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10600-024-04470-9$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10600-024-04470-9$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27922,27923,41486,42555,51317</link.rule.ids></links><search><creatorcontrib>Kong, Guang-Hui</creatorcontrib><creatorcontrib>Liu, Jing</creatorcontrib><creatorcontrib>Yin, Pei-Pei</creatorcontrib><creatorcontrib>Wang, Lei</creatorcontrib><creatorcontrib>Yang, Wan-Long</creatorcontrib><creatorcontrib>Shen, Jun-Ru</creatorcontrib><creatorcontrib>He, Xiao-Hui</creatorcontrib><creatorcontrib>Jiao, Fang-Chang</creatorcontrib><creatorcontrib>Wu, Yu-Ping</creatorcontrib><creatorcontrib>Dong, Gao-Feng</creatorcontrib><title>A New Antibacterial Indole Alkaloid from Cigar Tobacco and Its Potential Application in Antiseptic Cigarette Tipping Paper</title><title>Chemistry of natural compounds</title><addtitle>Chem Nat Compd</addtitle><description>A new indole alkaloid, cigarindole A (
1
), together with five known indole alkaloids (
2–6
) were isolated from cigar tobacco. Their structures were elucidated using spectroscopic methods, including extensive 1D and 2D NMR techniques. Interestingly, compound
1
exhibited high antibacterial activity with bacteriostatic diameter within the range 20.6–26.7 mm against five pathogenic strains (Staphylococcus aureus, Escherichia coli,
Streptococcus pneumoniae
,
Bacillus subtilis
, and
Proteus
spp). Compounds
2–6
exhibited obvious antibacterial activity with bacteriostatic diameter within the range 11.9–21.8 mm. In addition, compound
1
also the potential value for use as an antiseptic agent for cigarette tipping paper.</description><subject>Alkaloids</subject><subject>Antiinfectives and antibacterials</subject><subject>Bacteria</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Cigarettes</subject><subject>E coli</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic Chemistry</subject><subject>Plant Sciences</subject><subject>Tobacco</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp9kE9LwzAYh4MoOKdfwFPAc_VN0rTpsQz_DIbuMM8hTdOR2TU1yRD99MZV8OYpvPA8v8CD0DWBWwJQ3gUCBUAGNM8gz0vIqhM0I7xkmWBCnKIZAFQZIwzO0UUIu3SKohAz9FXjZ_OB6yHaRulovFU9Xg6t6w2u-zfVO9vizrs9Xtit8njjEqYdVkOLlzHgtYsmuUmqx7G3WkXrBmyH42IwY7R6Mk2MBm_sONphi9dqNP4SnXWqD-bq952j14f7zeIpW708Lhf1KtMUIGZKcFoUVc64FrRtOsgbzrVWnIuWCqpUx1qhoCCmKaqS8lLlIEBXXdOIjlWKzdHNtDt6934wIcqdO_ghfSkZITwXKQ1PFJ0o7V0I3nRy9Hav_KckIH8ay6mxTI3lsbGsksQmKSR42Br_N_2P9Q3dMX9H</recordid><startdate>20240901</startdate><enddate>20240901</enddate><creator>Kong, Guang-Hui</creator><creator>Liu, Jing</creator><creator>Yin, Pei-Pei</creator><creator>Wang, Lei</creator><creator>Yang, Wan-Long</creator><creator>Shen, Jun-Ru</creator><creator>He, Xiao-Hui</creator><creator>Jiao, Fang-Chang</creator><creator>Wu, Yu-Ping</creator><creator>Dong, Gao-Feng</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20240901</creationdate><title>A New Antibacterial Indole Alkaloid from Cigar Tobacco and Its Potential Application in Antiseptic Cigarette Tipping Paper</title><author>Kong, Guang-Hui ; Liu, Jing ; Yin, Pei-Pei ; Wang, Lei ; Yang, Wan-Long ; Shen, Jun-Ru ; He, Xiao-Hui ; Jiao, Fang-Chang ; Wu, Yu-Ping ; Dong, Gao-Feng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c200t-a852669435c82dbf04b55cca558d282aaf3d8a061eb697257a4080c9fbb8f39a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Alkaloids</topic><topic>Antiinfectives and antibacterials</topic><topic>Bacteria</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Cigarettes</topic><topic>E coli</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Organic Chemistry</topic><topic>Plant Sciences</topic><topic>Tobacco</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kong, Guang-Hui</creatorcontrib><creatorcontrib>Liu, Jing</creatorcontrib><creatorcontrib>Yin, Pei-Pei</creatorcontrib><creatorcontrib>Wang, Lei</creatorcontrib><creatorcontrib>Yang, Wan-Long</creatorcontrib><creatorcontrib>Shen, Jun-Ru</creatorcontrib><creatorcontrib>He, Xiao-Hui</creatorcontrib><creatorcontrib>Jiao, Fang-Chang</creatorcontrib><creatorcontrib>Wu, Yu-Ping</creatorcontrib><creatorcontrib>Dong, Gao-Feng</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of natural compounds</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kong, Guang-Hui</au><au>Liu, Jing</au><au>Yin, Pei-Pei</au><au>Wang, Lei</au><au>Yang, Wan-Long</au><au>Shen, Jun-Ru</au><au>He, Xiao-Hui</au><au>Jiao, Fang-Chang</au><au>Wu, Yu-Ping</au><au>Dong, Gao-Feng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A New Antibacterial Indole Alkaloid from Cigar Tobacco and Its Potential Application in Antiseptic Cigarette Tipping Paper</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2024-09-01</date><risdate>2024</risdate><volume>60</volume><issue>5</issue><spage>885</spage><epage>890</epage><pages>885-890</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>A new indole alkaloid, cigarindole A (
1
), together with five known indole alkaloids (
2–6
) were isolated from cigar tobacco. Their structures were elucidated using spectroscopic methods, including extensive 1D and 2D NMR techniques. Interestingly, compound
1
exhibited high antibacterial activity with bacteriostatic diameter within the range 20.6–26.7 mm against five pathogenic strains (Staphylococcus aureus, Escherichia coli,
Streptococcus pneumoniae
,
Bacillus subtilis
, and
Proteus
spp). Compounds
2–6
exhibited obvious antibacterial activity with bacteriostatic diameter within the range 11.9–21.8 mm. In addition, compound
1
also the potential value for use as an antiseptic agent for cigarette tipping paper.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10600-024-04470-9</doi><tpages>6</tpages></addata></record> |
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| subjects | Alkaloids Antiinfectives and antibacterials Bacteria Chemistry Chemistry and Materials Science Chemistry/Food Science Cigarettes E coli NMR Nuclear magnetic resonance Organic Chemistry Plant Sciences Tobacco |
| title | A New Antibacterial Indole Alkaloid from Cigar Tobacco and Its Potential Application in Antiseptic Cigarette Tipping Paper |
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