Chemical Composition and Anti-Trypanosoma cruzi Activity of Essential Oils Obtained from Leaves of Xylopia frutescens and X. laevigata (Annonaceae)
Essential oils from leaves of Xylopia frutescens (XFMJ) and two specimens of Xylopia laevigata (XLMC and XLSI) were obtained by hydrodistillation using a Clevenger-type apparatus, and analyzed by GC-MS and GC-FID. Sesquiterpenes dominated the essential oils. The main constituents of XFMJ were (E)-ca...
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creator | da Silva, Thanany Brasil Menezes, Leociley Rocha Alencar Sampaio, Marília Fernanda Chaves Meira, Cássio Santana Guimarães, Elisalva Teixeira Soares, Milena Botelho Pereira do Nascimento Prata, Ana Paula de Lima Nogueira, Paulo Cesar Costa, Emmanoel Vilaça |
description | Essential oils from leaves of Xylopia frutescens (XFMJ) and two specimens of Xylopia laevigata (XLMC and XLSI) were obtained by hydrodistillation using a Clevenger-type apparatus, and analyzed by GC-MS and GC-FID. Sesquiterpenes dominated the essential oils. The main constituents of XFMJ were (E)-caryophyllene (24.8%), bicyclogermacrene (20.8%), germacrene D (17.0%), β-elemene (7.9%), and (E)-β-ocimene (6.8%). XLMC contained significant quantities of germacrene D (18.9%), bicyclogermacrene (18.4%), β-elemene (9.5%), 5-selinene (9.2%), (E)-caryophyllene (8.5%), germacrene B (5.7%) and γ-muurolene (5.7%), while germacrene D (27.0%), bicyclogermacrene (12.8%), (E)-caryophyllene (8.6%), γ-muurolene (8.6%), 5-cadinene (6.8%), and germacrene B (6.0%) were the main components of XLSI. The essential oils had trypanocidal activity against the Y strain of Trypanosoma cruzi. with IC50 values lower than 30 μg.mL−1 and 15 μg.mL−1 against epimastigote and trypomastigote forms of T. cruzi. respectively, and were also able to reduce the percentage in vitro of T. cruzi-infected macrophages and the intracellular number of amastigotes at concentrations that were non-cytotoxic to macrophages. |
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Sesquiterpenes dominated the essential oils. The main constituents of XFMJ were (E)-caryophyllene (24.8%), bicyclogermacrene (20.8%), germacrene D (17.0%), β-elemene (7.9%), and (E)-β-ocimene (6.8%). XLMC contained significant quantities of germacrene D (18.9%), bicyclogermacrene (18.4%), β-elemene (9.5%), 5-selinene (9.2%), (E)-caryophyllene (8.5%), germacrene B (5.7%) and γ-muurolene (5.7%), while germacrene D (27.0%), bicyclogermacrene (12.8%), (E)-caryophyllene (8.6%), γ-muurolene (8.6%), 5-cadinene (6.8%), and germacrene B (6.0%) were the main components of XLSI. The essential oils had trypanocidal activity against the Y strain of Trypanosoma cruzi. with IC50 values lower than 30 μg.mL−1 and 15 μg.mL−1 against epimastigote and trypomastigote forms of T. cruzi. respectively, and were also able to reduce the percentage in vitro of T. cruzi-infected macrophages and the intracellular number of amastigotes at concentrations that were non-cytotoxic to macrophages.</description><identifier>ISSN: 1934-578X</identifier><identifier>EISSN: 1555-9475</identifier><identifier>DOI: 10.1177/1934578X1300800332</identifier><identifier>PMID: 23678822</identifier><language>eng</language><publisher>Los Angeles, CA: SAGE Publications</publisher><subject>Alkenes - chemistry ; Oils, Volatile - chemistry ; Oils, Volatile - pharmacology ; Plant Leaves - chemistry ; Sesquiterpenes - chemistry ; Sesquiterpenes, Germacrane - chemistry ; Trypanocidal Agents - chemistry ; Trypanocidal Agents - pharmacology ; Trypanosoma cruzi - drug effects ; Xylopia - chemistry</subject><ispartof>Natural product communications, 2013-03, Vol.8 (3), p.403-406</ispartof><rights>2013 SAGE Publications Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c343t-54cbf5dd353c87d34f1bc8399c706c8b452c2f3a434c3cb28857747e9630fcf33</citedby><cites>FETCH-LOGICAL-c343t-54cbf5dd353c87d34f1bc8399c706c8b452c2f3a434c3cb28857747e9630fcf33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://journals.sagepub.com/doi/pdf/10.1177/1934578X1300800332$$EPDF$$P50$$Gsage$$H</linktopdf><linktohtml>$$Uhttps://journals.sagepub.com/doi/10.1177/1934578X1300800332$$EHTML$$P50$$Gsage$$H</linktohtml><link.rule.ids>314,776,780,21945,27830,27901,27902,44921,45309</link.rule.ids><linktorsrc>$$Uhttps://journals.sagepub.com/doi/full/10.1177/1934578X1300800332?utm_source=summon&utm_medium=discovery-provider$$EView_record_in_SAGE_Publications$$FView_record_in_$$GSAGE_Publications</linktorsrc><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23678822$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>da Silva, Thanany Brasil</creatorcontrib><creatorcontrib>Menezes, Leociley Rocha Alencar</creatorcontrib><creatorcontrib>Sampaio, Marília Fernanda Chaves</creatorcontrib><creatorcontrib>Meira, Cássio Santana</creatorcontrib><creatorcontrib>Guimarães, Elisalva Teixeira</creatorcontrib><creatorcontrib>Soares, Milena Botelho Pereira</creatorcontrib><creatorcontrib>do Nascimento Prata, Ana Paula</creatorcontrib><creatorcontrib>de Lima Nogueira, Paulo Cesar</creatorcontrib><creatorcontrib>Costa, Emmanoel Vilaça</creatorcontrib><title>Chemical Composition and Anti-Trypanosoma cruzi Activity of Essential Oils Obtained from Leaves of Xylopia frutescens and X. laevigata (Annonaceae)</title><title>Natural product communications</title><addtitle>Nat Prod Commun</addtitle><description>Essential oils from leaves of Xylopia frutescens (XFMJ) and two specimens of Xylopia laevigata (XLMC and XLSI) were obtained by hydrodistillation using a Clevenger-type apparatus, and analyzed by GC-MS and GC-FID. Sesquiterpenes dominated the essential oils. The main constituents of XFMJ were (E)-caryophyllene (24.8%), bicyclogermacrene (20.8%), germacrene D (17.0%), β-elemene (7.9%), and (E)-β-ocimene (6.8%). XLMC contained significant quantities of germacrene D (18.9%), bicyclogermacrene (18.4%), β-elemene (9.5%), 5-selinene (9.2%), (E)-caryophyllene (8.5%), germacrene B (5.7%) and γ-muurolene (5.7%), while germacrene D (27.0%), bicyclogermacrene (12.8%), (E)-caryophyllene (8.6%), γ-muurolene (8.6%), 5-cadinene (6.8%), and germacrene B (6.0%) were the main components of XLSI. The essential oils had trypanocidal activity against the Y strain of Trypanosoma cruzi. with IC50 values lower than 30 μg.mL−1 and 15 μg.mL−1 against epimastigote and trypomastigote forms of T. cruzi. respectively, and were also able to reduce the percentage in vitro of T. cruzi-infected macrophages and the intracellular number of amastigotes at concentrations that were non-cytotoxic to macrophages.</description><subject>Alkenes - chemistry</subject><subject>Oils, Volatile - chemistry</subject><subject>Oils, Volatile - pharmacology</subject><subject>Plant Leaves - chemistry</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes, Germacrane - chemistry</subject><subject>Trypanocidal Agents - chemistry</subject><subject>Trypanocidal Agents - pharmacology</subject><subject>Trypanosoma cruzi - drug effects</subject><subject>Xylopia - chemistry</subject><issn>1934-578X</issn><issn>1555-9475</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kcFqGzEQhkVpaYKbF-gh6JgeNpFWkqU9GpM2AYMvKfi2aLWjVGFX2khag_MafeHKcZpLoXOZYfj-X5oZhL5Sck2plDe0YVxItaOMEEUIY_UHdE6FEFXDpfhY6gJUR-IMXaT0REooxQlvPqOzmi2lUnV9jn6vf8HojB7wOoxTSC674LH2PV757KqHeJi0DymMGps4vzi8MtntXT7gYPFtSlCoIt66IeFtl7Xz0GMbw4g3oPeQjtjuMITJ6dKeMyQDPr0-sLvGg4a9e9RZ46uV98FrAxq-fUGfrB4SXLzlBfr5_fZhfVdttj_u16tNZRhnuRLcdFb0PRPMKNkzbmlnFGsaI8nSqI6L2tSWac64YaarlRJScgnNkhFrLGMLdHXynWJ4niHldnTle8OgPYQ5tbQ4E06XkhS0PqEmhpQi2HaKbtTx0FLSHu_R_nuPIrp885-7Efp3yd_tF-DmBCT9CO1TmKMv8_7P8g_Ri5Rb</recordid><startdate>20130301</startdate><enddate>20130301</enddate><creator>da Silva, Thanany Brasil</creator><creator>Menezes, Leociley Rocha Alencar</creator><creator>Sampaio, Marília Fernanda Chaves</creator><creator>Meira, Cássio Santana</creator><creator>Guimarães, Elisalva Teixeira</creator><creator>Soares, Milena Botelho Pereira</creator><creator>do Nascimento Prata, Ana Paula</creator><creator>de Lima Nogueira, Paulo Cesar</creator><creator>Costa, Emmanoel Vilaça</creator><general>SAGE Publications</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>7X8</scope></search><sort><creationdate>20130301</creationdate><title>Chemical Composition and Anti-Trypanosoma cruzi Activity of Essential Oils Obtained from Leaves of Xylopia frutescens and X. laevigata (Annonaceae)</title><author>da Silva, Thanany Brasil ; Menezes, Leociley Rocha Alencar ; Sampaio, Marília Fernanda Chaves ; Meira, Cássio Santana ; Guimarães, Elisalva Teixeira ; Soares, Milena Botelho Pereira ; do Nascimento Prata, Ana Paula ; de Lima Nogueira, Paulo Cesar ; Costa, Emmanoel Vilaça</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c343t-54cbf5dd353c87d34f1bc8399c706c8b452c2f3a434c3cb28857747e9630fcf33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Alkenes - chemistry</topic><topic>Oils, Volatile - chemistry</topic><topic>Oils, Volatile - pharmacology</topic><topic>Plant Leaves - chemistry</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenes, Germacrane - chemistry</topic><topic>Trypanocidal Agents - chemistry</topic><topic>Trypanocidal Agents - pharmacology</topic><topic>Trypanosoma cruzi - drug effects</topic><topic>Xylopia - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>da Silva, Thanany Brasil</creatorcontrib><creatorcontrib>Menezes, Leociley Rocha Alencar</creatorcontrib><creatorcontrib>Sampaio, Marília Fernanda Chaves</creatorcontrib><creatorcontrib>Meira, Cássio Santana</creatorcontrib><creatorcontrib>Guimarães, Elisalva Teixeira</creatorcontrib><creatorcontrib>Soares, Milena Botelho Pereira</creatorcontrib><creatorcontrib>do Nascimento Prata, Ana Paula</creatorcontrib><creatorcontrib>de Lima Nogueira, Paulo Cesar</creatorcontrib><creatorcontrib>Costa, Emmanoel Vilaça</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Natural product communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>da Silva, Thanany Brasil</au><au>Menezes, Leociley Rocha Alencar</au><au>Sampaio, Marília Fernanda Chaves</au><au>Meira, Cássio Santana</au><au>Guimarães, Elisalva Teixeira</au><au>Soares, Milena Botelho Pereira</au><au>do Nascimento Prata, Ana Paula</au><au>de Lima Nogueira, Paulo Cesar</au><au>Costa, Emmanoel Vilaça</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemical Composition and Anti-Trypanosoma cruzi Activity of Essential Oils Obtained from Leaves of Xylopia frutescens and X. laevigata (Annonaceae)</atitle><jtitle>Natural product communications</jtitle><addtitle>Nat Prod Commun</addtitle><date>2013-03-01</date><risdate>2013</risdate><volume>8</volume><issue>3</issue><spage>403</spage><epage>406</epage><pages>403-406</pages><issn>1934-578X</issn><eissn>1555-9475</eissn><abstract>Essential oils from leaves of Xylopia frutescens (XFMJ) and two specimens of Xylopia laevigata (XLMC and XLSI) were obtained by hydrodistillation using a Clevenger-type apparatus, and analyzed by GC-MS and GC-FID. Sesquiterpenes dominated the essential oils. The main constituents of XFMJ were (E)-caryophyllene (24.8%), bicyclogermacrene (20.8%), germacrene D (17.0%), β-elemene (7.9%), and (E)-β-ocimene (6.8%). XLMC contained significant quantities of germacrene D (18.9%), bicyclogermacrene (18.4%), β-elemene (9.5%), 5-selinene (9.2%), (E)-caryophyllene (8.5%), germacrene B (5.7%) and γ-muurolene (5.7%), while germacrene D (27.0%), bicyclogermacrene (12.8%), (E)-caryophyllene (8.6%), γ-muurolene (8.6%), 5-cadinene (6.8%), and germacrene B (6.0%) were the main components of XLSI. The essential oils had trypanocidal activity against the Y strain of Trypanosoma cruzi. with IC50 values lower than 30 μg.mL−1 and 15 μg.mL−1 against epimastigote and trypomastigote forms of T. cruzi. respectively, and were also able to reduce the percentage in vitro of T. cruzi-infected macrophages and the intracellular number of amastigotes at concentrations that were non-cytotoxic to macrophages.</abstract><cop>Los Angeles, CA</cop><pub>SAGE Publications</pub><pmid>23678822</pmid><doi>10.1177/1934578X1300800332</doi><tpages>4</tpages></addata></record> |
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subjects | Alkenes - chemistry Oils, Volatile - chemistry Oils, Volatile - pharmacology Plant Leaves - chemistry Sesquiterpenes - chemistry Sesquiterpenes, Germacrane - chemistry Trypanocidal Agents - chemistry Trypanocidal Agents - pharmacology Trypanosoma cruzi - drug effects Xylopia - chemistry |
title | Chemical Composition and Anti-Trypanosoma cruzi Activity of Essential Oils Obtained from Leaves of Xylopia frutescens and X. laevigata (Annonaceae) |
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