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The Influence of Anthocyanidin Profile on Antileishmanial Activity of Arrabidaea chica Morphotypes
Verlot (crajiru) is a plant used in folk medicine as an astringent, anti-inflammatory, wound healing and to treat fungal and viral diseases such as measles chickenpox and herpes. has several morphotypes recognized but little is known about its chemical variability. In the present study the anthocyan...
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| Published in: | Molecules (Basel, Switzerland) Switzerland), 2020-08, Vol.25 (15), p.3547 |
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| creator | Moragas-Tellis, Carla Junqueira Almeida-Souza, Fernando Chagas, Maria do Socorro Dos Santos Souza, Paulo Victor Ramos de Silva-Silva, João Victor Ramos, Ygor Jessé Moreira, Davyson de Lima Calabrese, Kátia da Silva Behrens, Maria Dutra |
| description | Verlot (crajiru) is a plant used in folk medicine as an astringent, anti-inflammatory, wound healing and to treat fungal and viral diseases such as measles chickenpox and herpes.
has several morphotypes recognized but little is known about its chemical variability. In the present study the anthocyanidin profile of
morphotypes collected in two seasons (summer and winter) have been examined and their activity against
infection compared. High-performance liquid chromatography coupled to a diode-array detector (HPLC-DAD-UV) and by tandem mass spectrometry with electrospray ionization (ESI-MS/MS) were used for anthocyanidin separation and identification. Antileishmanial activity was measured against promastigote forms of
. Multivariate analysis, principal component analysis (PCA) and Pearson's correlation were performed to classify morphotypes accordingly to their anthocyanidin profile. The presence of 6,7,3',4'-tetrahydroxy-5-methoxyflavylium (3'-hydroxy-carajurone) (1), carajurone (2), 6,7,3'-trihydroxy-5,4'-dimethoxy-flavylium (3'-hydroxy-carajurin) (3) and carajurin (4), and three unidentified anthocyanidins were detected. Two different groups were recognized: group I containing 3'-hydroxy-carajurone; and group II with high content of carajurin. Among anthocyanidins identified in the extracts, only carajurin showed significant statistical correlation (
= 0.030) with activity against
. Carajurin could thus be considered as a pharmacological marker for the antileishmanial potential of the species. |
| doi_str_mv | 10.3390/molecules25153547 |
| format | article |
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has several morphotypes recognized but little is known about its chemical variability. In the present study the anthocyanidin profile of
morphotypes collected in two seasons (summer and winter) have been examined and their activity against
infection compared. High-performance liquid chromatography coupled to a diode-array detector (HPLC-DAD-UV) and by tandem mass spectrometry with electrospray ionization (ESI-MS/MS) were used for anthocyanidin separation and identification. Antileishmanial activity was measured against promastigote forms of
. Multivariate analysis, principal component analysis (PCA) and Pearson's correlation were performed to classify morphotypes accordingly to their anthocyanidin profile. The presence of 6,7,3',4'-tetrahydroxy-5-methoxyflavylium (3'-hydroxy-carajurone) (1), carajurone (2), 6,7,3'-trihydroxy-5,4'-dimethoxy-flavylium (3'-hydroxy-carajurin) (3) and carajurin (4), and three unidentified anthocyanidins were detected. Two different groups were recognized: group I containing 3'-hydroxy-carajurone; and group II with high content of carajurin. Among anthocyanidins identified in the extracts, only carajurin showed significant statistical correlation (
= 0.030) with activity against
. Carajurin could thus be considered as a pharmacological marker for the antileishmanial potential of the species.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules25153547</identifier><identifier>PMID: 32756445</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>anthocyanidins ; Anthocyanins - chemistry ; Anthocyanins - isolation & purification ; Anthocyanins - pharmacology ; Antiprotozoal Agents - chemistry ; Antiprotozoal Agents - isolation & purification ; Antiprotozoal Agents - pharmacology ; Arrabidaea chica ; Bignoniaceae ; Bignoniaceae - chemistry ; Bignoniaceae - metabolism ; carajurin ; Chromatography, High Pressure Liquid ; Correlation analysis ; Flavonoids ; High performance liquid chromatography ; Inflammation ; Ionization ; Leishmania amazonensis ; Leishmania mexicana - drug effects ; Liquid chromatography ; Mass spectrometry ; Mass spectroscopy ; Measles ; Multivariate analysis ; phytochemical profile ; Phytochemicals ; Plant Extracts - chemistry ; Principal Component Analysis ; Principal components analysis ; Proanthocyanidins - chemistry ; Proanthocyanidins - isolation & purification ; Proanthocyanidins - pharmacology ; season ; Seasons ; Spectrophotometry ; Statistical analysis ; Statistical correlation ; Tandem Mass Spectrometry ; Tropical diseases ; Varicella ; Viral diseases ; Wound healing</subject><ispartof>Molecules (Basel, Switzerland), 2020-08, Vol.25 (15), p.3547</ispartof><rights>2020. This work is licensed under http://creativecommons.org/licenses/by/3.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2020 by the authors. 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4087-f17ec5144d092864a8408a194b18661a20174247f42dc2ccd6680279cd4b3ebc3</citedby><cites>FETCH-LOGICAL-c4087-f17ec5144d092864a8408a194b18661a20174247f42dc2ccd6680279cd4b3ebc3</cites><orcidid>0000-0003-0047-6159 ; 0000-0002-1884-3765 ; 0000-0003-4443-1008</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/2431390759/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2431390759?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32756445$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Moragas-Tellis, Carla Junqueira</creatorcontrib><creatorcontrib>Almeida-Souza, Fernando</creatorcontrib><creatorcontrib>Chagas, Maria do Socorro Dos Santos</creatorcontrib><creatorcontrib>Souza, Paulo Victor Ramos de</creatorcontrib><creatorcontrib>Silva-Silva, João Victor</creatorcontrib><creatorcontrib>Ramos, Ygor Jessé</creatorcontrib><creatorcontrib>Moreira, Davyson de Lima</creatorcontrib><creatorcontrib>Calabrese, Kátia da Silva</creatorcontrib><creatorcontrib>Behrens, Maria Dutra</creatorcontrib><title>The Influence of Anthocyanidin Profile on Antileishmanial Activity of Arrabidaea chica Morphotypes</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>Verlot (crajiru) is a plant used in folk medicine as an astringent, anti-inflammatory, wound healing and to treat fungal and viral diseases such as measles chickenpox and herpes.
has several morphotypes recognized but little is known about its chemical variability. In the present study the anthocyanidin profile of
morphotypes collected in two seasons (summer and winter) have been examined and their activity against
infection compared. High-performance liquid chromatography coupled to a diode-array detector (HPLC-DAD-UV) and by tandem mass spectrometry with electrospray ionization (ESI-MS/MS) were used for anthocyanidin separation and identification. Antileishmanial activity was measured against promastigote forms of
. Multivariate analysis, principal component analysis (PCA) and Pearson's correlation were performed to classify morphotypes accordingly to their anthocyanidin profile. The presence of 6,7,3',4'-tetrahydroxy-5-methoxyflavylium (3'-hydroxy-carajurone) (1), carajurone (2), 6,7,3'-trihydroxy-5,4'-dimethoxy-flavylium (3'-hydroxy-carajurin) (3) and carajurin (4), and three unidentified anthocyanidins were detected. Two different groups were recognized: group I containing 3'-hydroxy-carajurone; and group II with high content of carajurin. Among anthocyanidins identified in the extracts, only carajurin showed significant statistical correlation (
= 0.030) with activity against
. Carajurin could thus be considered as a pharmacological marker for the antileishmanial potential of the species.</description><subject>anthocyanidins</subject><subject>Anthocyanins - chemistry</subject><subject>Anthocyanins - isolation & purification</subject><subject>Anthocyanins - pharmacology</subject><subject>Antiprotozoal Agents - chemistry</subject><subject>Antiprotozoal Agents - isolation & purification</subject><subject>Antiprotozoal Agents - pharmacology</subject><subject>Arrabidaea chica</subject><subject>Bignoniaceae</subject><subject>Bignoniaceae - chemistry</subject><subject>Bignoniaceae - metabolism</subject><subject>carajurin</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Correlation analysis</subject><subject>Flavonoids</subject><subject>High performance liquid chromatography</subject><subject>Inflammation</subject><subject>Ionization</subject><subject>Leishmania amazonensis</subject><subject>Leishmania mexicana - drug effects</subject><subject>Liquid chromatography</subject><subject>Mass spectrometry</subject><subject>Mass spectroscopy</subject><subject>Measles</subject><subject>Multivariate analysis</subject><subject>phytochemical profile</subject><subject>Phytochemicals</subject><subject>Plant Extracts - chemistry</subject><subject>Principal Component Analysis</subject><subject>Principal components analysis</subject><subject>Proanthocyanidins - chemistry</subject><subject>Proanthocyanidins - isolation & purification</subject><subject>Proanthocyanidins - pharmacology</subject><subject>season</subject><subject>Seasons</subject><subject>Spectrophotometry</subject><subject>Statistical analysis</subject><subject>Statistical correlation</subject><subject>Tandem Mass Spectrometry</subject><subject>Tropical diseases</subject><subject>Varicella</subject><subject>Viral diseases</subject><subject>Wound healing</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkk1v1DAQhiMEoh_wA7igSFy4LPhjEicXpFUFdKUiOJSz5djjxivHXuyk0v77erulauHk0bzvPLZnpqreUfKJ8558nqJHvXjMrKENb0C8qE4pMLLiBPqXT-KT6iznLSGMAm1eVyeciaYFaE6r4XrEehOsXzBorKOt12Eeo96r4IwL9a8UrfNFCAehRC6PU9GUr9d6drdu3t8XpaQGZxSqWo9Oq_pHTLsxzvsd5jfVK6t8xrcP53n1-9vX64vL1dXP75uL9dVKA-nEylKBuqEAhvSsa0F1Ja1oDwPt2pYqRqgABsICM5ppbdq2I0z02sDAcdD8vNocuSaqrdwlN6m0l1E5eZ-I6UaqNDvtUVpoBeKhCYjQM1SqXNhxYqztDAVeWF-OrN0yTGg0hjkp_wz6XAlulDfxVgrgTUdIAXx8AKT4Z8E8y8lljd6rgHHJkgEnfUdEy4r1wz_WbVxSKK06uGgZtGj64qJHl04x54T28TGUyMM2yP-2odS8f_qLx4q_4-d3D1qyuA</recordid><startdate>20200803</startdate><enddate>20200803</enddate><creator>Moragas-Tellis, Carla Junqueira</creator><creator>Almeida-Souza, Fernando</creator><creator>Chagas, Maria do Socorro Dos Santos</creator><creator>Souza, Paulo Victor Ramos de</creator><creator>Silva-Silva, João Victor</creator><creator>Ramos, Ygor Jessé</creator><creator>Moreira, Davyson de Lima</creator><creator>Calabrese, Kátia da Silva</creator><creator>Behrens, Maria Dutra</creator><general>MDPI AG</general><general>MDPI</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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0003-0047-6159</orcidid><orcidid>https://orcid.org/0000-0002-1884-3765</orcidid><orcidid>https://orcid.org/0000-0003-4443-1008</orcidid></search><sort><creationdate>20200803</creationdate><title>The Influence of Anthocyanidin Profile on Antileishmanial Activity of Arrabidaea chica Morphotypes</title><author>Moragas-Tellis, Carla Junqueira ; Almeida-Souza, Fernando ; Chagas, Maria do Socorro Dos Santos ; Souza, Paulo Victor Ramos de ; Silva-Silva, João Victor ; Ramos, Ygor Jessé ; Moreira, Davyson de Lima ; Calabrese, Kátia da Silva ; Behrens, Maria Dutra</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4087-f17ec5144d092864a8408a194b18661a20174247f42dc2ccd6680279cd4b3ebc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>anthocyanidins</topic><topic>Anthocyanins - chemistry</topic><topic>Anthocyanins - isolation & purification</topic><topic>Anthocyanins - pharmacology</topic><topic>Antiprotozoal Agents - chemistry</topic><topic>Antiprotozoal Agents - isolation & purification</topic><topic>Antiprotozoal Agents - pharmacology</topic><topic>Arrabidaea chica</topic><topic>Bignoniaceae</topic><topic>Bignoniaceae - chemistry</topic><topic>Bignoniaceae - metabolism</topic><topic>carajurin</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Correlation analysis</topic><topic>Flavonoids</topic><topic>High performance liquid chromatography</topic><topic>Inflammation</topic><topic>Ionization</topic><topic>Leishmania amazonensis</topic><topic>Leishmania mexicana - drug effects</topic><topic>Liquid chromatography</topic><topic>Mass spectrometry</topic><topic>Mass spectroscopy</topic><topic>Measles</topic><topic>Multivariate analysis</topic><topic>phytochemical profile</topic><topic>Phytochemicals</topic><topic>Plant Extracts - chemistry</topic><topic>Principal Component Analysis</topic><topic>Principal components analysis</topic><topic>Proanthocyanidins - chemistry</topic><topic>Proanthocyanidins - isolation & purification</topic><topic>Proanthocyanidins - pharmacology</topic><topic>season</topic><topic>Seasons</topic><topic>Spectrophotometry</topic><topic>Statistical analysis</topic><topic>Statistical correlation</topic><topic>Tandem Mass Spectrometry</topic><topic>Tropical diseases</topic><topic>Varicella</topic><topic>Viral diseases</topic><topic>Wound healing</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Moragas-Tellis, Carla Junqueira</creatorcontrib><creatorcontrib>Almeida-Souza, Fernando</creatorcontrib><creatorcontrib>Chagas, Maria do Socorro Dos Santos</creatorcontrib><creatorcontrib>Souza, Paulo Victor Ramos de</creatorcontrib><creatorcontrib>Silva-Silva, João Victor</creatorcontrib><creatorcontrib>Ramos, Ygor Jessé</creatorcontrib><creatorcontrib>Moreira, Davyson de Lima</creatorcontrib><creatorcontrib>Calabrese, Kátia da Silva</creatorcontrib><creatorcontrib>Behrens, Maria Dutra</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content Database (Proquest) (PQ_SDU_P3)</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Moragas-Tellis, Carla Junqueira</au><au>Almeida-Souza, Fernando</au><au>Chagas, Maria do Socorro Dos Santos</au><au>Souza, Paulo Victor Ramos de</au><au>Silva-Silva, João Victor</au><au>Ramos, Ygor Jessé</au><au>Moreira, Davyson de Lima</au><au>Calabrese, Kátia da Silva</au><au>Behrens, Maria Dutra</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Influence of Anthocyanidin Profile on Antileishmanial Activity of Arrabidaea chica Morphotypes</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2020-08-03</date><risdate>2020</risdate><volume>25</volume><issue>15</issue><spage>3547</spage><pages>3547-</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>Verlot (crajiru) is a plant used in folk medicine as an astringent, anti-inflammatory, wound healing and to treat fungal and viral diseases such as measles chickenpox and herpes.
has several morphotypes recognized but little is known about its chemical variability. In the present study the anthocyanidin profile of
morphotypes collected in two seasons (summer and winter) have been examined and their activity against
infection compared. High-performance liquid chromatography coupled to a diode-array detector (HPLC-DAD-UV) and by tandem mass spectrometry with electrospray ionization (ESI-MS/MS) were used for anthocyanidin separation and identification. Antileishmanial activity was measured against promastigote forms of
. Multivariate analysis, principal component analysis (PCA) and Pearson's correlation were performed to classify morphotypes accordingly to their anthocyanidin profile. The presence of 6,7,3',4'-tetrahydroxy-5-methoxyflavylium (3'-hydroxy-carajurone) (1), carajurone (2), 6,7,3'-trihydroxy-5,4'-dimethoxy-flavylium (3'-hydroxy-carajurin) (3) and carajurin (4), and three unidentified anthocyanidins were detected. Two different groups were recognized: group I containing 3'-hydroxy-carajurone; and group II with high content of carajurin. Among anthocyanidins identified in the extracts, only carajurin showed significant statistical correlation (
= 0.030) with activity against
. Carajurin could thus be considered as a pharmacological marker for the antileishmanial potential of the species.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>32756445</pmid><doi>10.3390/molecules25153547</doi><orcidid>https://orcid.org/0000-0003-0047-6159</orcidid><orcidid>https://orcid.org/0000-0002-1884-3765</orcidid><orcidid>https://orcid.org/0000-0003-4443-1008</orcidid><oa>free_for_read</oa></addata></record> |
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| ispartof | Molecules (Basel, Switzerland), 2020-08, Vol.25 (15), p.3547 |
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| subjects | anthocyanidins Anthocyanins - chemistry Anthocyanins - isolation & purification Anthocyanins - pharmacology Antiprotozoal Agents - chemistry Antiprotozoal Agents - isolation & purification Antiprotozoal Agents - pharmacology Arrabidaea chica Bignoniaceae Bignoniaceae - chemistry Bignoniaceae - metabolism carajurin Chromatography, High Pressure Liquid Correlation analysis Flavonoids High performance liquid chromatography Inflammation Ionization Leishmania amazonensis Leishmania mexicana - drug effects Liquid chromatography Mass spectrometry Mass spectroscopy Measles Multivariate analysis phytochemical profile Phytochemicals Plant Extracts - chemistry Principal Component Analysis Principal components analysis Proanthocyanidins - chemistry Proanthocyanidins - isolation & purification Proanthocyanidins - pharmacology season Seasons Spectrophotometry Statistical analysis Statistical correlation Tandem Mass Spectrometry Tropical diseases Varicella Viral diseases Wound healing |
| title | The Influence of Anthocyanidin Profile on Antileishmanial Activity of Arrabidaea chica Morphotypes |
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