Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from Psychotria suterella and Psychotria laciniata
Alkaloid fractions of Psychotria suterella (SAE) and Psychotria laciniata (LAE) as well as two monoterpene indole alkaloids (MIAs) isolated from these fractions were evaluated against monoamine oxidases (MAO-A and -B) obtained from rat brain mitochondria. SAE and LAE were analysed by HPLC-PDA and UH...
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creator | dos Santos Passos, Carolina Soldi, Tatiane Cristina Torres Abib, Renata Anders Apel, Miriam Simões-Pires, Cláudia Marcourt, Laurence Gottfried, Carmem Henriques, Amélia Teresinha |
description | Alkaloid fractions of Psychotria suterella (SAE) and Psychotria laciniata (LAE) as well as two monoterpene indole alkaloids (MIAs) isolated from these fractions were evaluated against monoamine oxidases (MAO-A and -B) obtained from rat brain mitochondria. SAE and LAE were analysed by HPLC-PDA and UHPLC/HR-TOF-MS leading to the identification of the compounds 1, 2, 3 and 4, whose identity was confirmed by NMR analyses. Furthermore, SAE and LAE were submitted to the enzymatic assays, showing a strong activity against MAO-A, characterized by IC50 values of 1.37 ± 1.05 and 2.02 ± 1.08 μg/mL, respectively. Both extracts were also able to inhibit MAO-B, but in higher concentrations. In a next step, SAE and LAE were fractionated by RP-MPLC affording three and four major fractions, respectively. The RP-MPLC fractions were subsequently tested against MAO-A and -B. The RP-MPLC fractions SAE-F3 and LAE-F4 displayed a strong inhibition against MAO-A with IC50 values of 0.57 ± 1.12 and 1.05 ± 1.15 μg/mL, respectively. The MIAs 1 and 2 also inhibited MAO-A (IC50 of 50.04 ± 1.09 and 132.5 ± 1.33 μg/mL, respectively) and -B (IC50 of 306.6 ± 1.40 and 162.8 ± 1.26 μg/mL, respectively), but in higher concentrations when compared with the fractions. This is the first work describing the effects of MIAs found in neotropical species of Psychotria on MAO activity. The results suggest that species belonging to this genus could consist of an interesting source in the search for new MAO inhibitors. |
doi_str_mv | 10.3109/14756366.2012.666536 |
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SAE and LAE were analysed by HPLC-PDA and UHPLC/HR-TOF-MS leading to the identification of the compounds 1, 2, 3 and 4, whose identity was confirmed by NMR analyses. Furthermore, SAE and LAE were submitted to the enzymatic assays, showing a strong activity against MAO-A, characterized by IC50 values of 1.37 ± 1.05 and 2.02 ± 1.08 μg/mL, respectively. Both extracts were also able to inhibit MAO-B, but in higher concentrations. In a next step, SAE and LAE were fractionated by RP-MPLC affording three and four major fractions, respectively. The RP-MPLC fractions were subsequently tested against MAO-A and -B. The RP-MPLC fractions SAE-F3 and LAE-F4 displayed a strong inhibition against MAO-A with IC50 values of 0.57 ± 1.12 and 1.05 ± 1.15 μg/mL, respectively. The MIAs 1 and 2 also inhibited MAO-A (IC50 of 50.04 ± 1.09 and 132.5 ± 1.33 μg/mL, respectively) and -B (IC50 of 306.6 ± 1.40 and 162.8 ± 1.26 μg/mL, respectively), but in higher concentrations when compared with the fractions. This is the first work describing the effects of MIAs found in neotropical species of Psychotria on MAO activity. The results suggest that species belonging to this genus could consist of an interesting source in the search for new MAO inhibitors.</description><identifier>ISSN: 1475-6366</identifier><identifier>EISSN: 1475-6374</identifier><identifier>DOI: 10.3109/14756366.2012.666536</identifier><identifier>PMID: 22424181</identifier><language>eng</language><publisher>England: Informa Healthcare</publisher><subject>Animals ; Brain - enzymology ; Chromatography, High Pressure Liquid ; Dose-Response Relationship, Drug ; Drug Evaluation, Preclinical - methods ; Inhibitory Concentration 50 ; Male ; MAO-A ; MAO-B ; Mitochondria - enzymology ; Monoamine Oxidase Inhibitors - chemistry ; Monoamine Oxidase Inhibitors - pharmacology ; monoterpene indole alkaloids ; Plant Extracts - chemistry ; Plant Extracts - pharmacology ; Psychotria - chemistry ; Psychotria laciniata ; Psychotria suterella ; Rats ; Rats, Wistar ; Rubiaceae ; Secologanin Tryptamine Alkaloids - chemistry ; Secologanin Tryptamine Alkaloids - pharmacology</subject><ispartof>Journal of enzyme inhibition and medicinal chemistry, 2013-06, Vol.28 (3), p.611-618</ispartof><rights>2013 Informa UK, Ltd. 2013</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c530t-bda0383e245e844bbce87207670294b0ed55a0e63cc20fc7f9d0fb1020163fb33</citedby><cites>FETCH-LOGICAL-c530t-bda0383e245e844bbce87207670294b0ed55a0e63cc20fc7f9d0fb1020163fb33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22424181$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>dos Santos Passos, Carolina</creatorcontrib><creatorcontrib>Soldi, Tatiane Cristina</creatorcontrib><creatorcontrib>Torres Abib, Renata</creatorcontrib><creatorcontrib>Anders Apel, Miriam</creatorcontrib><creatorcontrib>Simões-Pires, Cláudia</creatorcontrib><creatorcontrib>Marcourt, Laurence</creatorcontrib><creatorcontrib>Gottfried, Carmem</creatorcontrib><creatorcontrib>Henriques, Amélia Teresinha</creatorcontrib><title>Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from Psychotria suterella and Psychotria laciniata</title><title>Journal of enzyme inhibition and medicinal chemistry</title><addtitle>J Enzyme Inhib Med Chem</addtitle><description>Alkaloid fractions of Psychotria suterella (SAE) and Psychotria laciniata (LAE) as well as two monoterpene indole alkaloids (MIAs) isolated from these fractions were evaluated against monoamine oxidases (MAO-A and -B) obtained from rat brain mitochondria. SAE and LAE were analysed by HPLC-PDA and UHPLC/HR-TOF-MS leading to the identification of the compounds 1, 2, 3 and 4, whose identity was confirmed by NMR analyses. Furthermore, SAE and LAE were submitted to the enzymatic assays, showing a strong activity against MAO-A, characterized by IC50 values of 1.37 ± 1.05 and 2.02 ± 1.08 μg/mL, respectively. Both extracts were also able to inhibit MAO-B, but in higher concentrations. In a next step, SAE and LAE were fractionated by RP-MPLC affording three and four major fractions, respectively. The RP-MPLC fractions were subsequently tested against MAO-A and -B. The RP-MPLC fractions SAE-F3 and LAE-F4 displayed a strong inhibition against MAO-A with IC50 values of 0.57 ± 1.12 and 1.05 ± 1.15 μg/mL, respectively. The MIAs 1 and 2 also inhibited MAO-A (IC50 of 50.04 ± 1.09 and 132.5 ± 1.33 μg/mL, respectively) and -B (IC50 of 306.6 ± 1.40 and 162.8 ± 1.26 μg/mL, respectively), but in higher concentrations when compared with the fractions. This is the first work describing the effects of MIAs found in neotropical species of Psychotria on MAO activity. The results suggest that species belonging to this genus could consist of an interesting source in the search for new MAO inhibitors.</description><subject>Animals</subject><subject>Brain - enzymology</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Evaluation, Preclinical - methods</subject><subject>Inhibitory Concentration 50</subject><subject>Male</subject><subject>MAO-A</subject><subject>MAO-B</subject><subject>Mitochondria - enzymology</subject><subject>Monoamine Oxidase Inhibitors - chemistry</subject><subject>Monoamine Oxidase Inhibitors - pharmacology</subject><subject>monoterpene indole alkaloids</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - pharmacology</subject><subject>Psychotria - chemistry</subject><subject>Psychotria laciniata</subject><subject>Psychotria suterella</subject><subject>Rats</subject><subject>Rats, Wistar</subject><subject>Rubiaceae</subject><subject>Secologanin Tryptamine Alkaloids - chemistry</subject><subject>Secologanin Tryptamine Alkaloids - pharmacology</subject><issn>1475-6366</issn><issn>1475-6374</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9UcluFDEQtRCILPAHCPnIZQZv7e65gFAEBCkoOcDZKi-tcXDbg-1WmB_Id-NmkihccrJVb6nSewi9oWTNKdm8p6LvJJdyzQhlayllx-UzdLyMV5L34vnDX8ojdFLKNSGMMipeoiPGBBN0oMfo9nuKCSYfHU5_vIXisI9br331KWK9x1PDq8s7FxfEpuAwhF8QkrcFQ7R4zGAWcsFJV2hGyyhN-KrszTbV7AGXuTm4EOCf4BEQwPjoocIr9GKEUNzru_cU_fzy-cfZ-eri8uu3s08XK9NxUlfaAuEDd0x0bhBCa-OGnpFe9oRthCbOdh0QJ7kxjIymHzeWjJqSFpHko-b8FL07-O5y-j27UtXki1lOiy7NRVFOB7khRIhGFQeqyamU7Ea1y36CvFeUqKUBdd-AWhpQhwaa7O3dhllPzj6I7iNvhI8Hgo9jyhPcpBysqrAPKbcso_FlsX9yxYf_HLYOQt0ayE5dpznHFuDTN_4F2WWrtA</recordid><startdate>20130601</startdate><enddate>20130601</enddate><creator>dos Santos Passos, Carolina</creator><creator>Soldi, Tatiane Cristina</creator><creator>Torres Abib, Renata</creator><creator>Anders Apel, Miriam</creator><creator>Simões-Pires, Cláudia</creator><creator>Marcourt, Laurence</creator><creator>Gottfried, Carmem</creator><creator>Henriques, Amélia Teresinha</creator><general>Informa Healthcare</general><general>Taylor & Francis</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>20130601</creationdate><title>Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from Psychotria suterella and Psychotria laciniata</title><author>dos Santos Passos, Carolina ; Soldi, Tatiane Cristina ; Torres Abib, Renata ; Anders Apel, Miriam ; Simões-Pires, Cláudia ; Marcourt, Laurence ; Gottfried, Carmem ; Henriques, Amélia Teresinha</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c530t-bda0383e245e844bbce87207670294b0ed55a0e63cc20fc7f9d0fb1020163fb33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Animals</topic><topic>Brain - enzymology</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Evaluation, Preclinical - methods</topic><topic>Inhibitory Concentration 50</topic><topic>Male</topic><topic>MAO-A</topic><topic>MAO-B</topic><topic>Mitochondria - enzymology</topic><topic>Monoamine Oxidase Inhibitors - chemistry</topic><topic>Monoamine Oxidase Inhibitors - pharmacology</topic><topic>monoterpene indole alkaloids</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - pharmacology</topic><topic>Psychotria - chemistry</topic><topic>Psychotria laciniata</topic><topic>Psychotria suterella</topic><topic>Rats</topic><topic>Rats, Wistar</topic><topic>Rubiaceae</topic><topic>Secologanin Tryptamine Alkaloids - chemistry</topic><topic>Secologanin Tryptamine Alkaloids - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>dos Santos Passos, Carolina</creatorcontrib><creatorcontrib>Soldi, Tatiane Cristina</creatorcontrib><creatorcontrib>Torres Abib, Renata</creatorcontrib><creatorcontrib>Anders Apel, Miriam</creatorcontrib><creatorcontrib>Simões-Pires, Cláudia</creatorcontrib><creatorcontrib>Marcourt, Laurence</creatorcontrib><creatorcontrib>Gottfried, Carmem</creatorcontrib><creatorcontrib>Henriques, Amélia Teresinha</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>Journal of enzyme inhibition and medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>dos Santos Passos, Carolina</au><au>Soldi, Tatiane Cristina</au><au>Torres Abib, Renata</au><au>Anders Apel, Miriam</au><au>Simões-Pires, Cláudia</au><au>Marcourt, Laurence</au><au>Gottfried, Carmem</au><au>Henriques, Amélia Teresinha</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from Psychotria suterella and Psychotria laciniata</atitle><jtitle>Journal of enzyme inhibition and medicinal chemistry</jtitle><addtitle>J Enzyme Inhib Med Chem</addtitle><date>2013-06-01</date><risdate>2013</risdate><volume>28</volume><issue>3</issue><spage>611</spage><epage>618</epage><pages>611-618</pages><issn>1475-6366</issn><eissn>1475-6374</eissn><abstract>Alkaloid fractions of Psychotria suterella (SAE) and Psychotria laciniata (LAE) as well as two monoterpene indole alkaloids (MIAs) isolated from these fractions were evaluated against monoamine oxidases (MAO-A and -B) obtained from rat brain mitochondria. SAE and LAE were analysed by HPLC-PDA and UHPLC/HR-TOF-MS leading to the identification of the compounds 1, 2, 3 and 4, whose identity was confirmed by NMR analyses. Furthermore, SAE and LAE were submitted to the enzymatic assays, showing a strong activity against MAO-A, characterized by IC50 values of 1.37 ± 1.05 and 2.02 ± 1.08 μg/mL, respectively. Both extracts were also able to inhibit MAO-B, but in higher concentrations. In a next step, SAE and LAE were fractionated by RP-MPLC affording three and four major fractions, respectively. The RP-MPLC fractions were subsequently tested against MAO-A and -B. The RP-MPLC fractions SAE-F3 and LAE-F4 displayed a strong inhibition against MAO-A with IC50 values of 0.57 ± 1.12 and 1.05 ± 1.15 μg/mL, respectively. The MIAs 1 and 2 also inhibited MAO-A (IC50 of 50.04 ± 1.09 and 132.5 ± 1.33 μg/mL, respectively) and -B (IC50 of 306.6 ± 1.40 and 162.8 ± 1.26 μg/mL, respectively), but in higher concentrations when compared with the fractions. This is the first work describing the effects of MIAs found in neotropical species of Psychotria on MAO activity. The results suggest that species belonging to this genus could consist of an interesting source in the search for new MAO inhibitors.</abstract><cop>England</cop><pub>Informa Healthcare</pub><pmid>22424181</pmid><doi>10.3109/14756366.2012.666536</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Animals Brain - enzymology Chromatography, High Pressure Liquid Dose-Response Relationship, Drug Drug Evaluation, Preclinical - methods Inhibitory Concentration 50 Male MAO-A MAO-B Mitochondria - enzymology Monoamine Oxidase Inhibitors - chemistry Monoamine Oxidase Inhibitors - pharmacology monoterpene indole alkaloids Plant Extracts - chemistry Plant Extracts - pharmacology Psychotria - chemistry Psychotria laciniata Psychotria suterella Rats Rats, Wistar Rubiaceae Secologanin Tryptamine Alkaloids - chemistry Secologanin Tryptamine Alkaloids - pharmacology |
title | Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from Psychotria suterella and Psychotria laciniata |
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