A New Chalcone and Antimicrobial Chemical Constituents of IDracaena stedneuri/I
Microbial infections are leading causes of death and morbidity all over the world due to the development of the resistance to antibiotics by certain microorganisms. In this study, the chemical exploration of the ethanol (EtOH) extract of the aerial part of Dracaena stedneuri (Dracaenaceae) led to th...
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creator | Mouzié, Cédric M Guefack, Michel-Gael F Kianfé, Boris Y Serondo, Héritier U Ponou, Beaudelaire K Siwe-Noundou, Xavier Teponno, Rémy B Krause, Rui W. M Kuete, Victor Tapondjou, Léon A |
description | Microbial infections are leading causes of death and morbidity all over the world due to the development of the resistance to antibiotics by certain microorganisms. In this study, the chemical exploration of the ethanol (EtOH) extract of the aerial part of Dracaena stedneuri (Dracaenaceae) led to the isolation of one previously unreported chalcone derivative, i.e., 2′,4′-dihydroxy-2,3′-dimethoxychalcone (1), together with 12 known compounds: 8-(C)-methylquercetagetin-3,6,3′-trimethyl ether (2), methylgalangine (3), quercetin (4), kaempferol (5), 6,8-dimethylchrysin (6), ombuine-3-O-rutinoside (4ʹ,7-dimethylquercetin-3-O-α-L-rhamnopyranosyl-(1 → 6) -β-D-glucopyranoside) (7), alliospiroside A (8), β-sitosterol 3-O-glucopyranoside (9), ishigoside (10), betulinic acid (11), oleanolic acid (12), and lupeol (13). The structures were determined by spectroscopic and spectrometric analysis including 1- and 2-Dimensional Nuclear Magnetic Resonance (1D- and 2D-NMR), High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS), and comparison with literature data. The isolated secondary metabolites and crude extract displayed antibacterial activity against some multidrug-resistant strains with minimal inhibitory concentration (MIC) values ranging from 32 to 256 μg/mL. The antibacterial activity of compound 13 against Enterobacter aerogenes ATCC13048 (MIC value: 32 μg/mL) was higher than that of chloramphenicol used as the reference drug (MIC = 64 μg/mL). |
doi_str_mv | 10.3390/ph15060725 |
format | Article |
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In this study, the chemical exploration of the ethanol (EtOH) extract of the aerial part of Dracaena stedneuri (Dracaenaceae) led to the isolation of one previously unreported chalcone derivative, i.e., 2′,4′-dihydroxy-2,3′-dimethoxychalcone (1), together with 12 known compounds: 8-(C)-methylquercetagetin-3,6,3′-trimethyl ether (2), methylgalangine (3), quercetin (4), kaempferol (5), 6,8-dimethylchrysin (6), ombuine-3-O-rutinoside (4ʹ,7-dimethylquercetin-3-O-α-L-rhamnopyranosyl-(1 → 6) -β-D-glucopyranoside) (7), alliospiroside A (8), β-sitosterol 3-O-glucopyranoside (9), ishigoside (10), betulinic acid (11), oleanolic acid (12), and lupeol (13). The structures were determined by spectroscopic and spectrometric analysis including 1- and 2-Dimensional Nuclear Magnetic Resonance (1D- and 2D-NMR), High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS), and comparison with literature data. The isolated secondary metabolites and crude extract displayed antibacterial activity against some multidrug-resistant strains with minimal inhibitory concentration (MIC) values ranging from 32 to 256 μg/mL. The antibacterial activity of compound 13 against Enterobacter aerogenes ATCC13048 (MIC value: 32 μg/mL) was higher than that of chloramphenicol used as the reference drug (MIC = 64 μg/mL).</description><identifier>ISSN: 1424-8247</identifier><identifier>EISSN: 1424-8247</identifier><identifier>DOI: 10.3390/ph15060725</identifier><language>eng</language><publisher>MDPI AG</publisher><subject>Analysis ; Antibacterial agents ; Organic compounds ; Plant metabolites ; Properties</subject><ispartof>Pharmaceuticals (Basel, Switzerland), 2022-06, Vol.15 (6)</ispartof><rights>COPYRIGHT 2022 MDPI AG</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,864,27924,27925</link.rule.ids></links><search><creatorcontrib>Mouzié, Cédric M</creatorcontrib><creatorcontrib>Guefack, Michel-Gael F</creatorcontrib><creatorcontrib>Kianfé, Boris Y</creatorcontrib><creatorcontrib>Serondo, Héritier U</creatorcontrib><creatorcontrib>Ponou, Beaudelaire K</creatorcontrib><creatorcontrib>Siwe-Noundou, Xavier</creatorcontrib><creatorcontrib>Teponno, Rémy B</creatorcontrib><creatorcontrib>Krause, Rui W. 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In this study, the chemical exploration of the ethanol (EtOH) extract of the aerial part of Dracaena stedneuri (Dracaenaceae) led to the isolation of one previously unreported chalcone derivative, i.e., 2′,4′-dihydroxy-2,3′-dimethoxychalcone (1), together with 12 known compounds: 8-(C)-methylquercetagetin-3,6,3′-trimethyl ether (2), methylgalangine (3), quercetin (4), kaempferol (5), 6,8-dimethylchrysin (6), ombuine-3-O-rutinoside (4ʹ,7-dimethylquercetin-3-O-α-L-rhamnopyranosyl-(1 → 6) -β-D-glucopyranoside) (7), alliospiroside A (8), β-sitosterol 3-O-glucopyranoside (9), ishigoside (10), betulinic acid (11), oleanolic acid (12), and lupeol (13). The structures were determined by spectroscopic and spectrometric analysis including 1- and 2-Dimensional Nuclear Magnetic Resonance (1D- and 2D-NMR), High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS), and comparison with literature data. The isolated secondary metabolites and crude extract displayed antibacterial activity against some multidrug-resistant strains with minimal inhibitory concentration (MIC) values ranging from 32 to 256 μg/mL. The antibacterial activity of compound 13 against Enterobacter aerogenes ATCC13048 (MIC value: 32 μg/mL) was higher than that of chloramphenicol used as the reference drug (MIC = 64 μg/mL).</description><subject>Analysis</subject><subject>Antibacterial agents</subject><subject>Organic compounds</subject><subject>Plant metabolites</subject><subject>Properties</subject><issn>1424-8247</issn><issn>1424-8247</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNptT8tuAjEMjKpWKqW99Asi9bzgPNjg44q-kFC5cEfZxIFUS7Yii_r7DWoPHCofPGOPrRnGHgVMlEKYfu3FDGowcnbFRkJLXc2lNtcX-Jbd5fwJMDNCixFbN_yDvvlibzvXJ-I2ed6kIR6iO_ZttF1ZUSFn0Kc8xOFEaci8D3z5fLTOUrI8D-QTnY5xurxnN8F2mR7--phtXl82i_dqtX5bLppVtauNqrC1bh48IjgNElsfCFTrrfcohHFe1wEV1kIpLaEOEkggIToHhCSsV2P29Pt2ZzvaxhT6oZg5xOy2jZFSgEKjimryj6qUP0cqcUMs84uDHw_sXqQ</recordid><startdate>20220607</startdate><enddate>20220607</enddate><creator>Mouzié, Cédric M</creator><creator>Guefack, Michel-Gael F</creator><creator>Kianfé, Boris Y</creator><creator>Serondo, Héritier U</creator><creator>Ponou, Beaudelaire K</creator><creator>Siwe-Noundou, Xavier</creator><creator>Teponno, Rémy B</creator><creator>Krause, Rui W. 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M</au><au>Kuete, Victor</au><au>Tapondjou, Léon A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A New Chalcone and Antimicrobial Chemical Constituents of IDracaena stedneuri/I</atitle><jtitle>Pharmaceuticals (Basel, Switzerland)</jtitle><date>2022-06-07</date><risdate>2022</risdate><volume>15</volume><issue>6</issue><issn>1424-8247</issn><eissn>1424-8247</eissn><abstract>Microbial infections are leading causes of death and morbidity all over the world due to the development of the resistance to antibiotics by certain microorganisms. In this study, the chemical exploration of the ethanol (EtOH) extract of the aerial part of Dracaena stedneuri (Dracaenaceae) led to the isolation of one previously unreported chalcone derivative, i.e., 2′,4′-dihydroxy-2,3′-dimethoxychalcone (1), together with 12 known compounds: 8-(C)-methylquercetagetin-3,6,3′-trimethyl ether (2), methylgalangine (3), quercetin (4), kaempferol (5), 6,8-dimethylchrysin (6), ombuine-3-O-rutinoside (4ʹ,7-dimethylquercetin-3-O-α-L-rhamnopyranosyl-(1 → 6) -β-D-glucopyranoside) (7), alliospiroside A (8), β-sitosterol 3-O-glucopyranoside (9), ishigoside (10), betulinic acid (11), oleanolic acid (12), and lupeol (13). The structures were determined by spectroscopic and spectrometric analysis including 1- and 2-Dimensional Nuclear Magnetic Resonance (1D- and 2D-NMR), High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS), and comparison with literature data. The isolated secondary metabolites and crude extract displayed antibacterial activity against some multidrug-resistant strains with minimal inhibitory concentration (MIC) values ranging from 32 to 256 μg/mL. The antibacterial activity of compound 13 against Enterobacter aerogenes ATCC13048 (MIC value: 32 μg/mL) was higher than that of chloramphenicol used as the reference drug (MIC = 64 μg/mL).</abstract><pub>MDPI AG</pub><doi>10.3390/ph15060725</doi></addata></record> |
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subjects | Analysis Antibacterial agents Organic compounds Plant metabolites Properties |
title | A New Chalcone and Antimicrobial Chemical Constituents of IDracaena stedneuri/I |
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