Antimycobacterial 1,4-napthoquinone natural products from Moneses uniflora

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dc.contributor.authorLi, Haoxin
dc.contributor.authorBos, Allyson
dc.contributor.authorJean, Stéphanie
dc.contributor.authorWebster, Duncan
dc.contributor.authorRobichaud, Gilles A.
dc.contributor.authorJohnson, John A.
dc.contributor.authorGray, Christopher A.
dc.date.accessioned2024-07-10T18:24:25Z
dc.date.available2024-07-10T18:24:25Z
dc.date.issued2018-10
dc.description.abstractA new 1,4-naphthoquinone derivative, 5,8-dihydro-3-hydroxychimaphilin (4) and five known compounds (1, 2 and 5–7) were isolated from an extract of the Canadian medicinal plant Moneses uniflora that significantly inhibited the growth of Mycobacterium tuberculosis H37Ra. The structure of 4 was established through analysis of NMR and MS data and the absolute configuration of the glycone of 5 was determined by chemical transformation and comparison with standards prepared from D- and L-glucose. All compounds isolated were screened against Mycobacterium tuberculosis (H37Ra) and the mammalian HEK 293 cell line and, with the exception of compounds 5 and 7, exhibited marked selectivity in their bioactivity: Compound 1 exhibited potent antimycobacterial activity (IC50 of 5.4 μM) and moderate cytotoxicity (IC50 of 30 μM); compounds 2, 4 and 6 showed moderate antimycobacterial activity (IC50 values from 28 – 47 μM) without affecting the viability of mammalian cells; compound 5 displayed moderate activity in both assays (IC50 values of 44 and 55 μM respectively); and compound 7 was not active in either assay. These data suggest that the Moneses napthaquinone derivatives elicit biological responses in mycobacterial and mammalian cells through disparate modes of action that warrant further investigation
dc.description.copyright© This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0/
dc.identifier.issn1876-7486
dc.identifier.urihttps://unbscholar.lib.unb.ca/handle/1882/38033
dc.language.isoen
dc.publisherElsevier
dc.relationNatural Sciences and Engineering Research Council of Canada
dc.relationNew Brunswick Innovation Foundation
dc.relationHorizon Health Network
dc.relation.hasversionhttps://doi.org/10.1016/j.phytol.2018.07.032
dc.rightshttp://purl.org/coar/access_right/c_abf2
dc.subject.disciplineBiology
dc.titleAntimycobacterial 1,4-napthoquinone natural products from Moneses uniflora
dc.typejournal article
oaire.citation.endPage233
oaire.citation.startPage229
oaire.citation.titlePhytochemistry Letters
oaire.citation.volume27
oaire.license.conditionhttp://creativecommons.org/licenses/by-nc-nd/4.0/
oaire.versionhttp://purl.org/coar/version/c_ab4af688f83e57aa

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