Iridoid glycosides from the Tunisian Citharexylum spinosum L.: Isolation, structure elucidation, biological evaluation, molecular docking and SAR analysis
dc.rights.license | open | en_US |
dc.contributor.author | SAIDI, Ilyes | |
dc.contributor.author | BACCARI, Wiem | |
hal.structure.identifier | Unité de Recherche Oenologie [Villenave d'Ornon] [OENO] | |
dc.contributor.author | MARCHAL, Axel
IDREF: 150146477 | |
hal.structure.identifier | Unité de Recherche Oenologie [Villenave d'Ornon] [OENO] | |
dc.contributor.author | WAFFO TEGUO, Pierre | |
dc.contributor.author | HARRATH, Abdel Halim | |
dc.contributor.author | MANSOUR, Lamjed | |
dc.contributor.author | BEN JANNET, Hichem | |
dc.date.accessioned | 2021-04-13T13:49:04Z | |
dc.date.available | 2021-04-13T13:49:04Z | |
dc.date.issued | 2020-05-04 | |
dc.identifier.issn | 0926-6690 | en_US |
dc.identifier.uri | oai:crossref.org:10.1016/j.indcrop.2020.112440 | |
dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/26934 | |
dc.description.abstractEn | For several years, chemicals with plant sources are of significant interest mainly for its amazing therapeutic properties and particularly at the structural level. For this reason, a phytochemical investigation and a biological evaluation were performed on the Tunisian Citharexylum spinosum L. tree. The n-butanol extract of flowers from this plant was fractionated by silica gel column chromatography and its fractions have been purified using preparative HPLC, which led to the isolation of a new iridoid glycoside named spinomannoside, as well as seven other known identified as 5-deoxypulchelloside I, pulchelloside I, lamiide, durantoside I, lamiidoside, and caudatosides B and E. The structures of the isolates were established by spectroscopic means including 1D and 2D NMR experiments, and spectrometric ESI-HRMS analysis. Furthermore, the isolated compounds were evaluated in vitro for their anti-tyrosinase, anticholinesterase, and cytotoxic activities. Caudatoside E displayed the highest anti-tyrosinase effect, with a percent of inhibition value of 69.3 ± 2.8 %. Also, the highest anticholinesterase effect was given by caudatoside E with an IC50 value of 22.38 ± 1.82 μM. Lamiidoside and caudatoside E were found to be the most cytotoxic compounds against the human cervical cancer cell line (HeLa) with IC50 values of 17.28 ± 1.40 and 19.02 ± 0.90 μM, respectively. The study of the structure-activity relationship (SAR) has been sufficiently discussed. Caudatoside E, the most active compound, was docked with the protein crystal structures of the PDBs: 2Y9X, 4B0P, and 4I5I. | |
dc.language.iso | EN | en_US |
dc.source | crossref | |
dc.subject.en | bioactivities | |
dc.subject.en | citharexylum spinosum L. | |
dc.subject.en | iridoid glycosides | |
dc.subject.en | molecular docking | |
dc.subject.en | SAR analysis | |
dc.subject.en | spinomannoside | |
dc.title.en | Iridoid glycosides from the Tunisian Citharexylum spinosum L.: Isolation, structure elucidation, biological evaluation, molecular docking and SAR analysis | |
dc.type | Article de revue | en_US |
dc.identifier.doi | 10.1016/j.indcrop.2020.112440 | en_US |
dc.subject.hal | Sciences du Vivant [q-bio]/Biologie végétale | en_US |
bordeaux.journal | Industrial Crops and Products | en_US |
bordeaux.volume | 151 | en_US |
bordeaux.hal.laboratories | Oenologie - EA 4577 | en_US |
bordeaux.institution | Université de Bordeaux | en_US |
bordeaux.institution | Bordeaux INP | en_US |
bordeaux.institution | INRAE | en_US |
bordeaux.peerReviewed | oui | en_US |
bordeaux.inpress | non | en_US |
bordeaux.import.source | dissemin | |
hal.export | false | |
workflow.import.source | dissemin | |
bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Industrial%20Crops%20and%20Products&rft.date=2020-05-04&rft.volume=151&rft.eissn=0926-6690&rft.issn=0926-6690&rft.au=SAIDI,%20Ilyes&BACCARI,%20Wiem&MARCHAL,%20Axel&WAFFO%20TEGUO,%20Pierre&HARRATH,%20Abdel%20Halim&rft.genre=article |
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