Telomerase activators from 20(27)-octanor-cycloastragenol via biotransformation by the fungal endophytes

dc.contributor.authorDuman, Seda
dc.contributor.authorEkiz, Guner
dc.contributor.authorYilmaz, Sinem
dc.contributor.authorYusufoglu, Hasan
dc.contributor.authorKirmizibayrak, Petek Ballar
dc.contributor.authorBedir, Erdal
dc.date.accessioned2021-05-03T20:21:29Z
dc.date.available2021-05-03T20:21:29Z
dc.date.issued2021
dc.departmentEge Üniversitesien_US
dc.description.abstractCycloastragenol [20(R),24(S)-epoxy-3 beta,6 alpha,16 beta,25-tetrahydroxycycloartane] (CA), the principle sapogenol of many cycloartane-type glycosides found in Astragalus genus, is currently the only natural product in the anti-aging market as telomerase activator. Here, we report biotransformation of 20(27)-octanor-cycloastragenol (1), a thermal degradation product of CA, using Astragalus species originated endophytic fungi, viz. Penicillium roseopurpureum, Alternaria eureka, Neosartorya hiratsukae and Camarosporium laburnicola. Fifteen new biotransformation products (2-16) were isolated, and their structures were established by NMR and HRESIMS. Endophytic fungi were found to be capable of performing hydroxylation, oxidation, ring cleavage-methyl migration, dehydrogenation and Baeyer-Villiger type oxidation reactions on the starting compound (1), which would be difficult to achieve by conventional synthetic methods. in addition, the ability of the metabolites to increase telomerase activation in Hekn cells was evaluated, which showed from 1.08 to 12.4-fold activation compared to the control cells treated with DMSO. Among the compounds tested, 10, 11 and 12 were found to be the most potent in terms of telomerase activation with 12.40-, 7.89- and 5.43-fold increase, respectively (at 0.1, 2 and 10 nM concentrations, respectively).en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [114Z958]en_US
dc.description.sponsorshipThis project was supported by The Scientific and Technological Research Council of Turkey (TUBITAK, Project No: 114Z958) . We are very grateful to Bionorm Natural Products for donating the substrate, and special thanks are due to the NMR spectrometer operator, Anzarulhaque Anwarulhaque, of Prince Sattam bin Abdulaziz University, AlKharj, Saudi Arabia.en_US
dc.identifier.doi10.1016/j.bioorg.2021.104708en_US
dc.identifier.issn0045-2068
dc.identifier.issn1090-2120
dc.identifier.pmid33621779en_US
dc.identifier.scopus2-s2.0-85101170744en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.urihttps://doi.org/10.1016/j.bioorg.2021.104708
dc.identifier.urihttps://hdl.handle.net/11454/69339
dc.identifier.volume109en_US
dc.identifier.wosWOS:000636137300010en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherAcademic Press Inc Elsevier Scienceen_US
dc.relation.ispartofBioorganic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectSaponinsen_US
dc.subjectCycloastragenolen_US
dc.subjectEndophytic fungien_US
dc.subjectFungal biotransformationen_US
dc.subjectTelomerase activationen_US
dc.subjectPotent metabolitesen_US
dc.titleTelomerase activators from 20(27)-octanor-cycloastragenol via biotransformation by the fungal endophytesen_US
dc.typeArticleen_US

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