Telomerase activators from 20(27)-octanor-cycloastragenol via biotransformation by the fungal endophytes
dc.contributor.author | Duman, Seda | |
dc.contributor.author | Ekiz, Guner | |
dc.contributor.author | Yilmaz, Sinem | |
dc.contributor.author | Yusufoglu, Hasan | |
dc.contributor.author | Kirmizibayrak, Petek Ballar | |
dc.contributor.author | Bedir, Erdal | |
dc.date.accessioned | 2021-05-03T20:21:29Z | |
dc.date.available | 2021-05-03T20:21:29Z | |
dc.date.issued | 2021 | |
dc.department | Ege Üniversitesi | en_US |
dc.description.abstract | Cycloastragenol [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.sponsorship | Scientific and Technological Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [114Z958] | en_US |
dc.description.sponsorship | This 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.doi | 10.1016/j.bioorg.2021.104708 | en_US |
dc.identifier.issn | 0045-2068 | |
dc.identifier.issn | 1090-2120 | |
dc.identifier.pmid | 33621779 | en_US |
dc.identifier.scopus | 2-s2.0-85101170744 | en_US |
dc.identifier.scopusquality | Q1 | en_US |
dc.identifier.uri | https://doi.org/10.1016/j.bioorg.2021.104708 | |
dc.identifier.uri | https://hdl.handle.net/11454/69339 | |
dc.identifier.volume | 109 | en_US |
dc.identifier.wos | WOS:000636137300010 | en_US |
dc.identifier.wosquality | N/A | en_US |
dc.indekslendigikaynak | Web of Science | en_US |
dc.indekslendigikaynak | Scopus | en_US |
dc.indekslendigikaynak | PubMed | en_US |
dc.language.iso | en | en_US |
dc.publisher | Academic Press Inc Elsevier Science | en_US |
dc.relation.ispartof | Bioorganic Chemistry | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.subject | Saponins | en_US |
dc.subject | Cycloastragenol | en_US |
dc.subject | Endophytic fungi | en_US |
dc.subject | Fungal biotransformation | en_US |
dc.subject | Telomerase activation | en_US |
dc.subject | Potent metabolites | en_US |
dc.title | Telomerase activators from 20(27)-octanor-cycloastragenol via biotransformation by the fungal endophytes | en_US |
dc.type | Article | en_US |