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@article{2426464, author = {Vasilev, Hristo and Šmejkal, Karel and Jusková, Sabína and Václavík, Jiří and Treml, Jakub}, article_location = {WASHINGTON}, article_number = {16}, doi = {http://dx.doi.org/10.1021/acsomega.3c09677}, keywords = {FLAVONOL GLYCOSIDESANTIOXIDANTEXPRESSIONSAPONINSPARTS}, language = {eng}, issn = {2470-1343}, journal = {ACS Omega}, title = {Five New Tamarixetin Glycosides from Astragalus thracicus Griseb. Including Some Substituted with the Rare 3-Hydroxy-3-methylglutaric Acid and Their Collagenase Inhibitory Effects In Vitro}, url = {https://pubs.acs.org/doi/10.1021/acsomega.3c09677}, volume = {9}, year = {2024} }
TY - JOUR ID - 2426464 AU - Vasilev, Hristo - Šmejkal, Karel - Jusková, Sabína - Václavík, Jiří - Treml, Jakub PY - 2024 TI - Five New Tamarixetin Glycosides from Astragalus thracicus Griseb. Including Some Substituted with the Rare 3-Hydroxy-3-methylglutaric Acid and Their Collagenase Inhibitory Effects In Vitro JF - ACS Omega VL - 9 IS - 16 SP - 18023-18031 EP - 18023-18031 PB - American Chemical Society SN - 24701343 KW - FLAVONOL GLYCOSIDESANTIOXIDANTEXPRESSIONSAPONINSPARTS UR - https://pubs.acs.org/doi/10.1021/acsomega.3c09677 N2 - Along with the known kaempferol-3-O-alpha-l-rhamnopyranosyl-(1 -> 2)-[6-O-(3-hydroxy-3-methylglutaryl)]-beta-d-galactopyranoside (1), five new flavonoids, containing the rarely isolated aglycon tamarixetin, were isolated from a methanolic extract of the endemic Balkan species Astragalus thracicus Griseb. Three of the new compounds are substituted with 3-hydroxy-3-methylglutaryl residue (HMG), untypical for the genus Astragalus. The compounds were identified as tamarixetin-3-O-alpha-l-rhamnopyranosyl-(1 -> 2)-[6-O-(3-hydroxy-3-methylglutaryl)]-beta-d-galactopyranoside (2), tamarixetin-3-O-(2,6-di-O-alpha-l-rhamnopyranosyl)-beta-d-galactopyranoside (3), tamarixetin 3-O-beta-d-apiofuranosyl-(1 -> 2)-beta-d-galactopyranoside (4), tamarixetin-3-O-beta-d-apiofuranosyl-(1 -> 2)-[6-O-(3-hydroxy-3-methylglutaryl)]-beta-d-galactopyranoside (5), and tamarixetin-3-O-beta-d-apiofuranosyl-(1 -> 2)-[alpha-l-rhamnopyranosyl-(1 -> 6)]-beta-d-galactopyranoside (6). Selected compounds from A. thracicus were tested to evaluate their anticollagenase activity. The greatest effect was observed for quercetin-3-O-beta-d-apiofuranosyl-(1 -> 2)-beta-d-galactopyranoside, possibly due to the presence of an ortho-dihydroxy arrangement of flavonoid ring B. The effect on collagenase and elastase was further evaluated also by in silico study, and the test compounds showed some level of in silico interaction. ER -
VASILEV, Hristo, Karel ŠMEJKAL, Sabína JUSKOVÁ, Jiří VÁCLAVÍK and Jakub TREML. Five New Tamarixetin Glycosides from Astragalus thracicus Griseb. Including Some Substituted with the Rare 3-Hydroxy-3-methylglutaric Acid and Their Collagenase Inhibitory Effects In Vitro. \textit{ACS Omega}. WASHINGTON: American Chemical Society, 2024, vol.~9, No~16, p.~18023-18031. ISSN~2470-1343. Available from: https://dx.doi.org/10.1021/acsomega.3c09677.
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