Cycloartane-type triterpenoid derivatives and a flavonoid glycoside from the burs of Castanea crenata. (February 2019)

• Record Type: Journal Article
• Authors: Kim, Nanyoung; Park, SeonJu; Nhiem, Nguyen Xuan; Song, Jae-Hyoung; Ko, Hyun-Jeong; Kim, Seung Hyun
• Is Part Of: Phytochemistry. Volume 158(2019)
• Page Start: 135
• Page End: 141
• Publication Date: 2019-02
• Subjects: Castanea crenata -- Fagaceae -- Cycloartane-type triterpenoids -- Flavonoid glycoside; Astragalin (PubChem CID: 5282102) -- Tiliroside (PubChem CID: 5320686) -- cis-Tiliroside (PubChem CID: 10175330) -- Helichrysoside (PubChem CID: 44259193); Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2018.11.001
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Five undescribed cycloartane- type triterpenoids, which were isolated for the first time from the genus, and a flavonoid glycoside together with 11 known compounds were isolated from the burs of Castanea crenata . The structures were elucidated based on the spectroscopic analysis of 1D and 2D NMR and MS data. All isolated compounds were evaluated for antiviral activities against HRV1B-, CVB3-, and PR8-infected cells. Most kaempferol derivatives showed statistically significant antiviral activities against HRV1B-infected cells. Among the tested compounds, kaempferol-3- O -[2″, 6″-di- O - Z - p -coumaroyl]-β-d -glucopyranoside exhibited the most consistent and effective antiviral activities against all infections. Graphical abstract: Five undescribed cycloartane-type triterpenoids and a flavonoid glycoside together with 11 known compounds were isolated from the burs of Castanea crenata . All isolated compounds were evaluated for antiviral activities against HRV1B-, CVB3-, and PR8-infected cells. Highlights: Phytochemical investigation of the burs of Castanea crenata was performed. Five undescribed cycloartane triterpenoids and a flavonoid were isolated. Compounds were evaluated for their antiviral activities against HRV1B, CVB3, and PR8. Kaempferol derivatives showed statistically significant antiviral activities.