28-Noroleanane-derived spirocyclic triterpenoids and iridoid glucosides from the roots of Phlomoides umbrosa (Turcz.) Kamelin & Makhm with their cytotoxic effects. (September 2018)

• Record Type: Journal Article
• Authors: Le, Duc Dat; Nguyen, Duc Hung; Zhao, Bing Tian; Kim, Jeong Ah; Kim, Seok Kyu; Min, Byung Sun; Choi, Jae Sue; Woo, Mi Hee
• Is Part Of: Phytochemistry. Volume 153(2018)
• Page Start: 138
• Page End: 146
• Publication Date: 2018-09
• Subjects: Phlomoides umbrosa (Turcz.) Kamelin & Makhm (Lamiaceae) -- Nortriterpenoid -- Iridoid glucoside -- Cytotoxicity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2018.06.003
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Four undescribed 23, 24- O -isopropylidene-19(18 → 17)- abeo -28-noroleanane-derived spirocyclic triterpenoids and an undescribed 28-noroleanane-derived spirocyclic triterpenoid, together with five known 28-noroleanane-derived spirocyclic triterpenoids, were isolated and identified. In addition, three undescribed iridoid glucosides and four known ones were also identified. All the isolates were identified using spectroscopic techniques, and the absolute configurations of 28-noroleanane-derived spirocyclic triterpenoids were determined by CD method for the first time. Additionally, the alkaline hydrolysis method and HPLC analysis were applied to confirm the moieties of the iridoid glucosides. The fraction and isolates were evaluated for cytotoxic activity on cervical cancer (Hela), human promyelocytic leukemia (HL-60), and breast cancer (MCF-7) cell lines. Among them, phlomisu E possessed an aldehyde group showed the most potent cytotoxic effect with IC50 value less than 10 μM. Graphical abstract: Highlights: 17 isolates were obtained from the roots of P. umbrosa. The configurations of nortriterpenoids were determined by CD method. Alkaline hydrolysis was used to confirm the iridoid moieties. The fraction and isolates were evaluated for cytotoxic effects.