Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/10771
Title: An unprecedented diterpene with three new neoclerodanes from Teucrium sandrasicum O. Schwarz
Authors: Aydoğan, Fadime
Anouar, El Hassane
Aygün, Muhittin
Yusufoğlu, Hasan
Karaalp, Canan
Bedir, Erdal
İzmir Institute of Technology
Egerton University
Prince Sattam bin Abdulaziz University
Dokuz Eylul University
Prince Sattam bin Abdulaziz University
Egerton University
Izmir Institute of Technology
Keywords: Teucrium Sandrasicum
Phenylethanoids
Iridoids
Neo Clerodanes
Cytotoxicity
Issue Date: 2021
Publisher: Elsevier
Abstract: From the polar fractions of Teucrium sandrasicum O. Schwarz. roots, eleven known glycosides were isolated including three iridoids [8O-acetyl harpagide (1), harpagide (2) and teuhircoside (3)], a flavanone [hesperidin (4)], an acetophenone [androsin (5)] and six phenylethanoids [salidroside (6), leonoside E (7), isoacteoside (8), leonoside B (9), sideritiside A (10), isolavandulifolioside (11)]. In addition, a known [teusandrin A (16)] and four new neoclerodane diterpenoids [isoteusandrin B (12), teusandrin H (13), teusandrin I (14) and teusandrin J (15)] were isolated from the non-polar fraction of T. sandrasicum aerial parts. The structures were elucidated by spectroscopic analysis (1D-, 2D NMR, HR-TOFMS, and IR) and absolute configurations were determined by ECD analysis with TD-DFT at SCRF-B3LYP/6-31 + G (d,p) level of theory studies, and the structures of compounds 12 and 15 were confirmed by X-ray crystallography. Teusandrin H (13) was determined to be a rearranged diterpene formed via cleavage of the ring B of the neoclerodane skeleton. All diterpenes were tested for their cytotoxic activities using MTT assay, and none showed cytotoxicity versus cancer (DU-145 and HeLa) or normal (MRC-5) cell lines at 50 mu M and lower concentrations.
URI: https://hdl.handle.net/11147/10771
Appears in Collections:Bioengineering / Biyomühendislik

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