25363-94-4Relevant academic research and scientific papers
New 3-O-substituted xanthone derivatives as promising acetylcholinesterase inhibitors
Loh, Zi Han,Kwong, Huey Chong,Lam, Kok Wai,Teh, Soek Sin,Ee, Gwendoline Cheng Lian,Quah, Ching Kheng,Ho, Anthony Siong Hock,Mah, Siau Hui
, p. 627 - 639 (2021)
A new series of 3-O-substituted xanthone derivatives were synthesised and evaluated for their anti-cholinergic activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The results indicated that the xanthone derivatives possessed good AChE inhibitory activity with eleven of them (5, 8, 11, 17, 19, 21-23, 26-28) exhibited significant effects with the IC50 values ranged 0.88 to 1.28 μM. The AChE enzyme kinetic study of 3-(4-phenylbutoxy)-9H-xanthen-9-one (23) and ethyl 2-((9-oxo-9H-xanthen-3-yl)oxy)acetate (28) showed a mixed inhibition mechanism. Molecular docking study showed that 23 binds to the active site of AChE and interacts via extensive π–π stacking with the indole and phenol side chains of Trp86 and Tyr337, besides the hydrogen bonding with the hydration site and π–π interaction with the phenol side chain of Y72. This study revealed that 3-O-alkoxyl substituted xanthone derivatives are potential lead structures, especially 23 and 28 which can be further developed into potent AChE inhibitors.
Design, Synthesis and Potential Use of 3,9-Substituted Xanthene Handles for Solid Phase Peptide Synthesis
Somlai, Csaba,Nyerges, Levente,Penke, Botond,Hegyes, Peter,Voelter, Wolfgang
, p. 429 - 433 (2007/10/02)
Theoretical calculations on different xanthene derivatives and related structures were performed and as a result conclusions could be drawn for the acid-lability of substituted xanthenes. (9-Hydroxyxanthene-3-oxy)acetic- and valeric acid (6a and 6b) were selected, synthesized in a six-step route, and 6b was tested for its applicability as a handle for solid phase synthesis of peptides.
