Withanolides from Datura ceratocaula and Datura discolor and their acetylcholinesterase inhibitory activity

被引:3
作者
Gonzalez, Ulises [1 ]
Nieto-Camacho, Antonio [1 ]
Hernandez-Ortega, Simon [1 ]
Martinez, Mahinda [2 ]
Maldonado, Emma [1 ]
机构
[1] Univ Nacl Autonoma Mexico, Dept Quim Biomacromol, Inst Quim, Coyoacan 04510, Cd Mx, Mexico
[2] Univ Autonoma Queretaro, Fac Ciencias Nat, Ave Ciencias S-N, Queretaro 76230, Qro, Mexico
关键词
Datura ceratocaula; Datura discolor; Solanaceae; Withanolides; Acetylcholinesterase inhibitors; CYTOTOXIC WITHANOLIDES; WITHAMETELIN; CONSTITUENTS;
D O I
10.1016/j.fitote.2023.105655
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The investigation of the chemical constituents of Datura ceratocaula and D. discolor allowed to isolate three new withanolides, datucerolide A (1) from the first species, and datudiscolides A (8) and B (9) from the second. In addition, seven known withanolides and five ubiquitous compounds were isolated from these plants, along with 27-O-& beta;-D-glucopyranosyl dinnoxolide A (5), which was obtained as the tetraacetyl derivative 4. All the structures were elucidated by analyses of their spectroscopic and spectrometric data and that of dinnoxolide A (6) was confirmed by X-ray diffraction analysis. The structure 4 was assigned earlier to daturametelin G-Ac and that of 5 to datinolide B, therefore, it will be discussed whether these assignments are correct. On the other hand, the structure of datudiscolide A (8) was previously assigned to the aglycone of dinoxin B (14), however, a revision of its reported NMR data showed inconsistencies with the proposed structure. The inhibitory activity of withanolides 2, 3, 6-8, 12, and 13 against acetylcholinesterase enzyme (AChE) was evaluated. Compounds 6, 7, 12, and 13 exhibited the best activity with IC50 values ranging from 2.8 to 21.5 & mu;M.
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页数:7
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