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Published on: February 17, 2017
d‑Glucose-Conjugated Benzo[d]thiazole-thiazolidin-4-one Hybrids: Design and Synthesis as Multitarget Anti-Alzheimer
Nguyen Dinh Thanh1, Vu Ngoc Toan1,2, Do Son Hai1,3
1Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi 10000, Viet Nam.
Abstract:
A new series of d-glucose-conjugated 2,3-thiazoline-benzo-[d]-thiazole hybrid compounds 8a-k were synthesized from reaction of the corresponding thioureas 7a-k and ethyl bromoacetate in the presence of sodium acetate in chloroform. The evaluations for anti-Alzheimer activity showed that some compounds exhibited remarkable inhibitory activity against AChE and BChE as well as against MAO-A and MAO-B enzymes. The orders of inhibition for each enzyme of these compounds were as follows: 8j > 8h (against AChE), 8k > 8b (against BChE), 8k > 8g > 8f (against MAO-A), and 8e > 8c (against MAO-B). Compound 8k was an inhibitor of interest due to its potent or good activity against the two studied enzymes BChE and MAO-B, respectively. Compounds 8j (against AChE) and 8k (against (BChE) had a competitive type with K i constants of 16.93 and 17.09 nM, respectively. The most potential compounds 8c, 8j, and 8k were not cytotoxic on 3T3 cells and had high levels of safety.
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