Synthesis and biological evaluation of phloroglucinol derivatives possessing α‐glycosidase, acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase inhibitory activity

• Published in: Archiv der Pharmazie (Weinheim) 2018-02, Vol.351 (2), p.n/a
• Main Authors: Burmaoglu, Serdar, Yilmaz, Ali O., Taslimi, Parham, Algul, Oztekin, Kilic, Deryanur, Gulcin, Ilhami
• Format: Article
• Language: English
• Subjects: acetylcholinesterase; butyrylcholinesterase; carbonic anhydrase; phloroglucinol derivatives; α‐glycosidase
• ISSN: 0365-6233; 1521-4184
• DOI: 10.1002/ardp.201700314

A series of novel phloroglucinol derivatives were designed, synthesized, characterized spectroscopically and tested for their inhibitory activity against selected metabolic enzymes, including α‐glycosidase, acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and human carbonic anhydrase I and II (hCA I and II). These compounds displayed nanomolar inhibition levels and showed Ki values of 1.14–3.92 nM against AChE, 0.24–1.64 nM against BChE, 6.73–51.10 nM against α‐glycosidase, 1.80–5.10 nM against hCA I, and 1.14–5.45 nM against hCA II. A series of novel phloroglucinol derivatives were designed, synthesized, and tested for their inhibitory activity against α‐glycosidase, acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and human carbonic anhydrase I and II (hCA I and II). All the compounds showed low nanomolar inhibition levels. Effective enzyme inhibition required the presence of a para‐substituted phenyl; a bis‐structure further increased the inhibitory activity.