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Novel sulfamate derivatives of menthol: Synthesis, characterization, and cholinesterases and carbonic anhydrase enzymes inhibition properties.
Arch Pharm (Weinheim). 2018 Nov; 351(11):e1800209.AP

Abstract

Sulfamates have a large spectrum of biological activities including enzyme inhibition. Eight sulfamates derived from menthol (2a-h) were synthesized. Also, in the other section of this study, novel sulfamate derivatives of menthol were tested against some metabolic enzymes including acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and carbonic anhydrase I and II enzymes (hCAs I and II). The newly synthesized novel menthol sulfamate and menthol carbonyl sulfamate derivatives showed Ki values in the range of 34.37 ± 8.17 to 53.40 ± 10.61 nM against hCA I, 12.91 ± 4.57 to 38.67 ± 6.22 nM against hCA II, 111.17 ± 52.36 to 522.86 ± 120.08 nM against AChE, and 50.01 ± 11.73 to 109.63 ± 50.08 nM against BChE. As a result, the novel menthol sulfamate and menthol carbonyl sulfamate derivatives can be promising Alzheimer's disease drug candidates and novel hCA I and hCA II enzymes inhibitors.

Authors+Show Affiliations

Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey. Oltu Vocational School, Ataturk University, Erzurum, Turkey.Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

30255953

Citation

Daryadel, Shahla, et al. "Novel Sulfamate Derivatives of Menthol: Synthesis, Characterization, and Cholinesterases and Carbonic Anhydrase Enzymes Inhibition Properties." Archiv Der Pharmazie, vol. 351, no. 11, 2018, pp. e1800209.
Daryadel S, Atmaca U, Taslimi P, et al. Novel sulfamate derivatives of menthol: Synthesis, characterization, and cholinesterases and carbonic anhydrase enzymes inhibition properties. Arch Pharm (Weinheim). 2018;351(11):e1800209.
Daryadel, S., Atmaca, U., Taslimi, P., Gülçin, İ., & Çelik, M. (2018). Novel sulfamate derivatives of menthol: Synthesis, characterization, and cholinesterases and carbonic anhydrase enzymes inhibition properties. Archiv Der Pharmazie, 351(11), e1800209. https://doi.org/10.1002/ardp.201800209
Daryadel S, et al. Novel Sulfamate Derivatives of Menthol: Synthesis, Characterization, and Cholinesterases and Carbonic Anhydrase Enzymes Inhibition Properties. Arch Pharm (Weinheim). 2018;351(11):e1800209. PubMed PMID: 30255953.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Novel sulfamate derivatives of menthol: Synthesis, characterization, and cholinesterases and carbonic anhydrase enzymes inhibition properties. AU - Daryadel,Shahla, AU - Atmaca,Ufuk, AU - Taslimi,Parham, AU - Gülçin,İlhami, AU - Çelik,Murat, Y1 - 2018/09/26/ PY - 2018/07/16/received PY - 2018/08/13/revised PY - 2018/09/01/accepted PY - 2018/9/27/pubmed PY - 2019/4/9/medline PY - 2018/9/27/entrez KW - acetylcholinesterase KW - butyrylcholinesterase KW - carbonic anhydrase KW - enzyme inhibition KW - sulfamate SP - e1800209 EP - e1800209 JF - Archiv der Pharmazie JO - Arch. Pharm. (Weinheim) VL - 351 IS - 11 N2 - Sulfamates have a large spectrum of biological activities including enzyme inhibition. Eight sulfamates derived from menthol (2a-h) were synthesized. Also, in the other section of this study, novel sulfamate derivatives of menthol were tested against some metabolic enzymes including acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and carbonic anhydrase I and II enzymes (hCAs I and II). The newly synthesized novel menthol sulfamate and menthol carbonyl sulfamate derivatives showed Ki values in the range of 34.37 ± 8.17 to 53.40 ± 10.61 nM against hCA I, 12.91 ± 4.57 to 38.67 ± 6.22 nM against hCA II, 111.17 ± 52.36 to 522.86 ± 120.08 nM against AChE, and 50.01 ± 11.73 to 109.63 ± 50.08 nM against BChE. As a result, the novel menthol sulfamate and menthol carbonyl sulfamate derivatives can be promising Alzheimer's disease drug candidates and novel hCA I and hCA II enzymes inhibitors. SN - 1521-4184 UR - https://www.unboundmedicine.com/medline/citation/30255953/Novel_sulfamate_derivatives_of_menthol:_Synthesis_characterization_and_cholinesterases_and_carbonic_anhydrase_enzymes_inhibition_properties_ L2 - https://doi.org/10.1002/ardp.201800209 DB - PRIME DP - Unbound Medicine ER -