Acetyl- and butyrylcholinesterase inhibitory activity of selected photochemicallysynthesized polycycles

Šagud, Ivana; Škorić, Irena; Vuk, Dragana; Ratković, Ana; Burčul, Franko

doi:10.3906/kim-1903-74

Cited by 12 publications

(7 citation statements)

References 57 publications

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“…Docking was performed for the active site of the PfLDH and human LDH. The hydrogen dehydration (HYDE) scoring function used to calculate binding affinity after docking [16,17] equation (1) implemented in SeeSAR [18].…”

Section: Docking Analysismentioning

confidence: 99%

Identification of a novel binding mechanism of Quinoline based molecules with lactate dehydrogenase of Plasmodium falciparum

Singh

Bhardwaj

Purohit

2020

Journal of Biomolecular Structure and Dynamics

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This open access document is published as a preprint in the Beilstein Archives with doi: 10.3762/bxiv.2019.153.v1 and is considered to be an early communication for feedback before peer review. Before citing this document, please check if a final, peer-reviewed version has been published in the Beilstein Journal of Organic Chemistry. This document is not formatted, has not undergone copyediting or typesetting, and may contain errors, unsubstantiated scientific claims or preliminary data.

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Section: Docking Analysismentioning

confidence: 99%

Identification of a novel binding mechanism of Quinoline based molecules with lactate dehydrogenase of Plasmodium falciparum

Singh

Bhardwaj

Purohit

2020

Journal of Biomolecular Structure and Dynamics

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“…These physico-chemical properties and results for biological activity are the reason why these compo-unds are also tested for cholinesterase inhibitory activity and antioxidant characteristics, the benzobicyclo[3.2.1]-derivatives showed better results as potential cholinesterase inhibitors and the oxazole derivatives having better antioxidant properties. [43,44] Even though calculated logD and logP values do not show great precision in predicting lipophilicity for analised compounds, it can be used for qualitative prioritization of virtual libraries (Figure 12). Calc LogP…”

Section: Physico-chemical Propertiesmentioning

confidence: 99%

Antiinflammatory and Antiproliferative Activity of Naphthoxazole, Fused Hetero-benzoxazole and Bridged Benzobicyclic Photoproducts

Šagud

Ratković

Cedilak

et al. 2019

Croat. chem. acta (Online)

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Biological activity of naphthoxazoles, fused hetero-benzoxazoles and benzobicyclo[3.2.1]-derivatives was investigated in proliferation and inflammation based assays. The tested compounds were prepared by photocylization or photocycloaddition reactions. Effect of compounds on proliferation of several cancer cell lines was determined by measuring cell metabolic activity through time. Lipopolysaccharide (LPS) stimulation of peripheral blood mononuclear cells (PBMC) was used to investigate antiinflammatory properties of the compounds. Several naphthoxazoles and fused hetero-benzoxazoles inhibited TNFα protein expression in LPS stimulated PBMC, indicating possible antiinflammatory role which would be interesting to further investigate. Physico-chemical properties of tested compounds have been also studied using chromatographic lipophilicity measure, chrom logD and logP was calculated as the importance of physico-chemical properties of compounds at early stage of discovery of new drugs is well established. The similarities in structure and activity of some representative compounds affirm the need to further address their antiinflammatory properties.

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“…Recently we prepared photoproducts, shown in Figure 1 , and probed the cholinesterase inhibition [ 27 , 28 ]. Compounds endo - 1 and endo - 2 were the most potent inhibitors of AChE (IC 50 = 17.5 µM) and BChE (IC 50 = 8.8 µM), respectively, among the tested compounds.…”

Section: Introductionmentioning

confidence: 99%

Benzobicyclo[3.2.1]octene Derivatives as a New Class of Cholinesterase Inhibitors

et al. 2020

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A library of amine, oxime, ether, epoxy and acyl derivatives of the benzobicyclo[3.2.1]octene were synthesized and evaluated as inhibitors of both human acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The majority of the tested compounds exhibited higher selectivity for BChE. Structural adjustment for AChE seems to have been achieved by acylation, and the furan ring opening of furo-benzobicyclo[3.2.1]octadiene results for compound 51 with the highest AChE affinity (IC50 = 8.3 µM). Interestingly, its analogue, an oxime ether with a benzobicyclo[3.2.1]-skeleton, compound 32 was one of the most potent BChE inhibitors in this study (IC50 = 31 µM), but not as potent as endo-43, an ether derivative of the benzobicyclo[3.2.1]octene with an additional phenyl substituent (IC50 = 17 µM). Therefore, we identified several cholinesterase inhibitors with a potential for further development as potential drugs for the treatment of neurodegenerative diseases.

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Acetyl- and butyrylcholinesterase inhibitory activity of selected photochemicallysynthesized polycycles

Cited by 12 publications

References 57 publications

Identification of a novel binding mechanism of Quinoline based molecules with lactate dehydrogenase of Plasmodium falciparum

Identification of a novel binding mechanism of Quinoline based molecules with lactate dehydrogenase of Plasmodium falciparum

Antiinflammatory and Antiproliferative Activity of Naphthoxazole, Fused Hetero-benzoxazole and Bridged Benzobicyclic Photoproducts

Benzobicyclo[3.2.1]octene Derivatives as a New Class of Cholinesterase Inhibitors

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