Discovery of triazole-bridged aryl adamantane analogs as an intriguing class of multifunctional agents for treatment of Alzheimer's disease

Gutti, Gopichand; Leifeld, Jennifer; Kakarla, Ramesh; Bajad, Nilesh Gajanan; Ganeshpurkar, Ankit; Kumar, Ashok; Krishnamurthy, Sairam; Klein-Schmidt, Christina; Tapken, Daniel; Hollmann, Michael; Singh, Suman Kumar

doi:10.1016/j.ejmech.2023.115670

Cited by 8 publications

(2 citation statements)

References 56 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Frontiers in Chemistry frontiersin.org 06 has shown significant potential in recent years. Some adamantane-type compounds have demonstrated promising biological activities, such as anti-psychiatric, anticancer and neurological disorders, and anti-inflammatory effects (Burmistrov et al, 2022;Tao et al, 2024;Gutti et al, 2023;Ragshaniya et al, 2024). To explore this further, we have utilized the uniqueness of the adamantane moiety in our synthetic compounds with the introduction of various functional groups that may enhance the potency as well as selectivity.…”

Section: Resultsmentioning

confidence: 99%

Asymmetric aza-Henry reaction toward trifluoromethyl β-nitroamines and biological investigation of their adamantane-type derivatives

Ren,

Du,

Peng

et al. 2024

Front. Chem.

View full text Add to dashboard Cite

Amino acid-derived quaternary ammonium salts were successfully applied in the asymmetric aza-Henry reaction of nitromethane to N-Boc trifluoromethyl ketimines. α-Trifluoromethyl β-nitroamines were synthesized in good to excellent yields with moderate to good enantioselectivities. This reaction is distinguished by its mild conditions, low catalyst loading (1 mol%), and catalytic base. It also proceeded on a gram scale without loss of enantioselectivity. The products were transformed to a series of adamantane-type compounds containing chiral trifluoromethylamine fragments. The potent anticancer activities of these compounds against liver cancer HepG2 and melanoma B16F10 were evaluated. Six promising compounds with notable efficacy have potential for further development.

show abstract

Section: Resultsmentioning

confidence: 99%

Asymmetric aza-Henry reaction toward trifluoromethyl β-nitroamines and biological investigation of their adamantane-type derivatives

Ren,

Du,

Peng

et al. 2024

Front. Chem.

View full text Add to dashboard Cite

show abstract

“…Alzheimer's disease (AD) is the most common neurodegenerative disease at the moment, which causes loss of memory, behavioral problems, and a reduction in cognitive function eventually leading to death [1,2]. The disease is most commonly caused by cholinergic hypothesis, Amyloid-β (Ab) plague formation, N-methyl-D-aspartate (NMDA) receptor (NMDAR) antagonism hypothesis, The accumulation of thin protein after their hyperphosphorylation, biometal dyshomeostasis, and oxidative stress [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of thiazole derivatives as cholinesterase inhibitors with antioxidant activity

Karakaya,

Maryam,

Ercetin

et al. 2023

Eur J Life Sci

View full text Add to dashboard Cite

In the present research, we synthesized two unique series of thiazole compounds having 5-bromothiophene and 3-methylthiophene (2a-2f) in their structure. After that, spectroscopic methods were used to analyze the chemical compositions of the newly synthesized molecules. Then in vitro evaluation was done to determine acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) activity of the synthesized compounds using galantamine as reference standard. The compounds’ antioxidant properties were assessed using DPPH radical scavenging and ferrous ion-chelating techniques. The results of the study showed weak anticholinesterase activity against AChE and BuChE enzymes for all the final compounds. The synthesized analogs also showed significant DPPH radical scavenging activities with IC50 values in the range of 29.16 ± 0.009 to 33.09 ± 0.004 µM (for DDPH) incomparison to standard gallic acid with IC50 = 31.13 ± 0.008 µM (for DDPH). Especially, compound 2c showed the best antioxidant activity with IC50 value of 29.16 ± 0.009 µM.

show abstract

Morin attenuated the global cerebral ischemia via antioxidant, anti-inflammatory, and antiapoptotic mechanisms in rats

Alla,

Palatheeya,

Challa

et al. 2024

Metab Brain Dis

View full text Add to dashboard Cite

Discovery of triazole-bridged aryl adamantane analogs as an intriguing class of multifunctional agents for treatment of Alzheimer's disease

Cited by 8 publications

References 56 publications

Asymmetric aza-Henry reaction toward trifluoromethyl β-nitroamines and biological investigation of their adamantane-type derivatives

Asymmetric aza-Henry reaction toward trifluoromethyl β-nitroamines and biological investigation of their adamantane-type derivatives

Synthesis of thiazole derivatives as cholinesterase inhibitors with antioxidant activity

Morin attenuated the global cerebral ischemia via antioxidant, anti-inflammatory, and antiapoptotic mechanisms in rats

Contact Info

Product

Resources

About