Synthetic Mono/di-halogenated Coumarin Derivatives and Their Anticancer Properties

Kasumbwe, Kabange; Venugopala, Katharigatta N.; Mohanlall, Viresh; Odhav, Bharti

doi:10.2174/1871520616666160926112508

Cited by 14 publications

(6 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Compound 4 ’s profile was significantly better with 65% and 7% survival at 50 µM and 100 µM, respectively, compared to a 0% survival rate at the same concentrations for 5 . The 3-bromomethyl substitution can be assumed to underpin this cytotoxicity and this is in agreement with previous studies describing the general cytotoxicity of halogen-containing coumarin derivatives 53 , 54 . This cytotoxicity is mitigated at the lower 10 µM concentration.…”

Section: Resultssupporting

confidence: 89%

Design, synthesis, and evaluation of 3,7-substituted coumarin derivatives as multifunctional Alzheimer’s disease agents

Mzezewa

Omoruyi

Zondagh

et al. 2021

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

Multitarget directed ligands (MTDLs) are emerging as promising treatment options for Alzheimer's disease (AD). Coumarin derivatives serve as a good starting point for designing MTDLs due to their inherent inhibition of monoamine oxidase (MAO) and cholinesterase enzymes, which are complicit in AD's complex pathophysiology. A preliminary series of 3,7-substituted coumarin derivatives were synthesised and evaluated for enzyme inhibitory activity, cytotoxicity as well as neuroprotective ability. The results indicated that the compounds are weak cholinesterase inhibitors with five compounds demonstrating relatively potent inhibition and selectivity towards MAO-B with IC 50 values between 0.014 and 0.498 hx00B5;mM. Significant neuroprotective effects towards MPP þ -compromised SH-SY5Y neuroblastoma cells were also observed, with no inherent cytotoxicity at 10 mM for all compounds. The overall results demonstrated that substitution of the phenylethyloxy moiety at the 7-position imparted superior general activity to the derivatives, with the propargylamine substitution at the 3-position, in particular, displaying the best MAO-B selectivity and neuroprotection.

show abstract

Section: Resultssupporting

confidence: 89%

Design, synthesis, and evaluation of 3,7-substituted coumarin derivatives as multifunctional Alzheimer’s disease agents

Mzezewa

Omoruyi

Zondagh

et al. 2021

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

show abstract

“…As a result, studies (Mustafa et al, 2018;Kasumbwe et al, 2017) found that coumarins have a proliferative effect. When LPS was applied 1 hour after applying different doses of the Prn compound obtained from the root part of the F. pauciradiata, it was found that as the concentration of the Prn pure substance increased, the cell proliferation increased and the highest viable cell ratio was observed at a dose of 8 µg / mL.…”

Section: Discussionmentioning

confidence: 96%

Ferulago pauciradiata Boiss. & Heldr. Effects of Prantschimgin Compound Isolated from the Root of the Plant on LPS-Induced Inflammation Model in the L929 Cell Line

Kutlu

Uzunçakmak

Karakaya

et al. 2021

Erzincan Üniversitesi Fen Bilimleri Enstitüsü Dergisi

View full text Add to dashboard Cite

Investigation of the effects of prantchimgin (Prn) compound isolated from the root part of the Ferulago pauciradiata (Apiaceae) plant in the lipopolysaccharide (LPS) cytotoxicity model created in the L929 cell line. L929 cell lines were applied in a 5% CO2 incubator at 37 °C, using standard cell culture procedures, LPS was applied with Prn pure substance with a final concentration of 2 µL and 1 µL after 1 hour. Following the LPS application, the MTT protocol, a colorimetric method, was applied to determine cell viability at the end of the required 24th, 48th, and 72nd hours incubation times. IC50 values were calculated as 0.28 µg/mL for Pnr and 1 µg/mL for LPS. Application of LPS to L929 cell lines caused a significant decrease in cellular index depending on time. Also, in the Prn + LPS groups, it was found that the decreased cell index significantly increased even closer to the control compared to the LPS applied group. It was found that cyctoxicity and cell damage caused by LPS applied to the L929 cell line improved after Pnr application.

show abstract

“…Substituted phenacyl bromides can be achieved by -bromination of substituted ketones employing suitable bromination reagents such as molecular bromine (Curran & Chang, 1989), copper bromide (King & Ostrum, 1964), N-bromosuccinimide (Tanemura et al, 2004), 3-methylimidazolium tribromide (Chiappe et al, 2004) and hydrogen bromide (Podgoršek et al, 2009). In our previous communications, we tried to develop intermediates (Chopra et al, 2007) for the construction of biologically active heterocyclic compounds (Kasumbwe et al, 2017). In this context, the title compound serves as a synthetic precursor and finds application in the construction of pharmacologically active heterocyclic compounds (Venugopala et al, 2018.…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure of 1-[3,5-bis(trifluoromethyl)phenyl]-2-bromoethan-1-one

et al. 2018

Self Cite

View full text Add to dashboard Cite

show abstract

Synthetic Mono/di-halogenated Coumarin Derivatives and Their Anticancer Properties

Abstract: Compounds CMRN1, CMRN2, CMRN4 and CMRN5 can be considered as lead compounds to arrive at a promising anticancer agents.

Cited by 14 publications

References 0 publications

Design, synthesis, and evaluation of 3,7-substituted coumarin derivatives as multifunctional Alzheimer’s disease agents

Design, synthesis, and evaluation of 3,7-substituted coumarin derivatives as multifunctional Alzheimer’s disease agents

Ferulago pauciradiata Boiss. & Heldr. Effects of Prantschimgin Compound Isolated from the Root of the Plant on LPS-Induced Inflammation Model in the L929 Cell Line

Crystal structure of 1-[3,5-bis(trifluoromethyl)phenyl]-2-bromoethan-1-one

Contact Info

Product

Resources

About