Design, synthesis, cytotoxicity and mechanism of novel dihydroartemisinin-coumarin hybrids as potential anti-cancer agents

Yu, Haonan; Hou, Zhuang; Tian, Ye; Mou, Yanhua; Guo, Chun

doi:10.1016/j.ejmech.2018.04.005

Cited by 70 publications

(45 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Yu et al 47 synthesised a series of 1,2,3-triazolo-dihydroartemisinincoumarin hybrids and screened their anticancer potentials in two types of cancer cells. These hybrids displayed modest cytotoxicity towards HT-29 and MDA-MB-231 cell lines, particularly under hypoxic condition.…”

Section: Introductionmentioning

confidence: 99%

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

575

289

View full text Add to dashboard Cite

A B S T R A C TThe 1,2,3-triazole ring is a major pharmacophore system among nitrogen-containing heterocycles. These fivemembered heterocyclic motifs with three nitrogen heteroatoms can be prepared easily using 'click' chemistry with copper-or ruthenium-catalysed azide-alkyne cycloaddition reactions. Recently, the 'linker' property of 1,2,3-triazoles was demonstrated, and a novel class of 1,2,3-triazole-containing hybrids and conjugates was synthesised and evaluated as lead compounds for diverse biological targets. These lead compounds have been demonstrated as anticancer, antimicrobial, anti-tubercular, antiviral, antidiabetic, antimalarial, anti-leishmanial, and neuroprotective agents. The present review summarises advances in lead compounds of 1,2,3-triazolecontaining hybrids, conjugates, and their related heterocycles in medicinal chemistry published in 2018. This review will be useful to scientists in research fields of organic synthesis, medicinal chemistry, phytochemistry, and pharmacology. Chemistry: synthesis and properties of the 1,2,3-triazolesThe general synthetic route of 1,2,3-triazoles using click chemistry is described in Scheme 1A. The most popular route to 1,2,3-triazoles is Cu(I)-catalysed Huisgen 1,3-dipolar cycloaddition, which is the https://doi.

show abstract

Section: Introductionmentioning

confidence: 99%

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

575

289

View full text Add to dashboard Cite

show abstract

“…The molecular docking studies revealed that compound 13 bonded through multiple interactions, including hydrogen bonding and hydrophobic interactions against telomerase reverse transcriptase. Yu et al [46] designed and synthesized 34 new dihydroartemisinin-coumarin analogs, and these analogs represented remarkable cytotoxic activities against HT-29 and MDA-MB-231 cell lines, especially under hypoxia condition. The SAR study and docking analysis had shown that carbonic anhydrases IX was the main target of the hybrids.…”

Section: Anticancer Activitymentioning

confidence: 99%

Coumarins: A Unique Scaffold With Versatile Biological Behavior

Gupta¹,

Kumar²,

Chaudhary³

2019

Asian J Pharm Clin Res

View full text Add to dashboard Cite

Benzopyrones are the club of compounds that can be coumarins or flavonoids. The hydroxyl derivatives of coumarins such as 4-hydroxycoumarins and 7-hydroxycoumarins have extensive biological activities which have employed for the synthesis of miscellaneous coumarin derivatives. These derivatives have exhibited impressive pharmacological and physiological activities such as anticoagulant, antibacterial, antiviral, antitumor, bactericidal, fungicidal, anti-inflammatory agents, and anti-HIV activity. This review comprised pharmacokinetic studies, including absorption, distribution, and metabolism of coumarin analogs along with toxicological studies. The studies of coumarins and their derivatives exhibiting immense pharmacological activity are also summarized in the current study.

show abstract

“…14 Additionally, enzyme inhibitory properties of some benzimidazolium salts were reported. [15][16][17][18] In recent years, many research groups focused on the synthesis and anti-cancer properties of hybrid compounds of coumarin with other bio-active heterocyclic moieties such as pyrimidine, 19 chalcone, 20 βcarboline, 21 indole-triazole, 22 artemisinin, 23 thiazole, 24 and isooxazilones. 25 In the meantime, hybrid compounds of benzimidazole and their anticancer properties were reported with various heterocyclic moieties such as triazine, 26 ellipticine, 27 tetrazine, 28 deoxynucleosides, 29 thiazoles, 30 and chrysin.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic effects of coumarin substituted benzimidazolium salts against human prostate and ovarian cancer cells

et al. 2019

View full text Add to dashboard Cite

Coumarin and benzimidazole derivatives have individual biological activities including anticancer. In this study, we aimed to synthesize coumarin-benzimidazole hybrids in order to investigate their anticancer properties. For this purpose, six 6-substituted-4-chloromethylene coumarin derivatives were synthesized. Sixteen coumarin substituted benzimidazolium chlorides were synthesized by the reaction of 4-chloromethylene coumarin and N-benzylbenzimidazole derivatives. All of the synthesized compounds were characterized by 1 H and 13 C NMR, IR spectroscopic techniques and elemental analyses. Cytotoxicities of all compounds were tested by [3-(4,5-dimethylthiazole)-2-yl]-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay against human prostate (PC-3) and ovarian (A2780) cancer cells. All compounds performed significant cytotoxicities at 100 μM against both cancer cell lines. Moreover, some compounds performed significant activities at 1 μM against both cancer cell lines and the obtained results suggest that this type of compounds are promising candidates for the treatment of human prostate and ovarian cancers.

show abstract

Design, synthesis, cytotoxicity and mechanism of novel dihydroartemisinin-coumarin hybrids as potential anti-cancer agents

Cited by 70 publications

References 21 publications

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Coumarins: A Unique Scaffold With Versatile Biological Behavior

Cytotoxic effects of coumarin substituted benzimidazolium salts against human prostate and ovarian cancer cells

Contact Info

Product

Resources

About