Synthesis and antifungal activity of new dihydrofurocoumarins and dihydrofuroquinolines

Ustalar, Aslı; Yılmaz, Mehmet; Osmani, Agim; Keçeli, Sema Aşkın

doi:10.3906/kim-1604-22

Cited by 15 publications

(6 citation statements)

References 19 publications

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“…Manganese (III) acetate [29][30][31][32][33] and cerium(IV) ammonium nitrate (CAN) [34][35][36][37][38] are widely used in these reactions. Our research group has reported radical addition and cyclization reactions with CAN [39][40][41][42] and radical cyclization reactions of 1,3-dicarbonyl derivatives with various unsaturated systems, such as conjugated amide derivatives [43][44][45][46][47]and heteroaromatic conjugated alkenes [48][49][50][51].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of piperazine-substituted dihydrofuran derivatives viaMn(OAc)3 mediated radical cyclizations

Sarı

Yılmaz

2020

Turk J Chem

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The aim of this study is to synthesize novel piperazine-containing dihydrofuran compounds (3a-n)from radical additions and cyclizations of diacyl and alkyl-acyl piperazine derivatives (1a-h) with 1,3-dicarbonyl compounds (2a-c) mediated by Mn(OAc)3 for the first time. From the reactions of 1a-c with dimedone (2a);1a, 1c, and 1d with acetylacetone (2b); and 1a with ethylacetoacetate(2c) ,the dihydrofuran-piperazine compounds 3a-c, 3d-f, and 3g were obtained in medium to high yields (31%–81%), respectively. In addition, dihydrofuran-piperazine compounds 3h-j and 3k-n were prepared at low to medium yields (20%–40%) from the reactions of 1e-g with 2a and 1e-h with 2c, respectively.

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of piperazine-substituted dihydrofuran derivatives viaMn(OAc)3 mediated radical cyclizations

Sarı

Yılmaz

2020

Turk J Chem

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“…These compounds are not applicable clinically due to poor solubility, less penetration and less toxicity to human against gram negative bacteria . Dihydrofurocoumarins, such as Fercoprolone, Mutisicoumarin, Cyclobrachycoumarin, and Isoerlenge‐fusciol having similar activity to coumarin and these are naturally occurring compounds …”

Section: Introductionmentioning

confidence: 99%

“…[13] Dihydrofurocoumarins, such as Fercoprolone, Mutisicoumarin, Cyclobrachycoumarin, and Isoerlenge-fusciol having similar activity to coumarin and these are naturally occurring compounds. [14] Recently, fungal infections are associated with rates of attributable morbidity and mortality particularly in the immunocompromised hosts. [15] Fungal infections attributed to the increasing number of immunocompromised patients, those with immunodeficiency virus infection.…”

Section: Introductionmentioning

confidence: 99%

The anti‐inflammatory Design, Synthesis and Exploiting Pharmacological Activities of 2,3‐Dihydrofuranocoumarins as Multi‐Therapeutic Agents

et al. 2018

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Our recent research interest regarding synthesis of bioactive furanocoumarin derivatives, we have developed pyridinium yield assisted synthesis of 2,3‐dihydrofuran coumarin derivatives via, multicomponent one step reaction with excellent yield. All compounds 4(a–p) and 6(a–b) were screened for their in vitro antimicrobial, Anti‐inflammatory and cytotoxicity activity. The activity results demonstrated that, synthesized compounds are selective against both Gram positive bacterial strains B.subtilis, S.aureus and inactive against Gram negative bacterial strains E.coli, P.aeruginosa. Similarly, compounds are highly potent against both fungal strains C.albicans and C.tropicalis over standard drugs Fuconazole. The anti‐inflammatory activity was examined using egg albumin protein denaturation and Human red blood cell membrane stabilization methods; in both methods anti‐inflammatory results are highly promising. Compounds 4 a, 4 b, 4 d and 4 o exhibited potential cytotoxic activity against lung cancer cell lines with IC50 value ranging from 0.29 to 0.35 μM. Identifying the active antimicrobial and anti‐inflammatory agent is as essential factor for the successful development of lead molecules in drug designing. Molecular docking study was performed for all the compounds and docking result reveals that compounds are possessing drug like property.

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“…1) and several methods for the synthesis of these compounds are described in the literature [3,4]. A commonly used to obtain dihydrofuroquinolines involves cyclization reactions of carbonyl compounds with alkenes or alkynes in the presence of metal salts [5][6][7]. Manganese(III) acetate was the most preferred oxidant [8][9][10] for radical cyclization reactions and naturally occurring araliopsine [11] is synthesized easily by this oxidant.…”

Section: Introductionmentioning

confidence: 99%

Manganese(iii) Acetate Mediated Synthesis of New Angular and Linear Dihydrofuroquinolinones

Mehtap¹,

Yilmaz²

2017

Communications Faculty of Science University of Ankara Series B Chemistry and Chemical Engineering

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Synthesis and antifungal activity of new dihydrofurocoumarins and dihydrofuroquinolines

Cited by 15 publications

References 19 publications

Synthesis and characterization of piperazine-substituted dihydrofuran derivatives viaMn(OAc)3 mediated radical cyclizations

Synthesis and characterization of piperazine-substituted dihydrofuran derivatives viaMn(OAc)3 mediated radical cyclizations

The anti‐inflammatory Design, Synthesis and Exploiting Pharmacological Activities of 2,3‐Dihydrofuranocoumarins as Multi‐Therapeutic Agents

Manganese(iii) Acetate Mediated Synthesis of New Angular and Linear Dihydrofuroquinolinones

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