Synthesis and Biological Screening of New Cyano-Substituted Pyrrole Fused (Iso)Quinoline Derivatives

Matarneh, Cristina M. Al; Amărandi, Roxana-Maria; Mangalagiu, Ionel I.; Danac, Ramona

doi:10.3390/molecules26072066

Cited by 26 publications

(32 citation statements)

References 46 publications

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“…In addition, we also wanted to demonstrate that the presence of an additional functional group on the aromatic ring (2i) may be exploited for further derivatizations. As polycycle-fused quinolines are typical privileged structures, widely distributed in natural products and medicinal chemistry, [78][79][80][81] we studied the conversion of compound 2i into the benzo-oxepin-fused quinoline 4 by hydrogenolysis of the benzyl protecting group, followed by a Mitsunobu reaction with tbutyl azodicarboxylate (TBAD) and triphenylphosphine. 82 The desired product was isolated aer column chromatography in excellent yield (Scheme 7).…”

Section: Entrymentioning

confidence: 99%

Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolinesviaa Povarov multicomponent reaction and subsequent oxidation

et al. 2022

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Section: Entrymentioning

confidence: 99%

Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolinesviaa Povarov multicomponent reaction and subsequent oxidation

et al. 2022

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“…The structure of QSCM materials was proved by Xray diffraction on single crystal and by FTIR and NMR spectroscopy. The X-ray spectra prove unambiguously the structure of complexes, e.g for the Zn (II) complex crystallize in the monoclinic P21/n space group type, with a = 1.21602 (5)…”

Section: Discussionmentioning

confidence: 70%

“…In the light of the above consideration and encouraged by our recent results in the field of (di)azine with antimicrobial activity [4][5][6][15][16][17][18][19], we report here the design, synthesis, X-ray characterization and antimicrobial activity of some hybrid quinolinesulfonamide complexes.…”

Section: Introductionmentioning

confidence: 94%

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MATERIALS BASED ON QUINOLINE SULFONAMIDE - METALS WITH ANTIMICROBIAL ACTIVITY AND THEIR X-Ray characterisation

Diaconu

Mangalagiu

CIORTEANU

et al. 2022

METAL 2022 Conference Proeedings

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Quinoline sulfonamide complexes with different metals represent a new class of materials of great interest especially for their fotoluminiscent and biological activity (mostly antibacterial and antifungal activity). The emphasis of this work was to synthesize, characterize through X-ray and determine the antibacterial and antifungal proprieties of newly materials for medicinal chemistry applications based on Quinoline Sulfonamide Complexes Metals (QSCM). The synthesis of the QSCM materials is straight and efficient, in two steps: acylation of aminoquinoline followed by complexation with M 2+ metal (Zn 2+ , Cd 2+ , Co 2+ , Cu 2+ ). The synthesized quinoline sulfonamide complexes M 2+ metals were characterized by X-ray diffraction on single crystal and by FTIR and NMR spectroscopy. The X-ray spectra prove unambiguously the structure of complexes, e.g for the Zn (II) complex crystallize in the monoclinic P21/n space group type, with a = 1.21602(5) nm, b = 1.55478(5) nm, c = 1.61786(6) nm, α = 90°, β = 106.007(2)°, γ = 90°, V = 2.9402(19) nm 3 and Z = 4. Sulfonamide acts as bidentate ligand trough Zn-Nquinoline and Zn-Nsulfonamide bonds, with a tetrahedral coordination environment for Zn 2+ . The QSCM M 2+ complexes were tested for their antibacterial and antifungal activity, having a good antibacterial activity against gram positive germ Staphylococcus aureus, and gram negative germ Escherichia coli, and an excellent antifungal activity against fungus Candida albicans.

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“…However, to attain increased biological activities toward various diseases, many fused pyrrole and pyrrolidine analogs have been reported [ 65 , 66 ]. Further, these medicinally potent fused analogs have been derived from synthetic routes and isolation [ 67 – 70 ]. Because of this, present review also focuses very potent fused pyrrole and pyrrolidine analogs.…”

Section: Pyrrole and Pyrrolidine Drug Candidatesmentioning

confidence: 99%

Therapeutic potential of pyrrole and pyrrolidine analogs: an update

Basha¹,

Basavarajaiah²,

Shyamsunder³

2022

Mol Divers

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The chemistry of nitrogen-containing heterocyclic compound pyrrole and pyrrolidine has been a versatile field of study for a long time for its diverse biological and medicinal importance . Biomolecules such as chlorophyll, hemoglobin, myoglobin, and cytochrome are naturally occurring metal complexes of pyrrole. These metal complexes play a vital role in a living system like photosynthesis, oxygen carrier, as well storage, and redox cycling reactions. Apart from this, many medicinal drugs are derived from either pyrrole, pyrrolidine, or by its fused analogs. This review mainly focuses on the therapeutic potential of pyrrole, pyrrolidine, and its fused analogs, more specifically anticancer, anti-inflammatory, antiviral, and antituberculosis. Further, this review summarizes more recent reports on the pyrrole, pyrrolidine analogs, and their biological potential. Graphical Abstract

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Synthesis and Biological Screening of New Cyano-Substituted Pyrrole Fused (Iso)Quinoline Derivatives

Cited by 26 publications

References 46 publications

Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolinesviaa Povarov multicomponent reaction and subsequent oxidation

Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolinesviaa Povarov multicomponent reaction and subsequent oxidation

MATERIALS BASED ON QUINOLINE SULFONAMIDE - METALS WITH ANTIMICROBIAL ACTIVITY AND THEIR X-Ray characterisation

Therapeutic potential of pyrrole and pyrrolidine analogs: an update

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