Amino acids conjugated quinazolinone-Schiff’s bases as potential antimicrobial agents: Synthesis, SAR and molecular docking studies

Rakesh, K.P.; Kumara, H. K.; Ullas, B. J.; Shivakumara, J.; Gowda, D. Channe

doi:10.1016/j.bioorg.2019.103093

Cited by 58 publications

(23 citation statements)

References 44 publications

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“…14,15 In order to restrain the clinical consequences of the development and spread of antimicrobial resistance both the preservation of current antimicrobials through their appropriate use and the discovery and development of new agents are mandatory. 16 Promising antimicrobial agents for overcoming multidrug resistance are emerging from a variety of sources and methodologies, [17][18][19][20][21][22][23] with the very recent example of articial intelligence aiding this discovery. 24 Several reports emphasized the discovery of new sophisticated antimicrobials from marine sources as a promising strategy to overcome the ever-increasing drug-resistant infectious diseases.…”

Section: Introductionmentioning

confidence: 99%

New marine-derived indolymethyl pyrazinoquinazoline alkaloids with promising antimicrobial profiles

et al. 2020

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Section: Introductionmentioning

confidence: 99%

New marine-derived indolymethyl pyrazinoquinazoline alkaloids with promising antimicrobial profiles

et al. 2020

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“…In organic synthesis, N ‐protected amino acids are essential key precursors and have been used in many areas, for example, peptide synthesis, medicinal chemistry, as chiral sources, and polymer materials . And in the recent years, they got interest because of their magnificent pharmacological and therapeutic properties, and phthalazines linked amino acid derivatives as a new class of promising antimicrobial, antitumor, anihypertensive, antidiabetic,anti‐inflammatory, and vesarelaxant activities . The integration of amino acid residues in various oxygen‐,nitrogen‐, and sulfur‐containing heterocycles sometimes enhances the biological profile manifold over that of its parent nucleus .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of novel phthalazine derivatives as pharmacological activities

Wasfy

Aly

Behalo

et al. 2019

Journal of Heterocyclic Chem

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Phthalazine derivatives attached to amino acid derivatives were synthesized with high yields. The reaction of phthalazine derivatives with different phthalyl and tosylamino acids such as glycine, alanine, phenylalanine, valine, serine, and threonine in the presence of N,N-dicyclo hexylcarbodiimide (DCC) as a dehydrating agent reagent yielded high yields of the afforded compounds.Phthalylamino acids derivatives were obtained by deprotection of phthalazine derivatives, with the latter heating with hydrazine hydrate. The chemical structures of all phthalazine derivatives were affirmed by elemental analysis and spectral data (IR, MS, 1 HNMR, and 13 C NMR). Screening out and estimation of the synthesized derivatives for their cytotoxic and antioxidant activity were done, and most of them showed powerful activity in comparison with standard drugs.We got all chemical reagents from Sigma-Aldrich. Solvents were purchased from El-Nasr Chemicals in analytical grade. Also, we did thin-layer chromatography (TLC) on all products by using silica gel polyester sheets (Kieselgel 60 F254, 0.20 mm, Merck). All melting points are in degree centigrade (uncorrected). We recorded IR spectra (KBr) at the Microanalytical Center (Faculty of S C H E M E 1 Synthesis of phthalazinone derivative 2 S C H E M E 2 Synthesis of phthalazines derivative (4,5) WASFY ET AL.

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“…Lipophilicity (LogP o/w) values of all synthesized compounds were in the range from 1.83 to 3.44 for mono-substituted compounds, and 3.10 to 6.31 for disubstituted compounds while their molecular weights are generally within the accepted range-with a few exceptions. The compounds were found with optimum number of hydrogen bonding donors (0-4) and hydrogen bonding acceptors (1)(2)(3)(4)(5)(6)(7)(8). The achieved results indicate that most of the compounds follow Lipinski rule and have a good partition coefficient.…”

Section: Admet Propertiesmentioning

confidence: 94%

Virtual Screening of Phenylenediamine Schiff`s Base Derivatives as Possible DNA Intercalating Agents

Meiqal¹,

Ammar²,

Sadawe³

et al. 2020

BJSTR

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There are several ways by which organic compounds can interact with Deoxyribonucleic Acid (DNA), including covalent bonding, electrostatic binding or intercalation. Intercalation occurs when the compound (ligand) of appropriate size and chemical nature fit between base pairs of DNAs [1,2]. In order for an intercalator to fit between base pairs, they must consist of planar polycyclic aromatic rings, and the DNA must dynamically open a space between its base pairs by unwinding [3]. The ability of intercalating agents to inhibit DNA replication and nucleic acid synthesis in vivo leads to their extensive use as mutagens, antibiotics, antibacterials, trypanocides, schistosomicides, and antitumor agents. The intercalative binding is non-covalent stacking interaction resulting from the insertion of a planar aromatic ring(s) between the base pairs of the DNA double helix [4,5]. Many classes of organic compounds have been reported to possess good DNA intercalating activity. Among these agents, Schiff's bases (imines) showed a large range of biological activities including antiviral, antibacterial, antiproliferative, antifungal, and antimalarial activities [6-8].

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Amino acids conjugated quinazolinone-Schiff’s bases as potential antimicrobial agents: Synthesis, SAR and molecular docking studies

Cited by 58 publications

References 44 publications

New marine-derived indolymethyl pyrazinoquinazoline alkaloids with promising antimicrobial profiles

New marine-derived indolymethyl pyrazinoquinazoline alkaloids with promising antimicrobial profiles

Synthesis of novel phthalazine derivatives as pharmacological activities

Virtual Screening of Phenylenediamine Schiff`s Base Derivatives as Possible DNA Intercalating Agents

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