Synthesis and Antifungal Bioactivities of 3-Alkylquinazolin- 4-one Derivatives

Ouyang, Gangfeng; Zhang, Peiquan; Xu, Gangfang; Song, Baoan; Song, Yang; Jin, Linhong; Xue, Wei; Hu, Deyu; Lü, Ping; Chen, Zhuo

doi:10.3390/11060383

Cited by 43 publications

(31 citation statements)

References 10 publications

(8 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As medicines, many of them display antifungal [1], antimicrobial [2], anti-HIV [3], antitubercular [4], anticancer [5], antiinflammatory [6], anticonvulsant [7], antidepressant [8], hypolipidemic [9], antiulcer [10], analgesic [11] or immunotropic activities [12] and are also known to act as thymidyalate synthase [13], poly(ADP-ribose) polymerase (PARP) [14], and protein tyrosine kinase [15] inhibitors. As pesticides, they are used as insecticides [16], fungicides [17] and antiviral agents [18] such as TMV , CMV inhibitors. In light of the growing number of applications in recent years there has been an enormous increase in the interest among biologists and chemists in their synthesis and bioactivity of quinazoline derivatives.…”

mentioning

confidence: 99%

Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives

et al. 2007

Self Cite

View full text Add to dashboard Cite

A simple and general method has been developed for the synthesis of various 4(3H)-quinazolinone derivatives by the treatment of the appropriate 3-amino-2-aryl-4(3H)-quinazolinone with a substituted benzaldehyde in ethanol. The structures of the compounds were characterized by elemental analysis, IR, 1 H-NMR and 13 C-NMR spectra. The title 2-aryl-or 2-methyl-3-(substituted-benzalamino)-4(3H)-quinazolinone compounds III-1~III-31 were found to possess moderate to good antiviral activity. Semi-quantitative PCR and Real Time PCR assays were used to ascertain the target of action of compound III-31 against TMV. The studies suggest that III-31 possesses antiviral activity due to induction of up-regulation of PR-1a and PR-5, thereby inhibiting virus proliferation and movement by enhancement of the activity of some defensive enzyme.

show abstract

mentioning

confidence: 99%

Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives

et al. 2007

Self Cite

View full text Add to dashboard Cite

show abstract

“…Compounds bearing a quinazolinone moiety are well known due to their broad activity [26]. New compounds of this type are still under investigation [27][28][29]. Therefore, it is interesting to connect both moieties (triazole and quinazolinone) and investigate how the structural features of the resulting series affect a particular kind of activity.…”

Section: Introductionmentioning

confidence: 99%

QSAR studies of a number of triazole antifungal alcohols

Nowaczyk

Modzelewska-Banachiewicz

2010

Open Chemistry

View full text Add to dashboard Cite

Abstract:The activity of fungicide agents containing a quinazolinone ring was described using the quantitative structure-activity relationship (QSAR) model by applying it to data taken from literature. The title compounds exhibit two important types of activity against certain fungal pathogens, i.e. activity against yeast and activity against filamentous fungi. A correlation between both antifungal activities (e.g. FA(yst) and FA(ff)) and physicochemical parameters such as the logarithm of the n-octanol/water partition coefficient (log P), the polarizability (P), the global minimum energy (TE), the energy difference between the frontier molecular orbital (DELH) and the molar refractivity (MR), was established using multiple linear regression. The molecular descriptors of the antifungal agents were obtained by quantum chemical calculations combined with molecular modeling calculations. Statistical analysis shows that the antifungal activity depends mainly on the calculated partition coefficients, log P, of the compounds. Bi-parametric models reveal that antifungal activity relates linearly to log P and P. © Versita Sp. z o.o.

show abstract

“…As medicines, many of them display antifungal 1 , antimicrobial 2 , anti-HIV 3 , antitubercular 4 , anticancer 5 , antiinflammatory 6 , anticonvulsant 7 , antidepressant 8 , hypolipidemic 9 , antiulcer 10 , analgesic 11 or immu-notropic activities 12 and are also known to act as thymidyalate synthase 13 , poly(ADP-ribose) polymerase (PARP) 14 , and protein tyrosine kinase 15 inhibitors. As pesticides, they are used as insecticides 16 and fungicides 17 . In light of the growing number of applications in recent years there has been an enormous increase in the interest among biologists and chemists in their synthesis and bioactivity of quinazoline derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectroscopic Characterization and X-Ray Analysis of 6-Nitroquinazoline-2,4(1h,3h)-Dione

Kesternich

Pérez-Fehrmann

Ortíz

et al. 2013

J. Chil. Chem. Soc.

View full text Add to dashboard Cite

In this work, 6-nitroquinazoline-2,4(1H,3H)-dione was obtained in two step with good yields using a facile synthetic method. Its structure was characterized by X-ray single crystal diffraction technique (XRD), IR, 1D-NMR ( 1 H-NMR and 13 C-NMR) and 2D-NMR (H-H COSY and H-C HMBC) spectroscopy. All N and O carbonyl atoms are involved in hydrogen bonding, with an average H···O distance of 1.89 (2)

show abstract

Synthesis and Antifungal Bioactivities of 3-Alkylquinazolin- 4-one Derivatives

Cited by 43 publications

References 10 publications

Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives

Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives

QSAR studies of a number of triazole antifungal alcohols

Synthesis, Spectroscopic Characterization and X-Ray Analysis of 6-Nitroquinazoline-2,4(1h,3h)-Dione

Contact Info

Product

Resources

About