Microwave-induced synthesis and anti-microbial activities of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives

Nadaraj, V.; Selvi, S. Thamarai; Mohan, S.

doi:10.1016/j.ejmech.2008.07.004

Cited by 78 publications

(33 citation statements)

References 15 publications

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“…For the medicinal use of 1,4-dihydropyridine derivatives, see: Zheng et al (2011); Ginsberg & Kummer (2011);Nadaraj et al (2009) ;Husson et al (2011). For the preparation of the title compound, see: Heravi et al (2010).…”

Section: Related Literaturementioning

confidence: 98%

“…The 1,4-dihydropyridine (1,4-DHP) derivatives exhibits various bioactivities, including sedative-hypnotic activity (Zheng et al 2011), inhibition of the α 4-integrin-paxillin interaction (Ginsberg et al 2011), anti-microbial activities (Nadaraj et al 2009),and antitumor activity (Husson et al 2011). These reports inspired us to study the relationship between their structures and activities.…”

Section: Commentmentioning

confidence: 98%

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7-(3-Nitrophenyl)-9,10-dihydro-7H-benzo[h]cyclopenta[b]quinolin-8(11H)-one

Li¹,

Zhang²

2011

Acta Cryst E

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In the title compound, C22H16N2O3, the naphthalene ring, the 1,4-dihydropyridine ring and the cyclopent-2-enone ring are nearly coplanar, with the dihedral angles between the neighbouring rings being 1.93 (11) and 2.30 (9)°, respectively. The benzene ring group at position 7 and the 1,4-dihydropyridine ring form a dihedral angle of 78.75 (4)°. Intermolecular N—H⋯O hydrogen bonds and C—H⋯π interactions stabilize the crystal packing.

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Section: Related Literaturementioning

confidence: 98%

Section: Commentmentioning

confidence: 98%

7-(3-Nitrophenyl)-9,10-dihydro-7H-benzo[h]cyclopenta[b]quinolin-8(11H)-one

Li¹,

Zhang²

2011

Acta Cryst E

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“…The acridine family includes a wide range of planar tri-cyclic aromatic molecules with various biological properties and consists of a nitrogen atom (N-atom) in its heterocyclic nucleus. The natural and synthetic compounds of the acridine family are well known therapeutic agents due to their wide range of pharmacological and biological activities, including anti-leishmanial [1,2], anti-microbial [3], anti-oxidant [4], anti-malarial [5], anti-inflammatory [6], analgesic [7], anti-parasitic [8], antitumoural [9], anti-bacterial or anti-cancer chemotherapy [10][11][12][13] activities, among others. The diversity of the biological and pharmacological activities has given acridines a respectable reputation in chemotherapy in the 20th century [14].…”

Section: Introductionmentioning

confidence: 99%

QSPR studies of 9-aniliioacridine derivatives for their DNA drug binding properties based on density functional theory using statistical methods: Model, validation and influencing factors

Chtita

Hmamouchi

Larif

et al. 2016

Journal of Taibah University for Science

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Please cite this article as: S. Chtita, R. Hmamouchi, M. Larif, M. Ghamali, M. Bouachrine, T. Lakhlifi, QSPR studies of 9-aniliioacridine derivatives for their DNA drug binding properties based on density functional theory using statistical methods: Model, validation and influencing factors, Journal of Taibah University for Science (2015), http://dx.Abstract: As a continuation of our research on the development and optimization of the biological activities/proprieties of acridine derivatives, a series of 31 molecules based on 9-aniliioacridines (25 training set and 6 test set) were subjected to 3D quantitative structure propriety relationship QSPR analyses for their drug-DNA binding proprieties using multiple linear regression (MLR) and multiple non-linear regression (MNLR). Quantum chemical calculations using density functional theory (B3LYP/6-31G (d) DFT) methods was performed on the studied compounds and used to calculate the electronic and quantum chemical parameters. The models were used to predict the association constant of the DNA drug binding of the test set compounds, and the agreement between the experimental and predicted values was verified. The descriptors determined by QSPR studies were used for the study and design of new compounds. The statistical results indicate that the predicted values were in good agreement with the experimental results (r= 0.935 and r= 0.936 for MLR and MNLR, respectively). To validate the predictive power of the resulting models, the external validation multiple correlation coefficients were 0.932 and 0.939 for the MLR and the MNLR, respectively. These results show that both models possess a favourable estimation stability and good prediction power.

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“…Acridine derivatives are used in medicine and have enormous potential as pharmaceutical agents due to their biological activities such as antimicrobial [1], antioxidant [2], anticancer [3–5], antimalarial [6], anti-inflammatory [7], analgesic [8], antileishmanial [9], and so forth. The chemical modification of acridines such as the introduction of different substitutions or heterocyclic rings were allowed expansion of research on the structure activity relationship to afford new insight into molecular interactions at the receptor level [10].…”

Section: Introductionmentioning

confidence: 99%

Docking Studies, Synthesis, Characterization and Evaluation of Their Antioxidant and Cytotoxic Activities of Some Novel Isoxazole-Substituted 9-Anilinoacridine Derivatives

Rajagopal

Rafick

Sankar

et al. 2012

The Scientific World Journal

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A convenient synthesis of novel isoxazole-substituted 9-anilinoacridine derivatives 5a–j was reported. The compounds were confirmed by physical and analytical data and screened for in vitro antioxidant activity by DPPH method, reducing power assay and total antioxidant capacity method. The cytotoxic activity of the compounds was also studied in HEp-2 cell line. The docking studies of the synthesized compounds were performed towards the key nucleoside dsDNA by using AutoDock vina 4.0 programme. All the isoxazole-substituted compounds have significant activities.

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Microwave-induced synthesis and anti-microbial activities of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives

Cited by 78 publications

References 15 publications

7-(3-Nitrophenyl)-9,10-dihydro-7H-benzo[h]cyclopenta[b]quinolin-8(11H)-one

7-(3-Nitrophenyl)-9,10-dihydro-7H-benzo[h]cyclopenta[b]quinolin-8(11H)-one

QSPR studies of 9-aniliioacridine derivatives for their DNA drug binding properties based on density functional theory using statistical methods: Model, validation and influencing factors

Docking Studies, Synthesis, Characterization and Evaluation of Their Antioxidant and Cytotoxic Activities of Some Novel Isoxazole-Substituted 9-Anilinoacridine Derivatives

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