Quantitative structure–activity relationship studies for the prediction of antifungal activity of N-arylbenzenesulfonamides against Botrytis cinerea

Saı́z-Urra, Liane; González, Maykel Pérez; Collado, Isidro G.; Hernández-Galán, Rosario

doi:10.1016/j.jmgm.2006.05.006

Cited by 23 publications

(13 citation statements)

References 35 publications

(28 reference statements)

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“…Also, the presence of outliers can be detected by examining several statistics such as standard residual, Mahalanobis distance, deleted residual, and Cook s distance values. From these statistics, standard residual values are one of the most used in the literature [51,52] and has been established that values outside the range of AE 2 point to compounds considered outliers. For these reasons, in this study we plotted the leverage values calculated for every compound (X-axis) versus standard residuals (Y-axis).…”

Section: Identifying Outliersmentioning

confidence: 99%

Theoretical Prediction of Antiproliferative Activity against Murine Leukemia Tumor Cell Line (L1210). 3D‐Morse Descriptor and its Application in Computational Chemistry

et al. 2009

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Cancer is among the top ten causes of death in the world but in spite of the efforts of the pharmaceutical companies and many governmental organizations, new and more effective drugs are urgently needed. Computer-assisted studies have been widely used to predict anticancer activity taking into account different molecular descriptors, statistical techniques, cell lines, and datasets of congeneric and non-congeneric compounds. This paper describes a QSAR study and the successful application of 3D-MoRSE descriptor for developing Linear Discriminant Analysis (LDA) to predict the anticancer potential of a diverse set of indolocarbazoles derivatives. Despite the structural complexity of this sort of compounds the used variables are able to identify the most remarkable features like the incidence of polarizability of the substituents and the interatomic distance in the 7-azaindole moiety in the antiproliferative activity. A comparison with other approaches such as the Getaway, Randić molecular profile, Geometrical, RDF descriptors, was carried out showing the model with 3D-MoRSE descriptor resulting in the best accuracy and predictive capability. An LDA-based desirability analysis was conducted to select the levels of the predictor variables, in other words, the values of the independent variables which should generate more desirable anticancer chemicals, i.e., with higher posterior probability to be classified cytotoxic.

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Section: Identifying Outliersmentioning

confidence: 99%

Theoretical Prediction of Antiproliferative Activity against Murine Leukemia Tumor Cell Line (L1210). 3D‐Morse Descriptor and its Application in Computational Chemistry

et al. 2009

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“…Many studies have reported the application of TOPS-MODE in QSAR and drug design, which include the design of new sedative/hypnotic [25], anticonvulsant [26], anticancer [27], antiinflamatory [28], herbicides [29], antibacterial [30], and central nervous system activity [31]. Other studies reported the design of anti-HIV nucleosides [32,33], antioxidants analogues of compounds in Brazilian propolis [34], adenosine receptors inhibitors [35], and antifungal compounds [36].…”

Section: Box 2 | Calculation Of Bond Contributionsmentioning

confidence: 99%

How the Parts Organize in the Whole? A Top-Down View of Molecular Descriptors and Properties for QSAR and Drug Design

Estrada

2008

MRMC

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Sometimes the complexity of a system, or the properties derived from it, do depend neither on the individual characteristics of the components of the system nor on the nature of the physical forces that hold them together. In such cases the properties derived from the "organization" of the system given by the connectivity of its elements can be determinant for explaining the structure of such systems. Here we explore the necessity of accounting for these structural characteristics in the molecular descriptors. We show that graph theory is the most appropriate mathematical theory to account for such molecular features. We review a method (TOPS-MODE) that is able to transform simple molecular descriptors, such as logP, polar surface area, molar refraction, charges, etc., into series of descriptors that account for the distribution of these characteristics (hydrophobicity, polarity, steric effects, etc) across the molecule. We explain the mathematical and physical principles of the TOPS-MODE method and develop three examples covering the description and interpretation of skin sensitisation of chemicals, chromosome aberration produced by organic molecules and drug binding to human serum albumin.

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“…Therapeutically sulfonamides are being widely used in human (especially where other antibiotics are nontolerable to patients) and veterinary practice [5]. For agricultural purposes many derivatives of sulfonamide have been reported due to their antifungal [6–8] and herbicidal [9] properties. The newer antibacterial drugs with different mode of action and mechanism have become an emerging demand to overcome existing drugs resistant pathogens.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Antibacterial Activities of Novel Sulfonamides Derived through Condensation of Amino Group Containing Drugs, Amino Acids, and Their Analogs

Qadir

Ahmed

Iqbal

2015

BioMed Research International

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Novel sulfonamides were developed and structures of the new products were confirmed by elemental and spectral analysis (FT-IR, ESI-MS, 1HNMR, and 13CNMR). In vitro, developed compounds were screened for their antibacterial activities against medically important gram (+) and gram (−) bacterial strains, namely, S. aureus, B. subtilis, E. coli, and K. pneumoniae. The antibacterial activities have been determined by measuring MIC values (μg/mL) and zone of inhibitions (mm). Among the tested compounds, it was found that compounds 5a and 9a have most potent activity against E. coli with zone of inhibition: 31 ± 0.12 mm (MIC: 7.81 μg/mL) and 30 ± 0.12 mm (MIC: 7.81 μg/mL), respectively, nearly as active as ciprofloxacin (zone of inhibition: 32 ± 0.12 mm). In contrast, all the compounds were totally inactive against the gram (+) B. subtilis.

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Quantitative structure–activity relationship studies for the prediction of antifungal activity of N-arylbenzenesulfonamides against Botrytis cinerea

Cited by 23 publications

References 35 publications

Theoretical Prediction of Antiproliferative Activity against Murine Leukemia Tumor Cell Line (L1210). 3D‐Morse Descriptor and its Application in Computational Chemistry

Theoretical Prediction of Antiproliferative Activity against Murine Leukemia Tumor Cell Line (L1210). 3D‐Morse Descriptor and its Application in Computational Chemistry

How the Parts Organize in the Whole? A Top-Down View of Molecular Descriptors and Properties for QSAR and Drug Design

Synthesis, Characterization, and Antibacterial Activities of Novel Sulfonamides Derived through Condensation of Amino Group Containing Drugs, Amino Acids, and Their Analogs

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