Quantitative Structure Activity Relationship correlating the antitubercular and antibacterial (Staphylococcus aureus and Escherichia coli) activities with the structural descriptors of reported naphthyridine derivatives was developed. The data were divided into training and test sets. The former was used to develop the regression model and the latter was used to examine the predictive capability of these models. The statistical measures such as squared correlation coefficient (r 2 = 0.79-0.84), adjusted squared correlation coefficient (r 2 adj = 0.78-0.83) F-ratio (26.85-67.16), and cross-validation (q 2 = 0.74-0.79) were found to be satisfactory for all activities and the predictions were within the 99% confidence level. The models contained atom type, thermodynamic, structural, and electrotopological descriptors which emphasized the importance of the size, shape, and the lipophilicity of the molecule. © Springer Science+Business Media, LLC 2011.

Mukesh Doble

Department Of Biotechnology

Ponnurengan Malliappan Sivakumar

Geetha Iyer

3 PHENYL 1,8 NAPHTHYRIDINE DERIVATIVE

4 PHENYL 1,8 NAPHTHYRIDINE DERIVATIVE

antiinfective agent

tuberculostatic agent

unclassified drug

Antibacterial activity

article

Escherichia coli

Mycobacterium tuberculosis

nonhuman

quantitative structure activity relation

Staphylococcus aureus

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Medicinal Chemistry Research

Heterocyclic motif is an important scaffold which has both industrial and pharmaceutical applications. These motifs can be prepared using wide variety of reaction conditions such as the use of expensive catalyst, toxic solvent, harsh reaction condition like the use of base, high temperature, and multistep reaction. Although various methods are involved, the chemistry arena is now shifted towards the greener way of synthesis. Nanocatalyst constitutes an important role in the green synthesis. This is because the activity of the catalyst resides in the exposed portion of the particles. By decreasing the size of the catalyst, advantages such as more surface area would be exposed to the reactant, only negligible amount would be required to give the significant result and selectivity could be achieved, thereby, eliminating the undesired products. The current review enlists the various types of nanocatalyst involved in the heterocyclic ring formation and also some other important functionalization over the ring.

Fulltext

Journal of Nanomaterials

Function of Nanocatalyst in Chemistry of Organic Compounds Revolution: An Overview

Quantitative structure activity relationships (QSAR) were developed relating the 14th and 21st day antituberculosis activity against H37Rv strain of Mycobacterium tuberculi and antibacterial activity against Staphylococcus aureus ATCC3750, Bacillus subtilis 6633, Escherichia coli ATCC3750, and Salmonella typhi NCTC786 of 55 pyrazine containing thiazolines and thiazolidinones, with the molecular descriptors. The developed models were able to fit the data well (r2 = 0.69-0.87) and had reasonable predictive capability (q2 &gt; 0.62). The data were also divided into a training set and a test set, the former was used to develop the QSAR and the latter was used to evaluate the predictive capability of these developed models. In all the cases, the models were able to predict the test data set reasonably well. Predominantly, pyrazine ring is well-known for its antimycobacterial activity and hence these equation could be used to design newer analogues with higher activity. These compounds also possess both antitubercular and antibacterial activity. Descriptors pertaining to electronic, topology, and hydrophobicity of the molecules appear in the model equations. © 2008 The Authors.

Chemical Biology and Drug Design

Impact of topological and electronic descriptors in the QSAR of pyrazine containing thiazolines and thiazolidinones as antitubercular and antibacterial agents

Design of compounds having good anti-tubercular activity is gaining much importance in the field of tuberculosis research due to reemergence of antibiotic resistance strains. In this paper quantitative structure activity relationships (QSAR) were developed on chalcones, chalcone-like compounds, flavones and flavanones to understand the relationship between biological activity and structural features. Genetic function approximation (GFA) method was used to identify the descriptors that would lead to good regression equations. The best molecular descriptors identified were Jurs descriptors (Jurs charged partial surface area), hydrogen bond donor, principal moment of inertia, molecular energy, dipole magnetic, molecular area, absorption, distribution, metabolism and excretion (ADME) properties and Chi indices (Kier &amp; Hall chi connectivity indices). Excellent statistically significant models were developed by this approach (r2 = 0.8-0.97) for the four groups of compounds. The cross validated r2 (XV r2) which is an indication of the predictive capability of the model for all the cases was also very good (=0.79-0.94). © 2007 Pharmaceutical Society of Japan.

Chemical and Pharmaceutical Bulletin

QSAR Studies on chalcones and flavonoids as anti-tuberculosis agents using genetic function approximation (GFA) method

In order to develop relatively small molecules as antimycobacterial agents, twenty-five chalcones were synthesized, their activity was evaluated, and quantitative structure-activity relationship (QSAR) was developed. The synthesis was based on the Claisen-Schimdt scheme and the resultant compounds were tested for antitubercular activity by luciferase reporter phage (LRP) assay. Compound C24 was found to be the most active (∼99%) in this series based on the percentage reduction in Relative Light Units at both 50 and 100 μg/ml levels, followed by compound C21. Four compounds at the 50 μg/ml and eight compounds at the 100 μg/ml showed activity above 90% level. QSAR model was developed between activity and spatial, topological, and ADME descriptors for the 50 μg/ml data. The statistical measures such as r, r2, q2, and F values obtained for the training set were in acceptable range and hence this relationship was used for the test set. The predictive ability of the model is satisfactory (q2 = 0.56) and it can be used for designing similar group of compounds. © 2007 Elsevier Ltd. All rights reserved.

Bioorganic and Medicinal Chemistry Letters

Synthesis, antimycobacterial activity evaluation, and QSAR studies of chalcone derivatives

ChemInform

ChemInform Abstract: Synthesis and Antimicrobial Activity of 1′,2′,4′-Triazolyl/1′,3′,4′- Thiadiazolyl/1′,3′,4′-Oxadiazolyl-1,8-naphthyridines and Related Compounds.

ChemInform Abstract: Synthesis and Evaluation of Antihypertensive Activity of 1,8-Naphthyridine Derivatives. Part 10.

QSAR studies on substituted 3- or 4-phenyl-1,8-naphthyridine derivatives as antimicrobial agents

Journal	Medicinal Chemistry Research
ISSN	10542523
Open Access	No