DFT Based Electrophilicity Index and QSAR study of Phenols as Anti Leukaemia Agent

Pasha, Farhan Ahmad; Srivastava, Hemant Kumar; Beg, Yakoob; Singh, Pashupati Prasad
March 2006
American Journal of Immunology;2006, Vol. 2 Issue 1, p23
Academic Journal
Density Functional reactivity indices based QSAR study of 49 phenol derivatives is presented in this paper. Two different models to describe the anti leukaemia activity of phenols have been made. First QSAR model includes molecular properties like molecular weight (Mw), hardness (η), chemical potential (μ), total energy, and electrophilicity index (ω). Various regression models have been made and regression quality indicates that these descriptors provides valuable information and have significant role in assessment of activity of phenols. Klopman gave first quantum chemical treatment to describe the reactivity of a chemical system in terms of acidic softness En and basic softness Em at atomic level. In this paper we have derived the partial electrophilicity by the multiplication of global electrophilicity index (given by Parr etal) and the acidic softness En (given by Klopman). This total electrophilicity index has been used as descriptors along with the other atomic properties like highest negative charge (Qmin) etc in second QSAR model. This model also provides good results. The DFT calculations have been performed by using B88-PW91 GGA energy functional with the DZVP basis set on Cache pro software and the regression models have been made on project leader software associated with CAChe. These DFT models have high predictive power and have sufficient reliability to describe the Anti leukaemia activity of phenols which is clear from its correlation coefficient r2 and cross validation coefficient rcv2.


Related Articles

  • Anticancer activity of nucleoside analogues: A density functional theory based QSAR study. Pubalee Sarmah; Ramesh Deka // Journal of Molecular Modeling;Mar2010, Vol. 16 Issue 3, p411 

    Abstract  In the present work multiple linear regression analyses were performed to build QSAR models for nucleoside analogous using density functional theory (DFT) and molecular mechanics (MM+) based descriptors in both gas and solvent phases. The QSAR models for 14 carbocyclic analogues...

  • A QSAR, Pharmacokinetic and Toxicological Study of New Artemisinin Compounds with Anticancer Activity. Vieira, Josinete B.; Braga, Francinaldo S.; Lobato, Cleison C.; Santos, César F.; Costa, Josivan S.; Bittencourt, José Adolfo H. M.; Brasil, Davi S. B.; Silva, Jocivânia O.; Hage-Melim, Lorane I. S.; Macêdo, Williams Jorge C.; Carvalho, José Carlos T.; Santos, Cleydson Breno R. // Molecules;Aug2014, Vol. 19 Issue 8, p10670 

    The Density Functional Theory (DFT) method and the 6-31G** basis set were employed to calculate the molecular properties of artemisinin and 20 derivatives with different degrees of cytotoxicity against the human hepatocellular carcinoma HepG2 line. Principal component analysis (PCA) and...

  • DFT-based QSAR study of alkanols and alkanthiols using the conductor-like polarizable continuum model (CPCM). Khaled Azizi; Mohammad Safarpour; Maryam Keykhaee; Ahmad Mehdipour // Journal of Molecular Modeling;Dec2009, Vol. 15 Issue 12, p1509 

    Abstract  The usefulness of the CPCM method, calculated at the level of the DFT theory using 6-311++G** basis set for QSAR study of anesthetic activity of alkanol(thiol)s was examined. Three classes of molecular descriptors including AIM, chemical and quantum chemical were used to model...

  • QSAR Study of the Biologically Active Organosulfurs in Natural Products. Abu-Awwad, Fakhr M. // E-Journal of Chemistry;2010 Supplement 1, Vol. 7, pS335 

    The biological activities of two sets of a total of 30 different polysulfides were investigated using QSAR. The semiempirical AM1 in Gaussian 2003 for windows was used to optimize the structures whereas a subsequent calculation of hundreds of various types of descriptors at the density...

  • Structural requirements of salicylaldehyde benzoylhydrazones and their Cu(II) complexes for anticancer activity.  // Canadian Journal of Chemistry;Sep2012, Vol. 90 Issue 9, p762 

    Salicylaldehyde benzoylhydrazone (H2sb) has a variety of biological activities including anticancer activity. The Cu(II) complexes of H2sbs possess enhanced anticancer activity as compared with their free ligands. A quantitative structure-activity relationship (QSAR) analysis was performed on a...

  • Use of Physicochemical and Topological Parameters in Estimating Anti-Cancer Activity of Benzothiazole Derivatives. Gupta, Deepali; Shaik, Basheerulla; Singh, Jyoti; Singh, Neelu; Agrawal, Vijay K. // Letters in Drug Design & Discovery;Nov2011, Vol. 8 Issue 9, p850 

    Several physicochemical and topological descriptors used for estimating anti-cancer activity of benzothiazole derivatives indicated that the use of physicochemical parameters alone yield most appropriate model for modeling the activity.

  • A QSAR Analysis of Coumarin Derivatives as TNF-α Inhibitor -- A Rational Approach to Anticancer Drug Design. Noolvi, Malleshappa N.; Patel, Harun M.; Kaur, Tarandeep // Letters in Drug Design & Discovery;Nov2011, Vol. 8 Issue 9, p868 

    A set of one hundred and twenty two coumarin derivatives with TNF-α inhibitory activity was subjected to the two dimensional quantitative structure activity relationships (2D-QSAR) studies using MDS 3.0 drug designing module with Multiple Linear Regression (MLR), Principle Component...

  • QSAR Study of SMMC7721 Inhibitors from Diterpenoids with a Dehydroabietyl Skeleton. Xiaoping Rao; Zhanqian Song; Zongde Wang; Yong Wu; Shibin Shang; Ling He; Qin Huang // Letters in Drug Design & Discovery;Feb2012, Vol. 9 Issue 2, p177 

    A series of SMMC7721 inhibitors with a dehydroabietyl skeleton were synthesized from dehydroabietic acid and dehydroabietylamine, respectively. Their preliminary biological tests show promising antitumor activities against SMMC7721 cells. The molecular structural features of compounds are...

  • QSAR study of flavonoids analogues as in vivo anticancer BCRP inhibition bio-activity. Sachan, Shailja; Tiwari, Santosh; Kumar Tiwari, Santosh // International Journal of PharmTech Research;Sep/Oct2014, Vol. 6 Issue 5, p1687 

    QSAR is among the most extensively used computational methodology for analogue-based design. A molecular modeling strategy using flavonoids analogue recently reported in the literature was designed. A multiple linear regression (MLR) model using stepwise method is based on 24 molecules has been...


Read the Article


Sorry, but this item is not currently available from your library.

Try another library?
Sign out of this library

Other Topics