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QSAR Studies on Thiazolidines: A Biologically Privileged Scaffold

  • Yenamandra S. PrabhakarEmail author
  • V. Raja Solomon
  • Manish K. Gupta
  • S. B. KattiEmail author
Chapter
Part of the Topics in Heterocyclic Chemistry book series (TOPICS, volume 4)

Abstract

A large number of drugs and biologically relevant molecules contain heterocyclic systems. Often the presence of hetero atoms or groupings imparts preferential specificities in their biological responses. Amongst the heterocyclic systems, thiazolidine is a biologically important scaffold known to be associated with several biological activities. Some of the prominent biological responses attributed to this skeleton are antiviral, antibacterial, antifungal, antihistaminic, hypoglycemic, anti-inflammatory activities. This diversity in the biological response profiles of thiazolidine has attracted the attention of many researchers to explore this skeleton to its multiple potential against several activities. Many of these synthetic and biological explorations have been subsequently analyzed in detailed quantitative structure-activity relationship (QSAR) studies to correlate the respective structural features and physicochemical properties with the activities to identify the important structural components in deciding their activity behavior. In this, drugs or any biologically active molecules may be viewed as structural frames consisting of strategically positioned functional groups that will interact effectively with the complementary groups/sites of the receptor. With this in focus, the present article reviews the QSAR studies of diverse biological activities of the thiazolidines published during the past decade.

Thiazolidines QSAR Molecular modeling 

Abbreviations

AF

Aspergillus fumigatus

AIDS

acquired immune deficiency syndrome

ANN

artificial neural network

AR

aldose reductase

ATPase

adenosin tri-phosphatase

BPN

back propagation neural networks

CA

Candida albicans

cAMP

cyclic-adenosine mono phosphate

CN

Cryptococcus neoformans

CODESSA

comprehensive descriptors for structural and statistical analysis

CoMFA

comparative molecular field analysis

CoMSIA

comparative molecular similarity analysis

COX

cyclooxygenase

CPE

carrageenan mice paw edema

CP-MLR

combinatorial protocol in multiple linear regression

E/L

enzyme ligand interaction

FA

factor analysis

G/PLS

genetic partial least squares

GAGs

glycosaminoglycans

GFA

genetic function approximation

HBTU

2-(1H-benzotrizo-1-yl)-1,1,3,3-tetramethyluraniumhexafluorophospate

HIV

human immunodeficiency virus

MEDV

molecular electronegativity distance vector

MFA

molecular field analysis

MLR

multiple linear regression

MMPs

metalloproteinases

MOE

molecular operating environment

MOPAC

molecular orbital partial atomic charge

MSA

molecular shape analysis

NNRTIs

non-nucleoside reverse transcriptase inhibitors

NO

nitric oxide

NPY5R

neuropeptide Y5 receptor

NRTIs

nucleoside reverse transcriptase inhibitors

NSAIDs

non-steroidal anti-inflammatory drugs

OA

octopamine agonists

PCR

principle components regression

PLS

partial least square

PPARs

peroxisome proliferator-activated receptors

QSAR

quantitative structure-activity relationship

RSM

receptor surface model

RT

reverse transcriptase

TM

Tricophyton mentagrophyte

TxA2

Thromboxane A2

TZDs

thiazolidinediones

VSMP

variable selection and modeling method based on prediction

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Notes

Acknowledgments

Two of the authors (VRS and MKG) gratefully acknowledge CSIR, New Delhi, India for financial support in the form of a Senior Research Fellowship. CDRI communication no. 6894.

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Authors and Affiliations

  1. 1.Medicinal and Process Chemistry DivisionCentral Drug Research InstituteLucknow-226 001India

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