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QSAR Studies on Thiazolidines: A Biologically Privileged Scaffold

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QSAR and Molecular Modeling Studies in Heterocyclic Drugs II

Part of the book series: Topics in Heterocyclic Chemistry ((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.

An erratum to this chapter is available at http://dx.doi.org/10.1007/7081_045.

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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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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. Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow-226 001, India

    Yenamandra S. Prabhakar, V. Raja Solomon, Manish K. Gupta & S. B. Katti

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  1. Yenamandra S. Prabhakar
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  2. V. Raja Solomon
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  3. Manish K. Gupta
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  4. S. B. Katti
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Correspondence to Yenamandra S. Prabhakar or S. B. Katti .

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Satya Prakash Gupta

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Prabhakar, Y.S., Raja Solomon, V., Gupta, M.K., Katti, S.B. QSAR Studies on Thiazolidines: A Biologically Privileged Scaffold. In: Gupta, S.P. (eds) QSAR and Molecular Modeling Studies in Heterocyclic Drugs II. Topics in Heterocyclic Chemistry, vol 4. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_021

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