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Mini-Reviews in Medicinal Chemistry, Volume 2, No. 2, 2002

 

Contents

 

Molecular Pharmacophore Determination of Lipid Lowering Drugs with the Receptor Mapping Method Pp.97-102

M. Ablise, A. Cartier, G. Siest, S. Visvikis and V. Loppinet

[Abstract]

 

Biomolecular Targets for Platinum Antitumor Drugs Pp.103-111

Rathindra N. Bose

[Abstract]

 

Synthesis and Antimalarial Activity of 1,2,4,5-Tetraoxanes Pp.113-123

Yuxiang Dong

[Abstract]

 

Medicinal Chemistry of Nicotinamide in the Treatment of Ischemia and Reperfusion Pp.125-134

J. Yang, L. K. Klaidman and J. D. Adams

[Abstract]

 

Gas Chromatographic Determination of Prostaglandins Pp.135-144

R. Baranowski and K. Pacha

[Abstract]

 

QRAR Models for Central Nervous System Drugs using Biopartitioning Micellar Chromatography Pp.145-161

C. Quiñones-Torrelo, Y. Martin-Biosca, J.J. Martínez-Pla,S. Sagrado, R.M. Villanueva-Camañas and M.J. Medina-Hernández

[Abstract]

 

Highlights in the Development of New Antiviral Agents Pp.163-175

E. De Clercq

[Abstract]

 

Selective Agonists and Antagonists for Kainate Receptors Pp.177-184

Paola Conti, Marco De Amici and Carlo De Micheli

[Abstract]

 

Daphnane-Type Diterpene Orthoesters and their Biological Activities Pp.185-200

Weidong He, Miroslav Cik, Giovanni Appendino,Luc Van Puyvelde, Josée E. Leysen and Norbert De Kimpe

[Abstract]

 


Abstracts

 

[Back to top] Molecular Pharmacophore Determination of Lipid Lowering Drugs with the Receptor Mapping Method

M. Ablise, A. Cartier, G. Siest, S. Visvikis and V. Loppinet

 

Hypolipidemic pharmacophoric moieties of statins, fibrates, ACAT inhibitors and beta-sitosterol analog series were identified by computational modeling, and compared with the computed structure of new potential glycyrrhetinic acid derivatives lipid-lowering drugs. Their electronic and geometric domains, similar to those of fibrates, suggest a fibrate -like mechanism matching biochemical data.

 

[Back to top] Biomolecular Targets for Platinum Antitumor Drugs

Rathindra N. Bose

 

Cis-diamminedichloroplatinum(II) (cisplatin) is widely used for the treatment of testicular, ovarian,and other forms of cancer. Several second generation platinum centered antitumor drugs have been approved or undergoing phase-3 clinical trial. Cisplatin arrests the cell cycle at the G2 phase by a mechanism commonly known as apoptosis. At the molecular level, it is generally believed that the anticancer properties of these compounds are due to the covalent binding to DNA. In addition to DNA binding, the platinum drugs bind and interact with proteins and enzymes. The toxic effects of the drugs have been usually attributed to protein binding. However, a growing body of work points to much more complex anticancer mechanisms involving direct and indirect interactions of platinum compounds with proteins and enzymes. In this review, a discussion on the strength and weaknesses of DNA binding mechanism followed by enzymes and protein interactions with the drugs are presented for the comprehensive understanding of apoptosis. The purpose of this review is to encourage researchers to explore metallobiochemistry of platinum drugs focusing attention to cellular and molecular events beyond DNA binding.

 

[Back to top] Synthesis and Antimalarial Activity of 1,2,4,5-Tetraoxanes

Yuxiang Dong

 

Methods for formation of 1,2,4,5-tetraoxanes are summarized and antimalarial activities of 1,2,4,5- tetraoxanes are discussed.

 

[Back to top] Medicinal Chemistry of Nicotinamide in the Treatment of Ischemia and Reperfusion

J. Yang, L. K. Klaidman and J. D. Adams

 

Nicotinamide can facilitate DNA repair by inhibiting poly(ADP-ribose) polymerase, increasing NAD levels and adjusting other related enzyme activities. This review will summarize recent work on the design of poly(ADP-ribose) polymerase inhibitors, poly(ADP-ribose) glycohydrolase inhibitors and will discuss the possible use of drugs that interact with NAD synthetic enzymes.

 

[Back to top] Gas Chromatographic Determination of Prostaglandins

R. Baranowski and K. Pacha

 

Progress in separation and detection of prostaglandins and the other metabolites of arachidonic acid by means of GC-ECD, GC-MS, and GC-MS-MS in the course of the past fifteen years was reviewed. One discussed the problems of sample preparation, selection of proper chromatographic conditions, and detection modes available. Finally, applications of the methods developed to detection and quantification of prostanoids in biological material was presented.

 

[Back to top] QRAR Models for Central Nervous System Drugs using Biopartitioning Micellar Chromatography

C. Quiñones-Torrelo, Y. Martin-Biosca, J.J. Martínez-Pla,S. Sagrado, R.M. Villanueva-Camañas and M.J. Medina-Hernández

 

The capability of biopartitioning Micellar Chromatography, BMC, to describe and estimate pharmacokinetic and pharmacodynamic parameters of central nervous system drugs is reviewed in this article.BMC is a mode of micellar liquid chromatography, MLC, that uses micellar mobile phases of Brij35 (polyoxyethilene(23) lauryl ether) prepared in physiological conditions (pH, ionic strength). The retention of a drug in this system depends on its hydrophobic, electronic and steric properties, which also determine its biological activity. The results of BMC studies suggest that this in vitro approach is an attractive useful tool to be implemented into the lead optimization step of drug development scheme.

 

[Back to top] Highlights in the Development of New Antiviral Agents

E. De Clercq

 

The potential of a large variety of new compounds and new strategies for the treatment of virtually all major virus infections has been addressed. This includes, for the treatment of HIV infections, virus adsorption inhibitors (cosalane derivatives, cyanovirin-N), co-receptor antagonists (TAK-100%, AMD3100), viral fusion inhibitors (pentafuside T-20, betulinic acid derivatives), viral uncoating inhibitors (azodicarbonamide), nucleoside/nucleotide reverse transcriptase inhibitors (NRTIs: emtricitabine, amdoxovir, dOTC, d4TMP prodrugs, tenofovir disoproxil fumarate), non-nucleoside reverse transcriptase inhibitors (NNRTIs: thiocarboxanilide UC-781, capravirine, SJ-3366, DPC 083, TMC 125/R165335), integrase inhibitors(diketo acids), transcription inhibitors (temacrazine, flavopiridol), protease inhibitors (atazanavir, mozenavir, tipranavir); for the treatment of RSV and paramyxovirus infections, viral fusion inhibitors (R170591, VP-14637, NMS03); for the treatment of picornavirus infections, viral uncoating inhibitors (pleconaril); for the treatment of pesti- (hepaci-, flavi-) virus infections, RNA replicase inhibitors (VP-32947); for the treatment of herpesvirus (HSV, VZV, CMV) infections, DNA polymerase inhibitors (A-5021, L- and Dcyclohexenylguanine); for the treatment of VZV infections, bicyclic furopyrimidine analogues; for the treatment of CMV infections, fomivirsen; for the treatment of DNA virus infections at large (papilloma-, polyoma-, herpes-, adeno- and poxvirus infections), cidofovir; for the treatment of influenza, neuraminidase inhibitors (zanamivir, oseltamivir, RWJ-270201); for the treatment of HBV infections, adefovir dipivoxil; for the treatment of HBV and HCV infections, N-glycosylation inhibitors (N-nonyl-deoxynojirimycin); and, finally, IMP dehydrogenase inhibitors and S-adenosylhomocysteine hydrolase inhibitors, for the treatment of various virus infections, including hemorrhagic fever virus infections.

 

[Back to top] Selective Agonists and Antagonists for Kainate Receptors

Paola Conti, Marco De Amici and Carlo De Micheli

 

Kainate receptors have only recently been characterized both from the pharmacological and biological point of view. Due to the limited number of truly kainate selective ligands, most of the known agonists and antagonists are generally classified as AMPA/kainate receptors ligands. The increasing interest in the search for selective kainate ligands aims at understanding the physiological role played by these receptors and finding out potential therapeutic approaches for the treatment of a number of neurological pathologies, i.e. schizophrenia, as well as acute and chronic neurodegenerative diseases, i.e. epilepsy, cerebral ischaemia, Parkinson’s and Alzheimer’s diseases. This review will focus on the recently discovered ligands for kainate receptors, with a particular attention given to those molecules displaying a selectivity for the different subunits of the kainate receptors and, on the other hand, to the role played by these receptor subtypes in the pathophysiology of the central nervous system.

 

[Back to top] Daphnane-Type Diterpene Orthoesters and their Biological Activities

Weidong He, Miroslav Cik, Giovanni Appendino,Luc Van Puyvelde, Josée E. Leysen and Norbert De Kimpe

 

Daphnane orthoesters are the active ingredients of plant remedies from the Western, Chinese and African traditional medicine, and have provided important tools to investigate medicinally relevant processes like tumour promotion, apoptosis, neurotrophism, and VR1 activation. The occurrence, biological activity, and molecular pharmacology of these compounds will be reviewed.