Quinolones: structure-activity relationships and future predictions

Tillotson, Glenn

doi:10.1099/00222615-44-5-320

Cited by 129 publications

(85 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Galanthamine, an alkaloid that occurs in the bulbs of daffodils, is also an acetylcholinesterase inhibitor and is currently in clinical trials as a possible therapy for cognitive impairment in Alzheimer's disease [19].…”

Section: Central Nervous System (Cns) Drugsmentioning

confidence: 99%

“…The effort to design better antimalarial agents has also led to the discovery of other important anti-infectives, including a class of synthetic antibacterials that is among the most prescribed in clinical use today-the fluoroquinolones. The first of the quinolones to be used clinically, nalidixic acid, was synthesized as part of a large program by the Sterling Drug Company to synthesize new antimalarials based on the quinine nucleus [19]. The 1,8-naphthyridines were observed to be antibacterial, and in 1964, nalidixic acid became available for use in the United Kingdom for urinary tract infections.…”

Section: Anti-infectivesmentioning

confidence: 99%

See 1 more Smart Citation

Natural and synthetic substances related to human health (IUPAC Technical Report)

Topliss¹,

Am²,

Ernst³

et al. 2002

Pure and Applied Chemistry

View full text Add to dashboard Cite

Republication or reproduction of this report or its storage and/or dissemination by electronic means isAbstract: There is a widespread belief on the part of the general public that natural substances are inherently superior to synthetic substances with regard to efficacy and safety in matters related to human health. This question is examined by reviewing the therapeutic use of drugs and herbal medicine preparations, the role of vitamins and nutrients, and the effects of toxic substances. A comparison of the characteristics of natural and synthetic substances within these categories shows a similar range of favorable and unfavorable effects. It is apparent that molecular structure and dose determine the effect of substances on human health, not whether they are of natural or synthetic origin. INTRODUCTION (J. G. Topliss)

show abstract

Section: Central Nervous System (Cns) Drugsmentioning

confidence: 99%

Section: Anti-infectivesmentioning

confidence: 99%

Natural and synthetic substances related to human health (IUPAC Technical Report)

Topliss¹,

Am²,

Ernst³

et al. 2002

Pure and Applied Chemistry

View full text Add to dashboard Cite

show abstract

“…There is a large amount of literature about fluoroquinolones addressing the effect of modifying each carbon in the molecules of the central bicyclic nucleus (11)(12)(13). Nowadays, fluoroquinolones with their unique structure and biological activity, as well as the TVA molecule, still attract the attention of researchers with regard to the synthesis of new derivatives, new pharmacological activities including antitumor activity, QSAR, salt formation and complexes with metal cations, clinical usefulness, and the possible mechanisms of toxicity and structure-side-effect-relationships (14)(15)(16)(17)(18).…”

mentioning

confidence: 99%

Effects of substituents on the NMR features of basic bicyclic ring systems of fluoroquinolone antibiotics and the relationships between NMR chemical shifts, molecular descriptors and drug-likeness parameters

Takač¹

2010

Acta Pharmaceutica

View full text Add to dashboard Cite

In the present study, the NMR spectroscopic features of trovafloxacin (TVA) mesylate, pefloxacin (PFX) mesylate dihydrate and ciprofloxacin (CIP) hydrochloride monohydrate were studied in DMSO-d 6 solution with the aim of investigating the effects of substituents and the type of salt on the NMR parameters of basic bicyclic fluoroquinolone and fluoronaphthyridone ring systems. For this purpose, the 1 H-and 13 C-one-and two-dimensional homo-and heteronuclear NMR methods were used. The analysis of 1 H-and 13 C-NMR spectra confirmed the structures of investigated fluoroquinolone salts. Relationships between 1 H-and 13 C-NMR chemical shifts of fluoronaphthyridone and fluoroquinolone ring systems, calculated molecular descriptors (MDs) and drug-likeness scores (DLSs), computed for monoprotonic cations of investigated fluoroquinolone salts (TVAH + , PFXH + and CIPH + ), were also explored. The topological polar surface area (TPSA), the parameter of lipophilicity (miLogP), the relative molecular mass (M r ) and the volume (V) of computed molecular descriptors (MDs), as well as the G protein-coupled receptor ligand-likeness (GPCR ligand-ls), the ion channel ligand-likeness (ICL-ls), the kinase inhibitor-likeness (KI-ls) and the nuclear receptor ligand-likeness (NRL-ls) were used in this study. The 1 H-NMR chemical shifts of protons in COOH, H5 and NH n + , as well as 13 C-NMR chemical shifts of C4, C5 and C11 shown to be good parameters in exploration of property-property and property-drug-likeness relationships for investigated fluoroquinolone salts. Thus, collinear relationships of 1 H-NMR chemical shifts of protons in COOH, H5 and NH n + with TPSA and miLogP, as well as with GPCR ligand-ls, KI-ls and NRL-ls were revealed (d, ppm H in COOH vs. TPSA, d, d, ppm H5 vs.

show abstract

“…Chemotherapy of TB has started in the 1940's with anti-TB research resulting in the discovery of active anti-TB agents, and newer strategies have been devised in recent years to treat TB (27)(28)(29)(30). The important first-line antitubercular drugs, which include streptomycin (SM), isoniazid (INH), rifampicin (RMP), ethambutol (EMB) and pyrazinamide (PZA) and their mechanism of action is discussed below.…”

Section: First Line Anti-tubercular Agentsmentioning

confidence: 99%

Efforts Towards the Development of New Antitubercular Agents: Potential for Thiolactomycin Based Compounds

et al. 2008

View full text Add to dashboard Cite

Development of new chemotherapeutic drugs is the need of the hour to improve tuberculosis control, particularly in the developing world. In the last fourty years no new compound has been brought to the market for the treatment of tuberculosis. However, in recent years there is an enhanced activity in the research and development of new drugs for TB. Some compounds are presently in clinical development, while others are being investigated pre-clinically in an attempt to explore new molecules for the target based treatment of TB. Simultaneously some new targets are being identified and validated for their practical usefulness. Structures based on thiolactomycin could have considerable potential in the development of target based anti-TB agents. The present review provides an overview of the drugs that are being clinically used and the compounds that are in advanced stages of clinical as well as preclinical studies. We have also attempted to highlight the efforts that are being made in the development of new molecules based on thiolactomycin as lead compound, including studies from this laboratory.

show abstract

Quinolones: structure-activity relationships and future predictions

Cited by 129 publications

References 9 publications

Natural and synthetic substances related to human health (IUPAC Technical Report)

Natural and synthetic substances related to human health (IUPAC Technical Report)

Effects of substituents on the NMR features of basic bicyclic ring systems of fluoroquinolone antibiotics and the relationships between NMR chemical shifts, molecular descriptors and drug-likeness parameters

Efforts Towards the Development of New Antitubercular Agents: Potential for Thiolactomycin Based Compounds

Contact Info

Product

Resources

About