Fluoroalkyl Amino Reagents (FARs): A General Approach towards the Synthesis of Heterocyclic Compounds Bearing Emergent Fluorinated Substituents

Commare, Bruno; Schmitt, Étienne; Aribi, Fallia; Panossian, Armen; Vors, Jean‐Pierre; Pazenok, Sergiy; Leroux, Frédéric R.

doi:10.3390/molecules22060977

Cited by 20 publications

(16 citation statements)

References 112 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The 25-anhydro-alisol F (C 30 H 44 O 3 ) was detected in the leaf fraction (dichloromethane). This terpene was isolated from Alisma orientalis (Alismataceae), being a substance derived from alisol F, which is a terpene with antiinflammatory action [14,15]. Phytuberina (C 17 H 26 O 4 ) was detected in leaf partitions (all solvents) and in the stem partition (dichloromethane), being found in Solanaceae specifically in Solanum tuberosum L. and Nicotiana tabacum [16,17].…”

Section: Resultsmentioning

confidence: 99%

Chemical Composition of Diplopterys pubipetala (Malpighiaceae)

Costa

Santos

Almeida

et al. 2020

EJMP

View full text Add to dashboard Cite

In view of the therapeutic potential and popular use of the Malpighiaceae family, with emphasis on the importance of species of the Diplopterys (Banisteriopsis) genus, the objective of this study was to identify the metabolites classes of leaves and stems of Diplopterys pubipetala. The extracts were analyzed and detected 10 compounds distributed among alkaloids (2), flavonoids (3), terpenes (3), saponin (1) and lactone (1). Among the substances found, there are compounds already reported in the Malpighiaceae family. The therapeutic potentials cited in the literature for the identified substances were: antifungal, antiviral, antimicrobial, antioxidant, anti-inflammatory and antitumor actions. This work is a pioneer in the study of the chemical constituents present in D. pubipetala and opens new lines of research for this species.

show abstract

Section: Resultsmentioning

confidence: 99%

Chemical Composition of Diplopterys pubipetala (Malpighiaceae)

Costa

Santos

Almeida

et al. 2020

EJMP

View full text Add to dashboard Cite

show abstract

“…13 Since then, it has been widely used as a selective fluorinating agent of compounds containing hydroxyl moieties. 14…”

Section: Cyanuric Fluoridementioning

confidence: 99%

Recent Advances in the Synthesis of Acyl Fluorides

Gonay¹,

Batisse²,

Paquin³

2020

Synthesis

View full text Add to dashboard Cite

Acyl fluorides are valuable intermediates in organic synthesis. They are increasingly employed in peptide synthesis, in challenging esterification and amidation reactions or in transition-metal-catalyzed transformations. This review summarizes recent advances in their preparation.1 Introduction2 Nucleophilic Fluorination2.1 α-Fluoroamine Reagents2.2 Sulfur-Based Reagents2.3 Metal Catalysts2.4 Phosphorus-Based Reagents2.5 N,N′-Dicyclohexylcarbodiimide/HF·Pyridine2.6 Uranium Hexafluoride2.7 Bromine Trifluoride3 Radical Fluorination4 Conclusion

show abstract

“…Furthermore, the synthesis methods of organofluorine chemicals are intensively studied [37] due to their various applications in medicine, chemistry, and agriculture. Organofluorine compounds are used for treating bacterial (e.g., fluoroquinolones), fungal (fluconazole, flucytosine), and viral (e.g., clevudine for hepatitis B, efavirenz for HIV infection) infections, malaria (mefloquine), cancer (e.g., 5-fluorouracil, a thymidylate synthase inhibitor, floxuridine, an antimetabolite in the treatment of colorectal cancer, bicalutamide, a nonsteroidal anti-androgen, flutamide with anti-androgen properties), diabetes (tolrestat, an aldose reductase inhibitor used in diabetic complications, sitagliptin, a dipeptidyl peptidase-4 inhibitor), superficial or systemic hypercholesterolemia (atorvastatin, an inhibitor of 3-hydroxy-3-methyl-glutaryl-CoA reductase, torcetrapib, a cholesterylester transfer protein inhibitor), asthma and allergic rhinitis (fluticasone propionate), glaucoma (travoprost, tafluprost), and depression (e.g., fluoxetine, a selective serotonin reuptake inhibitor), as well as for maintenance of general anesthesia (desflurane).…”

Section: Introductionmentioning

confidence: 99%

New Substituted Benzoylthiourea Derivatives: From Design to Antimicrobial Applications

et al. 2020

View full text Add to dashboard Cite

The increasing threat of antimicrobial resistance to all currently available therapeutic agents has urged the development of novel antimicrobials. In this context, a series of new benzoylthiourea derivatives substituted with one or more fluorine atoms and with the trifluoromethyl group have been tested, synthesized, and characterized by IR, NMR, CHNS and crystal X-ray diffraction. The molecular docking has provided information regarding the binding affinity and the orientation of the new compounds to Escherichia coli DNA gyrase B. The docking score predicted the antimicrobial activity of the studied compounds, especially against E. coli, which was further demonstrated experimentally against planktonic and biofilm embedded bacterial and fungal cells. The compounds bearing one fluorine atom on the phenyl ring have shown the best antibacterial effect, while those with three fluorine atoms exhibited the most intensive antifungal activity. All tested compounds exhibited antibiofilm activity, correlated with the trifluoromethyl substituent, most favorable in para position.

show abstract

Fluoroalkyl Amino Reagents (FARs): A General Approach towards the Synthesis of Heterocyclic Compounds Bearing Emergent Fluorinated Substituents

Cited by 20 publications

References 112 publications

Chemical Composition of Diplopterys pubipetala (Malpighiaceae)

Chemical Composition of Diplopterys pubipetala (Malpighiaceae)

Recent Advances in the Synthesis of Acyl Fluorides

New Substituted Benzoylthiourea Derivatives: From Design to Antimicrobial Applications

Contact Info

Product

Resources

About