Physical Sciences and Mathematics Commons^™

Homogeneous And Heterogeneous Approaches To 1,2,4-Triazine-Accelerated Copper-Catalyzed Azide-Alkyne Cycloadditions, Ashleigh Lauren Prince

Doctoral Dissertations

Over the last decade, the domain of click chemistry has grown exponentially and has significantly impacted the fields of organic synthesis, medicinal chemistry, molecular biology, and materials science. The ideal model of a click reaction has become the copper-catalyzed azide-alkyne cycloaddition (CuAAC). Inherent limitations of CuAAC, including high temperatures, long reaction times, and difficult purifications, have been minimized by the development of nitrogen-based ligands. Herein, we present a novel application of 1,2,4-triazines by investigating their use as accelerants for CuAAC.

A diverse library of 1,2,4-triazines were synthesized in order to examine the molecular determinants of their catalytic activity. These ligands …

Polycationic Glycosides, Robert Engel, Ishrat Ghani, Diego Montenegro, Marie Thomas, Barbara Klaritch-Vrana, Alejandra Castaño, Laura Friedman, Jay Leb, Leah Rothman, Heidi Lee, Craig Capodiferro, Daniel Ambinder, Eve Cere, Christopher Awad, Faiza Sheikh, Jaimelee Rizzo, Lisa-Marie Nisbett, Erika Testani, Karin Melkonian

Publications and Research

Cationic lipids have long been known to serve as antibacterial and antifungal agents. Prior efforts with attachment of cationic lipids to carbohydrate-based surfaces have suggested the possibility that carbohydrate-attached cationic lipids might serve as antibacterial and antifungal pharmaceutical agents. Toward the understanding of this possibility, we have synthesized several series of cationic lipids attached to a variety of glycosides with the intent of generating antimicrobial agents that would meet the requirement for serving as a pharmaceutical agent, specifically that the agent be effective at a very low concentration as well as being biodegradable within the organism being treated. The initial …

Lead Discovery And Optimization Strategies Towards The Development Of 4(1h)-Quinolones And 1,2,3,4-Tetrahydroacridone Analogs With Antimalarial Activity, Richard Matthew Cross

USF Tampa Graduate Theses and Dissertations

The goal of our research endeavor was to successfully employ modern lead discovery and optimization strategies towards the development and identification of compounds possessing antimalarial activity. Preliminary data from in vitro screening at the Walter Reed Army Institute of Research identified several chemotypes including 4(1H)-quinolones and 1,2,3,4-tetrahydroacridones to have potent antimalarial activities. Multiple synthetic routes were devised and implemented which enabled the rapid preparation and isolation of over 400 structurally diverse 4(1H)-quinolones and 1,2,3,4-tetrahydroacridones.

Our research towards discovering and optimizing antimalarials was inspired from the severe impact malaria has had on our planet especially on impoverished countries. There are over …

A Study Of Behavior Of Some 5-Substituted- 4-Phenyl-1,2,4-Triazoline-3-Thiones In Sulfuric Acid Solution Using Characteristic Vector Analysis, Vesna Dimova

Turkish Journal of Chemistry

The protonation process of 1,2,4-triazoline-3-thiones (T3T) was studied in aqueous sulfuric acid using the UV method. Characteristic vector analysis (CVA) was used to reconstruct the experimentally obtained UV spectra, to overcome difficulties in calculating the protonation constants of T3T, and to separate the effect of protonation from the generalized medium effect. pK_{TH}+ values were calculated using the Hammett acidity function method, the Bunnett and Olsen method, and the excess acidity function method. The obtained values for m, \phi and m* were close to those characteristic for similar thio compounds, indicating that the protonation site in the molecule of T3T is …

Synthesis, Crystal Structure, And Antioxidant Properties Of Novel 1,2,4-Triazol-5-Ones Containing 3,4-Dimethoxyphenyl And 3,4-Dihydroxyphenyl Moiety, Yasemi̇n Ünver, Sevgi̇ Meydanal, Kemal Sancak, Di̇lek Ünlüer, Reşat Ustabaş, Esra Düğdü

Turkish Journal of Chemistry

A series of new 4-(3,4-dimethoxyphenethyl)-5-akyl/aryl-2H- 1,2,4-triazol-3(4H)-ones (3a-g) was obtained by the reaction of ethyl 2-(ethoxy)(alkylidene/arylidene)hydrazinecarboxylate (1) and 2-(3,4-dimethoxyphen- yl)ethanamine (2). Compounds 4a-f and 5 were synthesized from the reaction of corresponding compounds 3a-f and 3g with BBr_3, respectively. With elemental analysis, IR, ^1H-NMR, and ^{13C-NMR spectral data, 14 newly synthesized compounds were characterized. The structure of compound 3a was inferred through IR, ^1H- and ^{13}C-NMR, elemental analysis, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4a, 4c, 4d, 4f, and 5 exhibited the highest degree of antioxidant activity.

Reaction Of Cycloheptatriene Derivatives With 1,3-Diketones In The Presence Of Mn(Oac)_3, Mahi̇r Burak Südemen, Mustafa Zengi̇n, Hayri̇ye Genç, Meti̇n Balci

Turkish Journal of Chemistry

The reactions of some 1,3-dicarbonyl compounds with cycloheptatriene derivatives in the presence of Mn(OAc)_3 were examined. Cycloheptatriene forms mainly [2+3] and [6+3] dihydrofuran addition products derived from cycloheptatriene. However, the reaction of acetylacetone with cycloheptatriene substituted with an electron withdrawing group exclusively gave products derived from the norcaradiene structure. The formation mechanism of the products as well as the role of the substituent attached to cycloheptatriene is discussed.

Synthesis And Anti-Helicobacter Pylori Activity Of (4-Nitro-1-Imidazolylmethyl)-1,2,4-Triazoles, 1,3,4-Thiadiazoles, And 1,3,4-Oxadiazoles, Asal Fallah-Tafti, Tahmineh Akbarzadeh, Parastoo Saniee, Farideh Siavoshi, Abbas Shafiee, Alireza Foroumadi

Turkish Journal of Chemistry

A series of [(4-nitro-1H-imidazol-1-yl)methyl]-1,2,4- triazoles and 1,3,4-thiadiazoles were prepared and evaluated for their activity against sensitive and resistant H. pylori strains. Study of the structure-activity relationship of these series of compounds indicated that the type of nitroimidazole moiety and the pendent group on the heteroaryl analog dramatically impact the anti-H. pylori activity. In triazole series, compound 5d, containing a 4-methyl phenyl group on the triazole ring, was the most potent compound tested against both metronidazole-sensitive and -resistant strains at a concentration of 8 \mu g.

One Pot Synthesis Of Pyridophenanthroline And Pyrrolophenanthroline Derivatives By Regioselective Reaction Between 1,7-Phenanthroline And Dialkyl Acetylenedicarboxylate: New Fused Heterocyclic Compounds, Malek Taher Maghsoodlou, Reza Heydari, Sayyed Mostafa Habibi Khorassani, Batool Tahami Pour, Ghasem Marandi, Farhad Maghfuri

Turkish Journal of Chemistry

1,7-Phenanthroline reacts with dialkyl acetylenedicarboxylate in a regioselective manner to give new macromolecules such as tetramethyl- 6aH-pyrido[1,2-i][1,7]phenanthroline-7,8,9,10-tetracarboxylate and trialkyl pyrrolo[1,2-i][1,7]phenanthroline-7,8,9-tricarboxylate derivatives.

Ticl(Oipr)3-Mediated One-Pot Reductive Amination Of 1,1'-Diacetylferrocene With Aryl Amines, Md Wasi Ahmad, Sang Yeon Lee, Tae Jeong Kim, Hong Seok Kim

Dr. Mohammad Wasi Ahmad (Md Wasi Ahmad)

No abstract provided.