A5022227928- Catalytic Cross-Coupling Reactions
- Quinazolinone synthesis and applications
- Asymmetric Synthesis and Catalysis
- Synthesis and Characterization of Heterocyclic Compounds
- Catalytic C–H Functionalization Methods
- Synthesis and biological activity
- Crystallization and Solubility Studies
- Synthetic Organic Chemistry Methods
- X-ray Diffraction in Crystallography
- Tuberculosis Research and Epidemiology
- Crystallography and molecular interactions
- Catalytic Alkyne Reactions
- Mycobacterium research and diagnosis
- Chemical Synthesis and Analysis
- Synthesis and Biological Evaluation
St. Jude Children's Research Hospital
2024
University of Pittsburgh
2013-2021
Mycobacterium abscessus ( Mab ), a nontuberculous mycobacterial (NTM) species, is an emerging pathogen with high intrinsic drug resistance. Current standard-of-care therapy results in poor outcomes, demonstrating the urgent need to develop effective antimycobacterial regimens. Through synthetic modification of spectinomycin (SPC), we have identified distinct structural subclass N-ethylene linked aminomethyl SPCs (eAmSPCs) that are up 64-fold more potent against over parent SPC. Mechanism...
Two complementary approaches for the preparation of linked 5-membered heterocycles were developed. The Pd-catalyzed Suzuki–Miyaura cross-coupling with halogenated furan, thiophene, and selenophene led to higher overall yields, but C,H-bond activation was a more efficient strategy coupling at C(2) oxazoles. Potency selectivity final hydroxymethyl products in renal (A498), lung (NCI-H226), kidney (CAKI-1), breast (MDA-MB-468, MCF7) carcinoma cell lines determined.
Abstract Heterocycles (VIIa), (VIIb), and (X) inhibit significantly renal breast cancer cell lines.
The sequence of allylic alcohol transposition, carbonyl group trapping, oxocarbenium ion formation, and nucleophilic addition results in the formation a ring while serving as fragment-coupling stereocenter-generating reaction. Successful applications these processes require balancing kinetics numerous productive unproductive steps. This work describes manner which solvent changes can be used to expand scope change stereochemical outcomes processes. Mechanistic studies provide greater insight...