Cu(I)-catalyzed azide–alkyne 1,3-dipolar cycloaddition (CuAAC), popularly known as the “click reaction”, serves as the most potent and highly dependable tool for facile construction of simple to complex architectures at the molecular level. Click-knitted threads of two exclusively different molecular entities have created some really interesting structures for more than 15 years with a broad spectrum of applicability, including in the fascinating fields of synthetic chemistry, medicinal science, biochemistry, pharmacology, material science, and catalysis. The unique properties of the carbohydrate moiety and the advantages of highly chemo- and regioselective click chemistry, such as mild reaction conditions, efficient performance with a wide range of solvents, and compatibility with different functionalities, together produce miraculous neoglycoconjugates and neoglycopolymers with various synthetic, biological, and pharmaceutical applications. In this review we highlight the successful advancement of Cu(I)...

Cu-Catalyzed Click Reaction in Carbohydrate Chemistry

https://digital.library.unt.edu/ark:/67531/metadc284540/m2/1/high_res_d/1-s2.0-S0304419X13000644-main.pdf

Targeting the STAT3 signaling pathway in cancer: role of synthetic and natural inhibitors.

Genistein and Cancer: Current Status, Challenges, and Future Directions

Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Topics in current chemistry

Dielectric properties of two diastereoisomers of the arabinose and their equimolar mixture.

A convenient synthesis of carbohydrate oxiranes via sulfonates

Facile Synthesis of 1,2-trans-Nitrophenyl-1-Thioglycopyranosides

Methotrexate (MTX) is a commonly used antimetabolite, which inhibits folate and DNA synthesis to be effective in the treatment of various malignancies However, MTX therapy is hindered by the lack of target tumor selectivity We have designed, synthesized and evaluated a novel glucose-methotrexate conjugate (GLU-MTX) both in vitro and in vivo, in which a cleavable linkage allows intracellular MTX release after selective uptake through glucose transporter-1 (GLUT1) GLU-MTX inhibited the growth of colorectal (DLD-1), breast (MCF-7) and lung (A427) adenocarcinomas, squamous cell carcinoma (SCC-25), osteosarcoma (MG63) cell lines, but not in WI-38 healthy fibroblasts In tumor cells, GLU-MTX uptake increased 17-fold compared to unconjugated MTX 4,6-O-ethylidene-α-D-glucose (EDG), a GLUT1 inhibitor, significantly interfered with GLU-MTX induced growth inhibition, suggesting a glucose-mediated drug uptake Glu-MTX also caused significant tumor growth delay in vivo in breast cancer-bearing mice These results show that our GLUT-MTX conjugate can be selectively uptake by a range of tumor cells to cause their significant growth inhibition in vitro, which was also confirmed in a breast cancer model in vivo GLUT1 inhibitor EDG interfered with these effects verifying the selective drug uptake Accordingly, GLU-MTX offers a considerable tumor selectivity and may offer cancer growth inhibition at reduced toxicity

https://www.mdpi.com/1422-0067/22/4/1748/pdf

Wiesław Szeja

Papers

Dielectric properties of two diastereoisomers of the arabinose and their equimolar mixture.

A convenient synthesis of carbohydrate oxiranes via sulfonates

Facile Synthesis of 1,2-trans-Nitrophenyl-1-Thioglycopyranosides

In Vitro and In Vivo Efficacy of a Novel Glucose-Methotrexate Conjugate in Targeted Cancer Treatment.

Synthesis of S-Glycosyl N,N-Diethyldithiocarbamates from Protected, Reducing Monosaccharides Under Phase-Transfer Conditions