Syntheses of Suitably Functionalized Sialosides

It is clear that multivalent sialosides may offer numerous opportunities for ''medicinal glycobiology.'' They can be used to increase receptor binding interactions in areas such as flu virus inhibition of hemagglutination, anti-inflammatory agents (se-lectin antagonists), cancer vaccines and immunodiagnostics, and in treating gastrointestinal infections. Moreover, inasmuch as sialic acid receptor themselves might be organized as clusters, it appeared sound to synthesize multivalent glycoforms...

References

JE Kapusnik, CJ Hackbarth, HF Chambers. J Infect Dis 158 7-12, 1988. 2. B Vogelman, W Craig. J Pediatr 5 835-840, 1986. 3. BD Davis. Microbiol Rev 57 341-350, 1987. 4. K Bush, S Mobashery. In BP Rosen, S Mobashery, eds. Resolving the Antibiotic Paradox Progress in Understanding Drug Resistance and Development of New Antibiotics. New York Plenum Press, 1998, pp 71-98. 5. LP Kotra, S Mobashery. Bull Inst Pasteur 96 139-150, 1998. 6. RS Edson, CL Terrell. Mayo Clin Proc 66 1158-1164, 1991. 7. A...

Structural Features And Energetics

A number of specific components contribute to the complex energetics of lectin-ligand interactions. The observed affinities (functional affinities, see Section II.B.1) for these processes arise from the features of the monovalent and multivalent binding interactions. As a prelude to an examination of specific multidentate interactions, this section describes the features of monovalent protein-saccharide complexation and the factors that contribute to the high functional affinities observed for...

Methodologies in Syntheses of Aminoglycoside Antibiotics

Aminoglycoside Antibiotics

Jalal Haddad, Mei-Zheng Liu, and Shahriar Mobashery Wayne State University, Detroit, Michigan Many aminoglycoside antibiotics that are being used as therapeutic agents are semisynthetic products. These compounds show excellent antibiotic properties, yet they suffer from ototoxicity and renal toxicity. Furthermore, bacterial resistance to aminoglycosides is widespread among pathogens, resulting in failure of these antibiotics in the treatment of infectious diseases. As a consequence, these...

Overview of the Glycal Assembly Approach

While the donor-bound paradigm Case 2 minimizes the number of protecting group manipulations that have to be carried out on the solid support, it mandates the presence of a latent glycosyl donor moiety in the solution-based glycosyl acceptor. Glycal building blocks fulfill these requirements, since they serve as glycosyl acceptors but may be converted into powerful glycosylating agents. Danishefsky and coworkers successfully explored the application of the glycal assembly method to the solid...

Strategy 1 Synthesis of OSW1

Benzyl Penicillin

Saponin OSW-1 1 is the major component of a small group of cholestane saponins isolated by Sashida et al. from the bulbs of Ornithogalum saudersia. This molecule, while showing little toxicity to normal cells in vitro, exhibited remarkable activities against a broad spectrum of malignant tumor cells, with IC50 between 0.1 and 0.7 nM, which is about 10-100 times more potent than such clinical anticancer agents as mitomycin C, adriamycin, cisplatin, camptothecin, and taxol 9 . According to...