vicenistatin and Neoplasms

vicenistatin has been researched along with Neoplasms* in 1 studies

Other Studies

1 other study(ies) available for vicenistatin and Neoplasms

Article	Year
Synthesis and structure-activity relationship of vicenistatin, a cytotoxic 20-membered macrolactam glycoside. Chemistry, an Asian journal, 2012, Volume: 7, Issue:12 We have developed two syntheses of vicenistatin and its analogues. Our first-generation strategy included the rapid and sequential assembly of the macrocyclic lactam by using an intermolecular Horner-Wadsworth-Emmons reaction between the C3-C13 fragment and the C1-C2, C14-C19 fragment, followed by an intramolecular Stille coupling reaction. The second-generation strategy utilized a ring-closing metathesis of a hexaene intermediate to generate the desired 20-membered macrolactam. This second-generation strategy made it possible to prepare synthetic analogues of vicenistatin, including the C20- and/or C23-demethyl analogues. Evaluation of the cytotoxic effect of these analogues indicated the importance of the fixed conformation of aglycon for determining the biological activity of the vicenistatins. Topics: Aminoglycosides; Animals; Antineoplastic Agents; Cell Line; Cell Line, Tumor; Cell Survival; Glycosides; Humans; Lactams; Macrolides; Neoplasms; Rats; Structure-Activity Relationship	2012

Article

Year

Synthesis and structure-activity relationship of vicenistatin, a cytotoxic 20-membered macrolactam glycoside.

Chemistry, an Asian journal, 2012, Volume: 7, Issue:12

We have developed two syntheses of vicenistatin and its analogues. Our first-generation strategy included the rapid and sequential assembly of the macrocyclic lactam by using an intermolecular Horner-Wadsworth-Emmons reaction between the C3-C13 fragment and the C1-C2, C14-C19 fragment, followed by an intramolecular Stille coupling reaction. The second-generation strategy utilized a ring-closing metathesis of a hexaene intermediate to generate the desired 20-membered macrolactam. This second-generation strategy made it possible to prepare synthetic analogues of vicenistatin, including the C20- and/or C23-demethyl analogues. Evaluation of the cytotoxic effect of these analogues indicated the importance of the fixed conformation of aglycon for determining the biological activity of the vicenistatins.

Topics: Aminoglycosides; Animals; Antineoplastic Agents; Cell Line; Cell Line, Tumor; Cell Survival; Glycosides; Humans; Lactams; Macrolides; Neoplasms; Rats; Structure-Activity Relationship

2012