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Discover the total synthesis of Vindoline, a crucial precursor to Vinblastine, an antimicrotubule drug used in cancer treatment. Learn about the significance and history of Vindoline/Vinblastine in medicinal chemistry and natural products synthesis. Explore Dale L. Boger's research achievements in synthetic methodology. This article delves into the strategic retrosynthesis and forward synthesis approaches for Vindoline production and unveils key cycloaddition cascades. Enhance your understanding of this vital alkaloid's synthesis process and its pharmaceutical applications.
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Asymmetric Total Synthesis of Vindoline Daisuke Kato, Yoshikazu Sasaki, and Dale L. Boger* Lan Wang Chem 635 February 19 2013
Dale L. Boger, Ph.D. • B.S. University of Kansas, 1975 • Ph.D. Harvard University, 1980 • Assistant/Associate Professor of Medicinal Chemistry, University of Kansas, 1979-85 • Associate Professor/Professor of Chemistry, Purdue University, 1985-91 • Professor, The Scripps Research Institute, 1991-present • His research is focused in synthetic methodology and natural products total synthesis • > 520 publications
History of Vindoline/Vinblastine • Vindoline, a major alkaloid of Cantharanthus roseus, constitutes the more complex lower half of vinblastine and serves as both a biosynthetic and synthetic precursor to this important natural product. • Vinblastineis an antimicrotubule drug used to treat certain kinds of cancer, including Hodgkin's lymphoma, non-small cell lung cancer, and et al. It was traditionally obtained from Catharanthus roseus, also known as Vinca rosea. • Vinblastine was first isolated by Robert Noble and Charles Thomas Beer at the University of Western Ontario from the Madagascar periwinkle plant in 1958.
