relation: http://d-scholarship-dev.library.pitt.edu/19517/ title: Synthesis and biological evaluation of (-)-16-normethyldictyostatin: A potent analogue of (-)-dictyostatin creator: Shin, Y creator: Fournier, JH creator: Balachandran, R creator: Madiraju, C creator: Raccor, BS creator: Zhu, G creator: Edler, MC creator: Hamel, E creator: Day, BW creator: Curran, DP description: (Chemical Equation Presented) (-)-16-Normethyldictyostatin has been made by total synthesis and is a potent antitumor agent in cells expressing wild-type tubulin and in one mutant cell line that is resistant to paclitaxel, but it is much less active than dictyostatin in another paclitaxel-resistant cell line where Val is substituted for Phe270. This provides strong evidence that the C16 methyl group of the dictyostatins is oriented toward Phe270 in the paclitaxel-binding site on β-tubulin. © 2005 American Chemical Society. date: 2005-07-07 type: Article type: PeerReviewed format: text/plain language: en rights: attached identifier: http://d-scholarship-dev.library.pitt.edu/19517/1/licence.txt identifier: Shin, Y and Fournier, JH and Balachandran, R and Madiraju, C and Raccor, BS and Zhu, G and Edler, MC and Hamel, E and Day, BW and Curran, DP (2005) Synthesis and biological evaluation of (-)-16-normethyldictyostatin: A potent analogue of (-)-dictyostatin. Organic Letters, 7 (14). 2873 - 2876. ISSN 1523-7060 relation: 10.1021/ol050808u