Authors: | Snyder, L.; Shen, W.; Bornmann, W. G.; Danishefsky, S. J. |
Article Title: | Synthesis of 18-noranhydrocamptothecin analogs which retain topoisomerase I inhibitory function |
Abstract: | The total syntheses of compounds 2 and 3 are described. Key departures from previous routes to camptothecin from these laboratories involved (i) early incorporation of C2 oxygen (see compound 9) and (ii) recourse to a Heck vinylation for installation of a hydroxymethyl equivalent on the pyridone (see transformation 15 → 16). The final compounds are of considerable interest in that they are the most drastically modified E ring systems which retain topoisomerase I inhibitory function. © 1994, American Chemical Society. All rights reserved. |
Keywords: | unclassified drug; enzyme inhibition; drug synthesis; structure activity relation; camptothecin derivative; reaction analysis; dna topoisomerase; article; 18 noranhydrocamptothecin |
Journal Title: | Journal of Organic Chemistry |
Volume: | 59 |
Issue: | 23 |
ISSN: | 0022-3263 |
Publisher: | American Chemical Society |
Date Published: | 1994-11-01 |
Start Page: | 7033 |
End Page: | 7037 |
Language: | English |
DOI: | 10.1021/jo00102a030 |
PROVIDER: | scopus |
DOI/URL: | |
Notes: | Export Date: 14 January 2019 -- Article -- Source: Scopus |