The 2,6'-bijuglone natural product diospyrin and its unnatural 3,6'-isomer idospyrin have been synthesized in seven steps each from ,-diethylsenecioamide in overall yields of 12% and 13%, respectively. The syntheses diverge from ramentaceone (7-methyljuglone) and include a key Suzuki-Miyaura cross-coupling. Diospyrin, idospyrin, and several synthetic precursors exhibit potent and selective cytotoxicity to the murine myeloma NS-1 cell line over neonatal foreskin cells.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.jnatprod.0c00800 | DOI Listing |
Publication Analysis
Top Keywords
26'-bijuglone natural
8
natural product
8
product diospyrin
8
total synthesis
4
synthesis antitumor-antitubercular
4
antitumor-antitubercular 26'-bijuglone
4
diospyrin 36'-isomer
4
36'-isomer 26'-bijuglone
4
diospyrin unnatural
4
unnatural 36'-isomer
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!