Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 28, Pages 9637-9644Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b04206
Keywords
-
Categories
Funding
- NIH [GM104180, GM105766]
- Uehara Memorial Foundation
- Eli Lilly
- Novartis
- Bristol-Myers Squibb
- Amgen
- Boehringer-Ingelheim
- Sloan Foundation
- Baxter Foundation
Ask authors/readers for more resources
11-O-Debenzoyltashironin (1) is a member of the neurotrophic sesquiterpenes, trace plant metabolites that enhance neurite outgrowth in cultured neurons. We report its synthesis in six steps from a butenolide heterodimer via its likely biosynthetic precursor, 3,6-dideoxy-10-hydroxypseudoanisatin, here identified as the chain tautomer of 1. Access to the tashironin chemotype fills a gap in a comparison set of convulsive and neurotrophic sesquiterpenes, which we hypothesized to share a common target. Here we show that both classes mutually hyperexcite rat cortical neurons, consistent with antagonism of inhibitory channels and a mechanism of depolarization-induced neurite outgrowth.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available