Total synthesis and absolute configuration determination of the α-glycosidase inhibitor (3S,4R)-6-Acetyl-3-hydroxy-2,2-dimethylchroman-4-yl (Z)-2-Methylbut-2-enoate from Ageratina grandifolia
| Title | Total synthesis and absolute configuration determination of the α-glycosidase inhibitor (3S,4R)-6-Acetyl-3-hydroxy-2,2-dimethylchroman-4-yl (Z)-2-Methylbut-2-enoate from Ageratina grandifolia |
| Publication Type | Journal Article |
| Year of Publication | 2023 |
| Authors | Dandawate, M, Choudhury, R, Krishna, GRama, D. Reddy, S |
| Journal | Journal of Natural Products |
| Volume | 86 |
| Issue | 7 |
| Pagination | 1878-1883 |
| Date Published | JUN |
| Type of Article | Article |
| ISSN | 0163-3864 |
| Abstract | Herein, we report the first total synthesis of & alpha;-glycosidaseinhibitor (3R, 4S)-6-acetyl-3-hydroxy-2,2-dimethylchroman-4-yl(Z)-2-methylbut-2-enoate as well as its enantiomer.Our synthesis confirms the chromane structure separately proposedby Navarro-Vazquez and Mata, on the basis of DFT computations. Furthermore,our synthesis allowed us to determine the absolute configuration ofthe natural compound as (3S, 4R)and not (3R, 4S). |
| DOI | 10.1021/acs.jnatprod.3c00236 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 5.1 |
Divison category:
Organic Chemistry
Database:
Web of Science (WoS)