Neural anti-inflammatory natural product periconianone A: total synthesis and biological evaluation
| Title | Neural anti-inflammatory natural product periconianone A: total synthesis and biological evaluation |
| Publication Type | Journal Article |
| Year of Publication | 2019 |
| Authors | Kalmode, HP, Patil, SS, Handore, KL, Athawale, PR, Dandela, R, Verma, AKumar, Basu, A, D. Reddy, S |
| Journal | European Journal of Organic Chemistry |
| Issue | 13 |
| Pagination | 2376-2381 |
| Date Published | APR |
| Type of Article | Article |
| ISSN | 1434-193X |
| Keywords | Aldol, Allylic oxidation, Biological evaluation, Cytotoxicity, Diels-Alder, Periconianone A |
| Abstract | Total synthesis of periconianone A, an eremophilane-type sesquiterpenoid with impressive neural anti-inflammatory potential, has been accomplished. Diels-Alder/aldol strategy to construct tetrahydro-naphthalene-2,6-dione scaffold, allylic oxidation of dienone using DBU/O-2 and postulated biomimetic aldol reaction to construct 6/6/6 tricyclic system are the highlights of the present synthesis. Furthermore, the synthesized (+/-)-periconianone A and two close analogs were tested for their neural anti-inflammatory activity using various assays. In the course of our study we found a structurally simplified analog is superior to (+/-)-periconianone A. |
| DOI | 10.1002/ejoc.201900048 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.029 |
Divison category:
Organic Chemistry