Kalmode, Hanuman P. ; Patil, Suhag S. ; Handore, Kishor L. ; Athawale, Paresh R. ; Dandela, Rambabu ; Verma, Abhishek Kumar ; Basu, Anirban ; Reddy, D. Srinivasa (2019) Neural Anti-Inflammatory Natural Product Periconianone A: Total Synthesis and Biological Evaluation European Journal of Organic Chemistry, 2019 (13). pp. 2376-2381. ISSN 1434-193X
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Official URL: http://doi.org/10.1002/ejoc.201900048
Related URL: http://dx.doi.org/10.1002/ejoc.201900048
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/O2 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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons. |
| Keywords: | Periconianone A; Diels–alder/Aldol; Allylic Oxidation; Biological Evaluation; Cytotoxicity. |
| ID Code: | 115518 |
| Deposited On: | 17 Mar 2021 09:56 |
| Last Modified: | 17 Mar 2021 09:56 |
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