Neural Anti-Inflammatory Natural Product Periconianone A: Total Synthesis and Biological Evaluation

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 1434193X

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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
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ID Code:121816
Deposited On:22 Jul 2021 09:58
Last Modified:22 Jul 2021 09:58

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