Isolation, Synthesis and AChE Inhibitory Potential of Some Novel Cinnamyl Esters of Taraxerol, the Major Metabolite of the Mangrove Bruguiera cylindrica. Issue 4 (25th March 2018)

• Record Type: Journal Article
• Authors: Nithyamol Kalappurakkal, Vidyan; Bhattacharya, Dwaipayan; Chakravarty, Sumana; Venkata Uppuluri, Mallavadhani
• Is Part Of: Chemistry & biodiversity. Volume 15:Issue 4(2018)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2018-03-25
• Subjects: Mangrove -- Bruguiera cylindrica -- taraxerol -- AChE inhibition -- BBB permeability; Biochemistry -- Periodicals; Molecular biology -- Periodicals; Biodiversity -- Periodicals; 572
• DOI: 10.1002/cbdv.201800008
• Languages: English
• ISSNs: 1612-1872

Abstract

Abstract : Systematic chemical screening of the leaves of Bruguiera cylindrica, the tree mangrove of Rhizophoraceae family, afforded five single and pure compounds. The structures of the isolated compounds were established by their spectroscopic data as taraxerol (1 ), 3 β ‐( E )‐coumaroyltaraxerol (2 ), 3 β ‐( Z )‐coumaroyltaraxerol (3 ), β ‐sitosterol (4 ), and eicosanol (5 ). In view of significant accumulation and interesting biological activities, taraxerol (1 ) was chemically transformed to synthesize a series of ten cinnamyl esters in very good to excellent yields. The synthesized analogues along with the parent compound were evaluated for their AChE inhibitory potential, BBB permeability and cytotoxicity against Neuro 2A cell line. Among the tested samples, compound9 showed promising AChE inhibition with significantly low IC 50 values, low cytotoxicity and high BBB permeability. Hence, compound9 can be considered as a lead molecule for further development as potent AChE inhibitor. Abstract :