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Updated: May 22, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Astracondensatol D: A 6/6/5/6 Cycloartane Triterpenoid from Astragalus condensatus
Fadime Aydoğan1,2, Pankaj Pandey1, Frank R Fronczek3
1National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, Mississippi 38677, United States.
Abstract:
Astracondensatol D (1), a pentacyclic triterpenoid featuring an uncommon 6/6/5/6-fused ring system, along with its precursor astracondensatol E (2), and two simplified 20(27)-octanorcycloastragenol derivatives (3 and 4) were isolated from Astragalus condensatus for the first time. Classical NMR spectroscopic data, integrated with NMR and DP4+ calculations, unambiguously determined their absolute stereostructures. X-ray crystallography provided independent confirmation of the structure of compound 3. The plausible biosynthetic pathway, encompassing the Wagner-Meerwein rearrangement and retro-aldol reaction, was proposed for their formation and supported by computational analysis.
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