Cipacinoids E–O: Eleven limonoids represent two different scaffolds from Cipadessa cinerascens. (1st January 2022)

• Record Type: Journal Article
• Authors: Yu, Jin-Hai; Zhou, Bin; Wu, Pei-Qian; Liu, Qun-Fang; Yue, Jian-Min
• Is Part Of: Tetrahedron. Volume 103(2022)
• Publication Date: 2022-01-01
• Subjects: Limonoids -- Cipadessa cinerascen -- Structural identification -- Quantum-chemical calculation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2021.132566
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Eleven new limonoids named cipacinoids E–O (1 –11 ) including nine methyl angolensate-type limonoids (1 –9 ) and two havanensin-type limonoids (10 and 11 ), as well as seven reported limonoids (12 –18 ), were isolated from the leaves of Cipadessa cinerascens . The structures of these limonoids were identified by analyses of spectroscopic data and by using the methods of quantum-chemical calculation. Cipacinoids E–G (1 –3 ) are the first cases possessing an additional six-membered lactone ring formed by intramolecular transesterification between 9-OH and C-7 methyl ester. Graphical abstract: Image 1