Dineolignans of 3-O-4′ diphenyl ether-type from fruits of Magnolia obovata. (April 2017)

• Record Type: Journal Article
• Authors: Seo, Kyeong-Hwa; Lee, Dae-Young; Lee, Yeong-Geun; Baek, Nam-In
• Is Part Of: Phytochemistry. Volume 136(2017)
• Page Start: 133
• Page End: 140
• Publication Date: 2017-04
• Subjects: Magnolia obovate -- Magnoliaceae -- 1, 4-benzodioxane type neolignan -- 3-O-4′ diphenyl ether-type neolignans -- Dineolignan -- Obovatalignan; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2017.01.003
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Seven dineolignans of the 3- O -4′ diphenyl ether-type (obovatalignans C-I, respectively), were isolated from fruits of Magnolia obovata through repeated silica gel (SiO2 ), octadecyl SiO2, and Sep-Pak chromatographies. Their chemical structures were determined based on various spectroscopic methods including NMR, HR-MS, IR, specific rotation, and CD spectrometry. Especially, compounds1–5 include the relatively rare 1, 4-benzodioxane ring moiety in the molecular structure. Graphical abstract: Seven dineolignans of 3- O -4′ diphenyl ether-type neolignans, named obovatalignans C-I, were isolated from the fruit of Magnolia obovata through repeated silica gel, octadecyl SiO2, and Sep-Pak chromatographies. Their chemical structures were determined via various spectroscopic methods including NMR, HR-MS, IR, specific rotation, and CD spectrometry. Especially, five of seven compounds had a 1, 4-benzodioxane moiety in their structures. Highlights: Seven dineolignans of the 3- O -4′ diphenyl ether-type were isolated from Magnolia obovata fruits and named obovatalignans C-I. Chemical structures including stereo-chemistries were determined through extensive NMR, MS, and CD spectroscopic experiments. Compounds1 –5 are dilignans that include a 1, 4-benzodioxane moiety, which rarely occurs in nature.