135820-77-8Relevant articles and documents
Neolignan glycosides from Symplocos caudata
Huo, Changhong,Liang, Hong,Zhao, Yuying,Wang, Bin,Zhang, Qingying
, p. 788 - 795 (2008)
A phytochemical investigation of the roots of Symplocos caudata Wall (Symplocaceae) resulted in isolation and characterization of four optical isomers of a neolignan glycoside (1-4), a lignan lactone glycoside (5), a phenylpropanoid glycoside (6), as well as two known compounds (7, 8). Their structures were elucidated as (7S,8S)-threo-7,9,9′-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-4-O-β-d-glucopyranoside (1), (7R,8R)-threo-7,9,9′-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-4-O-β-d-glucopyranoside (2), (7R,8S)-erythro-7,9,9′-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-4-O-β-d-glucopyranoside (3), (7S,8R)-erythro-7,9,9′-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-4-O-β-d-glucopyranoside (4), 8R,8′R-matairesinol-4-O-β-d-xylopyranosyl-(1 → 2)-O-β-d-glucopyranoside (5), 1-O-[β-d-xylopyranosyl-(1 → 6)-O-β-d-glucopyranosyl]-2,6-dimethoxy-4-propenyl-phenol (6), matairesinoside (7), and (R)-1-O-(β-d-glucopyranosyl)-2-[2-methoxy-4-(ω-hydroxypropyl)-phenoxyl]-propan-3-ol (8) on the basis of spectroscopic data (1D and 2D NMR, MS and CD) and chemical evidence.
Discovery of Neolignan Glycosides with Acetylcolinesterase Inhibitory Activity from Huangjinya Green Tea Guided by Ultra Performance Liquid Chromatography-Tandem Mass Spectrometry Data and Global Natural Product Social Molecular Networking
Wu, Hao-Yue,Ke, Jia-Ping,Wang, Wei,Kong, Ya-Shuai,Zhang, Peng,Ling, Tie-Jun,Bao, Guan-Hu
, (2019/11/03)
Global Natural Product Social feature-based networking was applied to follow the phytochemicals, including nine flavonoid glycosides, six catechins, and three flavonols in Huangjinya green tea. Further, a new 8-O-4′-type neolignan glycoside, camellignanoside A (1), and 15 known compounds (2-16) were isolated through a variety of column chromatographies, and the structure was elucidated extensively by ultra performance liquid chromatography-quadrupole-time-of-flight-tandem mass spectrometry, 1H and 13C nuclear magnetic resonance, heteronuclear single-quantum correlation, heteronuclear multiple-bond correlation, 1H-1H correlation spectroscopy, rotating frame nuclear Overhauser effect spectroscopy, and Nuclear Overhauser effect spectroscopy, and circular dichroism spectroscopies. Compounds 1 and 2 showed acetylcolinesterase inhibition activity, with IC50 = 0.75 and 0.18 μM, respectively.
The Constituents of Conifer Needles. Dilignol Glycosides from Pinus massoniana Lamb.
Lundgren, Lennart N.,Shen, Zhaobang,Theander, Olof
, p. 241 - 248 (2007/10/02)
Seventeen dilignol glycosides and two arylglycerols have been isolated and identified from Pinus massoniana Lamb. needles.They consisted of two α-L-rhamnopyranosides of 2,3-dihydro-2-(4'-hydroxy-3'-methoxyphenyl)-3-hydroxymethyl-7-methoxy-5-benzofuranpropanol; two α-L-rhamnopyranosides and a β-D-glucopyranoside of 2,3-dihydro-7-hydroxy-2-(4'-hydroxy-3'-methoxyphenyl)-3-hydroxymethyl-5-benzofuranpropanol; an α-L-rhamnopyranoside, two β-D-glucopyranosides and a β-D-xyloparanoside of 1-(4'-hydroxy-3'-methoxyphenyl)-2--1,3-propanediol; an α-L-rhamnopyranoside and a β-D-glucopyranoside of 1-(4'-hydroxy-3'-methoxyphenyl)-2--1,3-propanediol; a β-D-xylopyranoside, a β-D-glucopyranoside and an α-L-arabinofuranoside of (+)-isolariciresinol; a β-D-glucopyranoside and a β-D-xylopyranoside of (-)-seco-isolariciresinol and a β-D-glucopyranoside of (+)-pinoresinol.The two arylglycerols were 1-(4-hydroxyphenyl)-1,2,3-propanetriol and 1-(4-hydroxy-3-methoxyphenyl)-1,2,3-propanetriol.In this communication, we describe the identification of a series of dilignol glycosides and two arylglycerols, isolated together with some flavonoids 1 and a new lignan, 2 from Pinus massoniana Lamb.