Chiral resolution and neuroprotective activities of enantiomeric 8-O-4′ neolignans from the fruits of Crataegus pinnatifida Bge

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

“…Further, honokiol shared higher stability than EGCG . Zhao et al isolated five pairs of 8- O -4′ neolignans from the fruit of Crataequs pinnatifida Bge, most of which exhitited noticeable neuroprotective acitvity against H 2 O 2 -induced damage in SH-SY5Y cells . Sun et al isolated a new neolignan glycoside from the roots of Spiraea salicifolia L., which showed significant anti-inflammatory effects .…”

Natural Enantiomers: Occurrence, Biogenesis and Biological Properties

“…In 2017, compounds 6a/6b and 7a/7b were isolated from Rubus idaeus [19]. In 2019, Song and colleagues discovered 3a/3b−5a/5b, 22a/22b and 23a/23b from Crataegus pinnatifida [20], as well as 8a/8b−12a/12b from Ailanthus altissima [21]. Among them, compounds 3 and 4 possess identical planar structures but different rel.…”

“…Generally speaking, a >10% cell viability difference can be considered significant. The protective activity of neolignan enantiomers 24a/24b against H 2 O 2 -induced cell injury in human neuroblastoma SHSY5Y cells was tested and the (+)-enantiomer showed obviously better activity than the (−)-enantiomer [20]. In a same assay model by Zhou et al, the analogous enantiomeric pair 72a/72b also exhibited a similar trend of bioactivity difference, with the dextroisomer displaying better protective effect than the reference drug and the levoisomer being found to be inactive [46].…”

Chiral resolution of racemic phenylpropanoids with tyrosinase inhibitory activities from the fruits of Crataegus pinnatifida Bge

“…As part of our ongoing study of natural enantiomers with biological activities from the fruits of C. pinnatifida (Guo et al, 2018, 2020, 2021; Guo, Lv, Han, et al, 2019; Guo, Lv, Shang, et al, 2019; Zhao et al, 2019), seven phenylpropanoid derivatives ( 1 – 7 ) were isolated. The planar structures of all compounds were elucidated via a variety of spectroscopic techniques.…”

“…As part of our ongoing study of natural enantiomers with biological activities from the fruits of C. pinnatifida (Guo et al, 2018(Guo et al, , 2020(Guo et al, , 2021Guo, Lv, Han, et al, 2019;Zhao et al, 2019), seven phenylpropanoid derivatives (1-7) were isolated.…”