A pair of new isocoumarin enantiomers of Ludwigia hyssopifolia .

Autor: Zhang J; College of Pharmacy, Guangxi University of Chinese Medicine, Nanning, China., Liu C; School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, China., Lv Y; School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, China., Wei J; College of Pharmacy, Guangxi University of Chinese Medicine, Nanning, China., Li B; College of Pharmacy, Guangxi University of Chinese Medicine, Nanning, China., Liao G; College of Pharmacy, Guangxi University of Chinese Medicine, Nanning, China., Lu R; College of Pharmacy, Guangxi University of Chinese Medicine, Nanning, China., Yang X; School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, China.
Jazyk: angličtina
Zdroj: Natural product research [Nat Prod Res] 2022 Apr; Vol. 36 (7), pp. 1749-1756. Date of Electronic Publication: 2020 Sep 03.
DOI: 10.1080/14786419.2020.1815738
Abstrakt: A pair of new isocoumarin derivative enantiomers, ( S )-(-)-3-(3,3-dichloro-2-hydroxy-propyl)-4-chlorine-6,8-dihydroxy-isochromen-1- one ( 1a ) and ( R )-(+)-3-(3,3-dichloro-2-hydroxy-propyl)-4-chlorine-6,8-dihydroxy-isochromen-1- one ( 1 b ), as well as seven known compounds ( 2 - 8 ) were isolated from Ludwigia hyssopifolia . Compounds 1a and 1 b were confirmed to be a pair of enantiomers by chiral HPLC-CD analysis, and the structure of compound 1 was determined by spectroscopic analyses including extensive 1 D ( 1 H NMR, 13 C NMR) and 2 D NMR spectra (COSY, HSQC and HMBC) and MS data. And the absolute configurations of compounds 1a and 1 b were determined by the quantum chemical ECD calculations. Compounds 2 - 8 are firstly reported from this plant. In the in vitro assays, compounds 5 and 8 can inhibit human laryngeal cancer Hep-2 cell line growth in a dose- and time-dependent manner. In addition, compounds 2 and 4 have effects on increasing glucose uptake in vitro . Compound 2 showed a strong glucose uptake in L6 cells, with enhancements by 1.8 folds.
Databáze: MEDLINE