Abstract
Sanggenon X, an unusual tri-O-bridged Diels-Alder adduct, was isolated from Cortex Mori Radicis. Its structure was established by spectroscopic analysis, including NMR and HR-MS (High Resolution Mass Spectrometry). Sanggenon X contained three O-bridged rings, where the oxygenated bridgeheads were all quaternary carbons. Chemical methylation was carried out to deduce the linkages of the three O-bridges. The absolute configuration was determined by calculating the ECD (Electronic Circular Dichroism) using the TDDFT (Time-Dependent Density Functional Theory) method. Sanggenon X showed significant antioxidant activity against Fe2+-Cys-induced lipid peroxidation in rat liver microsomes, and was as effective as the positive control, curcumin.
Highlights
Cortex Mori Radicis is the root bark of some Morus species (e.g., M. alba, M. mongolica, M. cathayana, and M. australis), and has been used in traditional Chinese medicine as an antidiabetic, a diuretic, and an expectorant agent
Column chromatography (CC) fractions were analyzed by thin-layer chromatography (TLC) using silica gel GF254
The Cortex Mori Radicis were bought from Anguo herb market, Hebei, China, and were collected from Hunan Province, China, in 2012
Summary
Cortex Mori Radicis is the root bark of some Morus species (e.g., M. alba, M. mongolica, M. cathayana, and M. australis), and has been used in traditional Chinese medicine as an antidiabetic, a diuretic, and an expectorant agent. Various compounds have been identified from Morus plants, such as Diels-Alder (D-A) adducts, stilbenes, flavonoids, and alkaloids. Their antioxidant [1,2,3], anti-inflammatory [4,5], antimicrobial [6,7,8,9], anticarcinogenic [10,11,12], and antidiabetic [13] activities have been widely reported. We report the isolation, structure elucidation, and the absolute configuration of the previously undescribed compound named Sanggenon X (1)
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