2018 Springer Science+Business Media, LLC
Chemistry of Natural Compounds, Vol. 54, No. 3, May, 2018
SECONDARY METABOLITES OF Mahonia bealei BRANCHES
and Wei-Cheng Hu
Mahonia bealei (Berberidaceae), an evergreen shrub, is widely grown in China as well as in many countries in Asia,
Europe, and America [1–3]. The leaves, roots, and stems of M. bealei have long been used for the treatment of dysentery and
diarrhea, clearing heat, expelling of toxin, and reducing inflammation [4–6].
Earlier literature reported that the leaves, stems, and roots of M. bealei were rich in cerebrosides and alkaloids [7, 8].
In our previous works, we studied the antiproliferative and antioxidant activities of M. bealei leaves, as well as the isolation
and structural elucidation of two triterpenes (ursolic acid and oleanolic acid), two alkaloids (berberine and jatrorrhizine), and
two flavonoids (quercetin and quercetin 3-O-
-D-xylopyranoside) from the leaves of M. bealei [1, 9]. However, to the best of
our knowledge, no investigation was carried out to study the secondary metabolites of M. bealei branches.
In the current work, we describe the isolation and purification of 10 secondary metabolites (1–10) from M. bealei
branches. The chemical structures of the compounds, elucidated by interpretation of their spectroscopic data, including
NMR, MS, and by comparison of their spectroscopic data with literature values, were characterized as oleanolic acid
-D-glucopyranoside (1), tamarixetin 3-O-
-D-glucopyranoside (2), quercetin 3-O-
-D-xylopyranoside (3), isorhamnetin
-L-rhamnopyranoside (4), gallic acid (5), trans-cinnamic acid (6), luteolin (7), isorhamnetin (8), tricin (9), and chryseriol
(10). It is worth noting that all the 10 compounds were isolated here for the first time from M. bealei branches, and 1–4 and 7–10
have never been found in Mahonia genus previously.
M. bealei branches were collected in August of 2013 from Guizhou Province, China and identified by Dr. Haifeng Wu
at Peking Union Medical College and Chinese Academy of Medical Sciences. A voucher specimen (MBB-201310) has been
deposited at the School of Life Sciences Laboratory, Huaiyin Normal University. The branches M. bealei (5.26 kg) were
air-dried, finely powdered, then extracted four times (each for 0.5 h) with EtOH by ultrasonic-assisted method. After
concentration and removal of the solvents, the crude extract was suspended in water and partitioned with n-hexane, CHCl
EtOAc, and n-BuOH successively. A portion of the n-BuOH fraction (100.40 g) was separated by vacuum liquid
chromatography (VLC) on macroporous resin D 101 and eluted with water and 30%, 60%, and 90% EtOH. The 30%
EtOH part (35.6 g) was subjected to column chromatography (CC) over Sephadex LH-20 eluted with MeOH–H
O (4:1) to
afford five fractions (Frs. A
). Fraction A
was further separated on CC by Sephadex LH-20 eluted with gradient
O (from 3:2 to 2:3) to afford six subfractions (Frs. B
). Subfractions B
were combined and further
purified by repeated ODS CC with MeOH–H
O (from 1:2 to 3:1) to give compound 1 (32.6 mg). Fraction A
separated on CC by Sephadex LH-20 eluted with gradient MeOH–H
O (from 1:3 to 3:1) to afford compounds 2 (22.0 mg),
3 (25.5 mg), and 4 (31.2 mg). Fraction A
was subjected to Sephadex LH-20 CC eluting with MeOH–H
O (from 1:2
to 5:1) and ODS CC with MeOH–H
O (from 1:3 to 1:0) successively to yield compounds 5 (28.2 mg) and 6 (12.8 mg).
1) Tianjin Key Laboratory of Pulp and Paper, Tianjin University of Science and Technology, 300457, Tianjin,
P. R. China, fax: +86 22 60602510, e-mail: firstname.lastname@example.org; 2) Jiangsu Collaborative Innovation Center of Regional
Modern Agriculture and Environmental Protection/Jiangsu Key Laboratory for Eco-agricultural Biotechnology around
Hongze Lake, Huaiyin Normal University, 223300, Huaian, P. R. China, fax: +86 517 83525992, e-mail: email@example.com;
3) Institute of Applied Chemistry, Jiangxi Academy of Sciences, 330096, Nanchang, P. R. China; 4) Jiangxi Vocational College
of Mechanical & Electrical Technology, 330013, Nanchang, P. R. China; 5) Key Laboratory of Industrial Fermentation
Microbiology of Ministry of Education and Tianjin Key Lab of Industrial Microbiology, Tianjin University of Science &
Technology, 300457, Tianjin, P. R. China. Published in Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2018, pp. 479–480.
Original article submitted July 31, 2016.