全 文 : 778 Journal of Chinese Pharmaceutical Sciences http://www.jcps.ac.cn
Chemical constituents from the leaves of Ilex asprella (Hook. et Arn.)
Champ. ex Benth.
Chao Wang, Jun Li*, Pengfei Tu**
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center,
Beijing 100191, China
Abstract: Phytochemical investigation of the leaves of Ilex aspralla (Hook. et Arn.) Champ. ex Benth. led to the isolation of eleven
compounds (1–11). By comparison with those reported data in the literatures their structures were identified as kaempferol-3-O-β-D-
6′′-acetylglucopyranoside (1), kaempferol-4′-methylether (2), quercetin (3), quercetin-3-O-glucopyranoside (4), tormentoside (5),
suavissimoside R1 (6), 3β,19α-dihydroxyolean-12-ene-24,28-dioicacid-28-O-β-D-glucopyranoside (7), 3-O-β-sulfooxy-19-hydroxy-
urs-12-ene-28-oic acid (8), coniferin (9), adenoside (10), 1′-O-benzyl-α-L-rhamnopyranosyl-(1′′→6′)-β-D-glucopyranoside (11).
Among these, six compounds (1, 2, 5, 9–11) were firstly reported from the genus Ilex, and five compounds (3, 4, 6–8) were isolated
for the first time from Ilex aspralla.
Keywords: Ilex asprella, Flavonoids, Sulfated triterpenoid, Triterpenoid saponins, Chemical constituents
CLC number: R284 Document code: A Article ID: 1003–1057(2014)11–778–05
Received: 2014-05-08, Revised: 2014-05-15, Accepted: 2014-06-09.
Foundation items: National Key Technology R&D Program “New
Drug Innovation” of China (Grant No. 2012ZX09201-201-001,
2012ZX09301002-002-002 and 2012ZX09304-005), and Doctoral
Fund of Ministry of Education (Grant No. 20110001130003).
*Corresponding author. Tel./Fax: 86-10-82805103, 86-10-82802750,
E-mail: lijun@bjmu.edu.cn, pengfeitu@vip.163.com
http://dx.doi.org/10.5246/jcps.2014.11.099
1. Introduction
The plant Ilex asprella (Hook. et Arn.) Champ. ex
Benth. (Aquifoliaceae), which also named Gang-Mei
in China, is mainly distributed in Southern China, such
as in Guangdong and Guangxi province. It has been
used as a folk medicine for the treatment of viral and
bacterial infectious diseases, such as influenza, tonsillitis,
sphagitis, and trachitis. This crude drug (roots) is
also a major ingredient of “Gan-Mao-Ling Capsules”,
“San-Dong (Three plants of Ilex) Herbal Tea” and
“Wang-Lao-Ji Herbal Tea”, which is widely accepted
as a popular healthy beverage by Chinese people. The
leaves of Ilex asprella can be used to treat the upper
respiratory tract inflammation caused by high fever,
enteritis, infectious hepatitis. However, there is little
research on the chemical constituents from the leaves
of Ilex asprella. Previously, only two phytochemical
investigations were conducted, which revealed the
presence of five flavonoids, four triterpenoids, two sterols
and four others[1,2]. As part of the systematic research,
the n-BuOH extract of the leaves of Ilex aspralla was
investigated, leading to the isolation of 11 compounds
(1–11, Fig. 1), including four flavonoids (1–4), three
triterpenoid saponins (5–7), one sulfated triterpenoid (8),
one phenolic glycoside (9), one nucleoside (10), and
one glycosides (11). Among these, six compounds
(1, 2, 5, 9–11) were firstly reported from the genus
Ilex, and five compounds (3, 4, 6–8) were isolated for
the first time from Ilex aspralla.
2. Experimental
2.1. General procedures
NMR spectra were recorded on a Varian 500 spectrometer,
operating at 500 MHz for 1H NMR and 125 MHz for
13C NMR. The chemical shifts were given in δ (ppm)
with deuterated solvents as standard, and coupling
constants (J) were expressed in units of Hertz (Hz).
ESI-MS was measured on a Waters Xevo G2 Q-TOF
mass spectrometer. Semi-preparative HPLC was achieved
on an Agilent 1260 HPLC system equipped with an ODS
column (SHISEIDO C18 column, 250 mm×10 mm,
5 μm) and a guard column. Column chromatography
(CC) was performed with silica gel (100–200 and
200–300 mesh, Qingdao Haiyang Chemical Inc., China),
ODS (50 μm, Merck, Germany), and Sephadex LH-20
(Amersham Biosciences, Sweden). Analytical grade and
HPLC grade solvents were purchased from Beijing
Chemical Factory.
2.2. Plant materials
The leaves of Ilex asprella (Hook. et Arn.) Champ.
ex Benth were collected in Dianbai, Guangdong
province of China in Sep. 2011, and authenticated by
Prof. Pengfei Tu. A voucher specimen (No. IA20111117)
was deposited at the Herbarium of Peking University
Modern Research Center for Traditional Chinese
Medicine.
2.3. Extraction and isolation
The dried leaves of I. asprella (4.8 kg) were extracted
two times with 95% and 50% (v/v) EtOH under reflux,
respectively. The combined extract liquid was then
filtered and concentrated under reduced pressure to yield
a crude extract (1.8 kg). The EtOH extract was then
suspended in water (2.5 L) and extracted sequentially
with petroleum ether (PE, 2.5 L×6), CHCl3 (2.5 L×6)
and n-BuOH (2.5 L×6) to get 67 g, 264 g and 800 g of
the corresponding extracts after solvent recovery,
respectively. The n-BuOH fraction was chromatographed
on a silica gel column using a step-wise gradient of
CHCl3–MeOH (50:1 to 0:100, v/v) to give 12 fractions
B1–B12. B8 was repeatedly performed on a silica gel
column with a gradient of CHCl3–MeOH (15:1 to 0:100,
v/v) to obtain subfractions B8-1–B8-4. B8-2 was purified
by Sephadex LH-20 (MeOH) to yield 1 (10.3 mg) and
5 (20.1 mg). B9 was performed on a silica gel column
with a gradient of CHCl3–MeOH (10:1 to 0:100, v/v)
to give subfractions B9-1–B9-16. B9-11 was subjected
to a silica gel column with a gradient of CHCl3–MeOH
(8:1–0:100, v/v) to get 9 (1.1 mg). B9-16 was purified
by Sephadex LH-20 (MeOH) and further subjected to
ODS column eluted with aqueous MeOH (50%–100%,
v/v) to get 7 (10.4 mg). B10 produced flocculent
precipitate in CHCl3–MeOH solution (3:1, v/v), then was
filtered under reduced pressure to yield 6 (14.0 g). B12
was separated on a silica gel column with a gradient of
CHCl3–MeOH (50:1 to 0:100, v/v) to yield subfractions
B12-1–B12-30. B12-16 was repeatedly performed on
a silica gel column with a gradient of CHCl3–MeOH
(30:1 to 1:1, v/v) and purified by Sephadex LH-20 (MeOH)
779 Wang, C. et al. / J. Chin. Pharm. Sci. 2014, 23 (11), 778–782
Figure 1. Chemical structures of compounds 1–11 from Ilex asprella.
O
O
O
OH
HO
O
OH OH
OH
OH
O
O
1 2 3 4
C
HO
HO
O
O
O
OH
OH
HO
OH
HO
COOH
C
HO
O
O
OH OH
OH
O
HO
HO
5 6 7 8
C
HO
COOH
HO
HO
O
O
O
OH
OH
HO
OH
COOH
HO3SO
HO
N
N
N
N
O
NH2
OH
OH
OH
O OO
OH
O
OH
OH
OHOH
O
OH
OH
OOH
HO
OH
O
OH
OH
OOH
HO
O
O
OH
OH
HO
OH
OH
O
O
O
OH
OH
HO
OH
O
OH
OH
HO
O
O
2
3
45
6
7
8
9
10
1
2
3 4
5
6
1 1
1
2
3
4
5
6
1
2
3
4
5
6
6
23
4
5
1
2
3
5
4 6 7
8910
25
12
11
26
27
28
15
17
1813
20
21
22
30
29
19
2324
16
14
1
6
5
4
3 2
29 30
7
8
9
1
23
4
6
5
1
2
3
4
5
6 13
5
7
1
1
62
4 6
2 3
5
4
2
5
46
3
1 2
4
5
3
8
2
6
4
5
HO
9 10 11
780 Wang, C. et al. / J. Chin. Pharm. Sci. 2014, 23 (11), 778–782
to obtain 2 (3.5 mg) and 3 (5.3 mg). B12-18 was
chromatographed on a silica gel column with a gradient
of CHCl3–MeOH (50:1 to 0:100, v/v) and purified by
Sephadex LH-20 (MeOH) to get 4 (6.3 mg) as well as
B12-18a. B12-18a was further applied to semi-preparative
HPLC to yield 8 (1.1 mg). B12-25 was repeatedly
purified by Sephadex LH-20 (MeOH) to get 10 (2.0 mg).
B12-29 was subjected to Sephadex LH-20 (MeOH)
and performed on ODS column eluted with aqueous
MeOH (30%–100%, v/v) to get 11 (3.5 mg).
3. Identification
3.1. Kaempferol-3-O-β-D-6′′-acetylglucopyranoside (1)
Yellow powder (MeOH); ESI-MS m/z 491 [M+H]+;
1H NMR (500 MHz, DMSO-d6) δ: 6.22 (1H, d, J 1.8 Hz,
H-6), 6.46 (1H, d, J 1.8 Hz, H-8), 6.89 (2H, d, J 8.8 Hz,
H-2′,6′), 8.02 (2H, d, J 8.8 Hz, H-3′,5′), 12.59 (1H,
s, 5-OH), 10.89 (1H, s, 7-OH), 10.20 (1H, s, 4′-OH),
5.38 (1H, d, J 7.1 Hz, H-1′′), 1.74 (3H, s, CH3CO-);
13C NMR (125 MHz, DMSO-d6) δ: 156.4 (C-2), 133.0
(C-3), 177.3 (C-4), 161.1 (C-5), 98.7 (C-6), 164.3 (C-7),
93.7 (C-8), 156.5 (C-9), 103.8 (C-10), 120.7 (C-1′),
130.8 (C-2′, 6′), 115.0 (C-3′, 5′), 160.0 (C-4′), 101.1
(C-1′′), 73.9 (C-2′′), 76.1 (C-3′′), 69.7 (C-4′′), 74.1 (C-5′′),
62.7 (C-6′′), 20.1 (q, 6′′-COCH3), 169.8 (s, 6′′-COCH3).
These data are in good agreement with those of
kaempferol-3-O-β-D-6′′-acetylglucopyranoside[3].
3.2. Kaempferol-4-methylether (2)
Yellow powder (MeOH); ESI-MS m/z 299 [M–H]–;
1H NMR (500 MHz, DMSO-d6) δ: 8.09 (2H, d, J 9.0 Hz,
H-2′,6′), 7.06 (2H, d, H-3′,5′), 6.41 (1H, d, J 1.9 Hz, H-8),
6.16 (1H, d, J 1.9 Hz, H-6), 12.41 (1H, br s, OH-5),
3.82 (3H, s, OCH3-4′); 13C NMR (125 MHz, DMSO-d6)
δ: 146.7 (C-2), 135.6 (C-3), 175.9 (C-4), 160.7 (C-5),
98.2 (C-6), 163.9 (C-7), 93.5 (C-8), 156.2 (C-9), 103.0
(C-10), 121.6 (C-1′), 129.5 (C-2′,6′), 115.4 (C-3′,5′),
159.2 (C-4′), 56.0 (OCH3). These data are in good
agreement with those of kaempferol-4-methylether[4].
3.3. Quercetin (3)
Yellow powder (MeOH); ESI-MS m/z 301 [M–H]–;
1H NMR (500 MHz, DMSO-d6) δ: 6.66 (1H, d, J 2.0 Hz,
H-6), 6.43 (1H, d, J 2.0 Hz, H-8), 7.92 (1H, d, J 2.0 Hz,
H-2′), 7.13 (1H, d, J 8.2 Hz, H-5′), 7.78 (1H, dd, J1 8.2 Hz,
J2 2.0 Hz, H-6′); 13C NMR (125 MHz, DMSO-d6) δ:
156.1 (C-2), 135.7 (C-3), 175.8 (C-4), 160.7 (C-5),
98.1 (C-6), 163.8 (C-7), 93.3 (C-8), 156.1 (C-9), 103.0
(C-10), 121.9 (C-1′), 115.3 (C-2′), 145.0 (C-3′), 147.7
(C-4′), 119.9 (C-5′), 115.6 (C-6′). These data are in
good agreement with those of quercetin[5].
3.4. Quercetin-3-O-glucopyranoside (4)
Yellow powder (MeOH); ESI-MS m/z 463 [M–H]–;
1H NMR (500 MHz, DMSO-d6) δ: 6.41 (1H, d, J 2.0 Hz,
H-6), 6.20 (1H, d, J 2.0 Hz, H-8), 7.56 (1H, m, H-2′,5′),
6.83 (1H, d, J 8.2 Hz, H-6′), 5.45 (1H, d, J 7.2 Hz, H-1′′);
13C NMR (125 MHz, DMSO-d6) δ: 156.3 (C-2), 133.3
(C-3), 177.4 (C-4), 161.2 (C-5), 98.6 (C-6), 164.1 (C-7),
93.5 (C-8), 156.1 (C-9), 103.9 (C-10), 121.1 (C-1′),
115.2 (C-2′), 144.8 (C-3′), 148.4 (C-4′), 121.5 (C-5′),
116.1 (C-6′), 100.8 (C-1′′), 74.1 (C-2′′), 76.5 (C-3′′), 69.9
(C-4′′), 77.5 (C-5′′), 60.9 (C-6′′). These data are in good
agreement with those of quercetin-3-O-glucopyranoside[5].
3.5. Tormentoside (5)
White amorphous powder (MeOH); ESI-MS m/z 673
[M+Na]+; 1H NMR (500 MHz, C5D5N) δ: 1.04, 1.06,
1.15, 1.25,1.39, 1.63 (3H each, s, CH3×6), 1.12 (3H, d,
J 5.5 Hz, CH3CH), 6.22 (1H, dd, J 8.0 Hz, H-1′), 2.88
(1H, s, H-18), 5.49 (1H, s, H-12); 13C NMR (125 MHz,
C5D5N) δ: 48.6 (C-1), 69.1 (C-2), 83.9 (C-3), 38.8 (C-4),
56.3 (C-5), 19.8 (C-6), 33.5 (C-7), 41.0 (C-8), 48.2 (C-9),
40.2 (C-10), 24.5 (C-11), 128.5 (C-12), 139.6 (C-13),
42.4 (C-14), 29.4 (C-15), 26.3 (C-16), 48.9 (C-17),
54.7 (C-18), 73.0 (C-19), 42.4 (C-20), 27.0 (C-21),
38.0 (C-22), 30.2 (C-23), 17.8 (C-24), 17.0 (C-25),
17.7 (C-26), 25.0 (C-27), 177.4 (C-28), 27.3 (C-29),
17.0 (C-30), 96.2 (C-1′), 74.4 (C-2′), 79.3 (C-3′), 71.6
(C-4′), 79.6 (C-5′), 62.7 (C-6′). These data are in good
agreement with those of tormentoside[6].
3.6. Suavissimoside R1 (6)
White amorphous powder (MeOH); ESI-MS m/z 703
[M+Na]+; 1H NMR (500 MHz, C5D5N) δ: 1.17, 1.22,
1.39, 1.64, 1.73 (3H each, s, CH3 × 5), 1.06 (3H, d,
J 6.5 Hz, CH3CH), 2.93 (1H, s, H-18), 5.55 (1H, s,
H-12), 6.29 (1H, d, J 8.0 Hz, H-1′), 4.21–4.51 (6H,
H-2′,3′,4′,5′,6′); 13C NMR (125 MHz, C5D5N) δ: 48.6
(C-1), 69.0 (C-2), 81.4 (C-3), 55.1 (C-4), 52.6 (C-5),
21.8 (C-6), 33.6 (C-7), 41.0 (C-8), 48.5 (C-9), 38.9
(C-10), 24.5 (C-11), 128.5 (C-12), 139.6 (C-13), 42.4
(C-14), 29.5 (C-15), 26.4 (C-16), 48.9 (C-17), 54.7
(C-18), 72.9 (C-19), 42.4 (C-20), 27.0 (C-21), 38.0
(C-22), 180.4 (C-23), 13.8 (C-24), 17.7 (C-25), 17.8
(C-26), 24.8 (C-27), 177.2 (C-28), 27.3 (C-29), 17.0
(C-30), 96.2 (C-1′), 74.4 (C-2′), 79.3 (C-3′), 71.6 (C-4′),
79.6 (C-5′), 62.7 (C-6′). These data are in good
agreement with those of suavissimoside R1[7].
3.7. 3β,19α-Dihydroxyolean-12-ene-24,28-dioicacid-
28-O-β-D-glucopyranoside (7)
White amorphous powder (MeOH); ESI-MS m/z 687
[M+Na]+; 1H NMR (500 MHz, C5D5N) δ: 0.96, 1.12,
1.13, 1.18, 1.62, 1.70 (3H each, s, CH3×6), 3.50 (1H,
s, H-18), 5.51 (1H, s, H-12), 3.32 (1H, dd, J1 12 Hz,
J2 4.5 Hz, H-3), 6.32 (1H, d, J 8.0 Hz, H-1′); 13C NMR
(125 MHz, C5D5N) δ: 39.7 (C-1), 29.3 (C-2), 78.7
(C-3), 49.7 (C-4), 57.4 (C-5), 21.5 (C-6), 33.8 (C-7),
40.6 (C-8), 47.9 (C-9), 38.4 (C-10), 24.3 (C-11), 123.9
(C-12), 144.5 (C-13), 42.7 (C-14), 29.6 (C-15), 28.4
(C-16), 46.8 (C-17), 44.9 (C-18), 81.4 (C-19), 35.9
(C-20), 29.1 (C-21), 33.4 (C-22), 25.1 (C-23), 181.7
(C-24), 14.1 (C-25), 17.5 (C-26), 25.1 (C-27), 177.7
(C-28), 29.1 (C-29), 24.7 (C-30), 95.9 (C-1′), 74.1
(C-2′), 78.5 (C-3′), 71.2 (C-4′), 78.8 (C-5′), 62.5 (C-6′).
These data are in good agreement with those of
3β,19α-dihydroxyolean-12-ene-24,28-dioicacid-28-O-
β-D-glucopyranoside[8].
3.8. 3-O-β-Sulfooxy-19-hydroxy-urs-12-ene-28-oic
acid (8)
White amorphous powder (MeOH); ESI-MS m/z 551
[M–H]–; 1H NMR (500 MHz, C5D5N) δ: 0.80, 0.94,
1.03, 1.34, 1.47, 1.70 (3H each, s, CH3×6), 1.14 (3H, d,
J 6.5 Hz, CH3CH), 3.08 (1H, s, H-18), 5.56 (1H, s,
H-12), 4.50 (1H, dd, J1 11.5 Hz, J2 4.0 Hz, H-3);
13C NMR (125 MHz, C5D5N) δ: 39.2 (C-1), 28.9 (C-2),
86.4 (C-3), 38.8 (C-4), 56.7 (C-5), 19.1 (C-6), 33.8
(C-7), 40.6 (C-8), 47.9 (C-9), 37.4 (C-10), 24.3 (C-11),
128.3 (C-12), 140.2 (C-13), 42.7 (C-14), 29.6 (C-15),
26.8 (C-16), 48.6 (C-17), 54.9 (C-18), 73.0 (C-19),
42.4 (C-20), 27.3 (C-21), 39.1 (C-22), 29.1 (C-23),
17.5 (C-24), 15.8 (C-25), 17.5 (C-26), 25.1 (C-27),
181.1 (C-28), 27.3 (C-29), 17.1 (C-30). These data are
in good agreement with those of 3-O-β-sulfooxy-19-
hydroxy-urs-12-ene-28-oic acid[9].
3.9. Coniferin (9)
White amorphous powder (MeOH); ESI-MS m/z 365
[M+Na]+, 1H NMR (500 MHz, CD3OD) δ: 6.95 (1H, d,
J 8.5 Hz, H-6), 7.07 (1H, br s, H-2), 7.11 (1H, br d,
J 8.5 Hz, H-5), 6.55 (1H, d, J 16.0 Hz, H-7), 6.28 (1H,
dt, J1 16.0 Hz, J2 6.0 Hz, H-8), 4.89 (1H, d, J 7.5 Hz, H-1′),
4.21 (2H, br d, J 5.5 Hz, H-9), 3.88 (3H, s, 2-OCH3),
3.39–3.86 (6H, m, H-2′–6′); 13C NMR (125 MHz,
CD3OD) δ: 133.7 (C-1), 111.5 (C-2), 150.9 (C-3), 147.6
(C-4), 118.0 (C-5), 120.7 (C-6), 131.3 (C-7), 128.9 (C-8),
63.7 (C-9), 102.8 (C-1′), 74.9 (C-2′), 78.2 (C-3′), 71.4
(C-4′), 77.9 (C-5′), 62.5 (C-6′), 56.7 (OCH3). These data
are in good agreement with those of coniferin[10].
3.10. Adenosine (10)
White amorphous powder (MeOH); ESI-MS m/z 268
[M+H]+; 1H NMR (500 MHz, CD3OD) δ: 8.31 (1H, s,
H-8), 8.18 (1H, s, H-2), 5.96 (1H, d, J 6.5 Hz, H-1′),
4.74, 4.32, 4.17 (3H, m, H-2′–4′), 3.88 (1H, dd, J1 12.5 Hz,
J2 2.5 Hz, H-5′a), 3.70 (1H, dd, J1 12.5 Hz, J2 2.5 Hz,
H-5′b); 13C NMR (125 MHz, CD3OD) δ: 157.8 (C-6), 153.7
(C-2), 150.2 (C-4), 142.1 (C-8), 121.2 (C-5), 91.4 (C-1′),
75.6 (C-2′), 72.8 (C-3′), 88.3 (C-4′), 63.6 (C-5′). These
data are in good agreement with those of adenosine[11].
3.11. 1′-O-Benzyl-α-L-rhamnopyranosyl-(1′′→6′)-β-
D-glucopyranoside (11)
An amorphous powder (MeOH); ESI-MS m/z 415
[M–H]–; 1H NMR (500 MHz, C5D5N) δ: 7.54 (1H,
d, J 7.5 Hz, H-2,6), 7.31 (1H, m, H-3,5), 7.23 (1H,
m, H-4), 4.86 (1H, d, J 11.5 Hz, H-7a), 5.15 (1H, d,
J 11.5 Hz, H-7b), 4.91 (1H, d, J 7.5 Hz, H-1′), 4.06 (1H,
dd, J1 8.0 Hz, J2 7.5 Hz, H-2′), 4.19 (1H, t, J 8.0 Hz, H-3′),
4.12 (1H, m, H-4′), 4.20 (1H, ddd, J1 9.5 Hz, J2 7.5 Hz,
J3 2.5 Hz, H-5′), 4.18 (1H, dd, J1 11.0 Hz, J2 7.5 Hz,
H-6′a), 4.64 (1H, dd, J1 11.0 Hz, J2 2.5 Hz, H-6′b),
5.56 (1H, d, J 1.0 Hz, H-1′′), 4.62 (1H, m, H-2′′), 4.55
(1H, dd, J1 9.0 Hz, J2 3.5 Hz, H-3′′), 4.26 (1H, t, J 9.0 Hz,
H-4′′), 4.98 (1H, m, H-5′′), 1.62 (3H, d, J 6.0 Hz, H-6′′);
13C NMR (125 MHz, C5D5N) δ: 138.6 (C-1), 129.0 (C-2),
128.9 (C-3), 128.2 (C-4), 128.9 (C-5), 129.0 (C-6), 71.3
(C-7), 104.1 (C-1′), 75.5 (C-2′), 77.6 (C-3′), 72.3 (C-4′),
78.9 (C-5′), 68.8 (C-6′), 103.0 (C-1′′), 72.8 (C-2′′), 73.2
(C-3′′), 74.5 (C-4′′), 70.2 (C-5′′), 19.1 (C-6′′). These data
are in good agreement with those of 1′-O-benzyl-α-L-
rhamnopyranosyl-(1′′→6′)-β-D-glucopyranoside[12].
781 Wang, C. et al. / J. Chin. Pharm. Sci. 2014, 23 (11), 778–782
782 Wang, C. et al. / J. Chin. Pharm. Sci. 2014, 23 (11), 778–782
Acknowledgements
This work was financially supported by National
Key Technology R&D Program “New Drug Innovation”
of China (Grant No. 2012ZX09201-201-001, 2012ZX-
09301002-002-002 and 2012ZX09304-005), and Doctoral
Fund of Ministry of Education (Grant No. 201100011-
30003).
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岗梅叶的化学成分研究
王超, 李军*, 屠鹏飞**
北京大学医学部 药学院 天然药物及仿生药物国家重点实验室, 北京 100191
摘要: 研究冬青属植物岗梅叶的化学成分, 通过硅胶柱色谱、Sephadex LH-20柱色谱、反相硅胶柱色谱、制备高效液
相色谱等色谱方法分离纯化得到11个化合物, 经多种波谱方法鉴定及与文献对照, 其结构分别为kaempferol-3-O-β-D-6′′-
acetylglucopyranoside (1), kaempferol-4-methylether (2), quercetin (3), quercetin-3-O-glucopyranoside (4), tormentoside (5),
suavissimoside R1 (6), 3β,19α-dihydroxyolean-12-ene-24,28-dioicacid-28-O-β-D-glucopyranoside (7), 3-O-β-sulfooxy-19-hydroxyurs-12-
ene-28-oic acid (8), coniferin (9), adenoside (10), 1′-O-benzyl-α-L-rhamnopyranosyl-(1′′→6′)-β-D-glucopyranoside (11)。其中
化合物1, 2, 5, 9–11为首次从冬青属植物中分离得到, 化合物3, 4, 6–8为首次从岗梅叶中分离得到。
关键词: 岗梅叶; 黄酮; 含硫三萜; 三萜皂苷; 化学成分