全 文 ：Journal of Chinese Pharmaceutical Sciences132
Chemical constituents of Salvia cavaleriei Levl. var.
erythrophylla (Hemsl.) Stib
Ya-Ling Cai*, Jin-Lan Ruan, Gui-Di Feng and Wei Fang
College of Pharmacy, Tongji Medical Center, Huazhong University of Science and Technology, Wuhan 430030, China
Abstract: Aim To investigate the chemical constituents of Salvia cavaleriei Levl. var. erythrophylla (Hemsl.) Stib. Methods Com-
pounds were isolated by silica gel column chromatography and Sephadex LH-20 gel column chromatography, and the structures
were identified by spectral analysis. Result Five compounds were identified as 3â, 6â, 23-trihydroxyolean-12-en-28-oic acid (1),
ursolic acid (2), n-heptadecanoic acid (3), n-octadecanoic acid (4), and â-sitosterol (5). Conclusion Five compounds were isolated
from the plant for the first time.
Keywords: Salvia cavaleriei Levl. var. erythrophylla (Hemsl.) Stib; Chemical constituents
CLC number: R284. 1; R284. 2 Document code: A Article ID: 1003–1057(2007)2–132–02
Introduction
Salvia is an important genus consisting of ca 900 spe-
cies in the family Labiatae and some Salvia species
have been cultivated worldwide for use in folk medi-
cines and for culinary purposes. The main chemical
constituents of Salvia are terpenoids, flavonoids and
phenolic acids[1 – 3] . Many of them possess a variety
of biological activities including antimicrobial,
antioxidative[4] , radical scavenging[5], cardioactive[6],
immunomodulatory[7], and antitumor[8].
Salvia cavaleriei Levl. var. erythrophylla (Hemsl.)
Stib is a traditional Chinese herb that is native to the
south of China. It has been widely used for
promoting blood, circulation to remove blood stasis,
clearing away internal heat, relieving vexation,
nourishing blood, and cooling blood to relieve
carbuncles[9]. No chemical study has been performed
on this plant before. In order to find the active
compounds from the plant, we systematically
investigated its chemical constituents. This paper
deals with the isolation and identification of five
compounds from the ethanolic extract. Their
structures were elucidated as 3â, 6â, 23-
trihydroxyolean-12-en-28-oic acid (1) , ursolic acid
(2), n-heptadecanoic acid (3), n-octadecanoic acid (4),
and â-sitosterol (5), respectively.
Experimental
General experimental procedures
UV and IR spectra were obtained on a Shimadzu UV-
Received date: 2006-12-28.
* Corresponding author. Tel.: 86-27-83691961;
e-mail: yl_cai@hotmail.com
260 and a Perkin-Elmer Spectrum 577 spectrophoto-
meter. EI-MS experiments were carried out on a
Finnigan TRACE MS200 mass spectrometer. NMR
spectra were obtained on a Bruker AM-400 spectrometer
using TMS as the internal standard. Silica gel plates,
silica gel (Qingdao Marine Chemical Factory) and
Sephadex LH-20 (Pharmacia) were used for chromato-
graphic separations.
Plant material
The whole plant of Salvia cavaleriei Levl. var.
erythrophylla (Hemsl.) Stib was collected in October
2004 from Enshi county of Hubei Province, and iden-
tified by chief pharmacist Wang Congrong, Food and
Drug Administration of Jianshi County. The material
was air-dried at room temperature.
Extraction and isolation
The air-dried plant (9.0 kg) was grounded and then
extracted with 95% EtOH (90 L) at room
temperature. The EtOH extract was concentrated un-
der vacuum to obtain water solution. The solution
was extracted with petroleum ether, chloroform, and
ethyl acetate, respectively. The petroleum extract (45
g) was subjected to repeated silica gel column chro-
matography eluted with petroleum ether-ethyl acetate
to give 3 (40 mg), 4 (45 mg), and 5 (80 mg). Ethyl
acetate extract (20 g) was subjected to repeated silica
gel column chromatography eluted with chloroform-
methanol to give 133 fractions. Fr. 10 – 23 was puri-
fied by Sephadex LH-20 eluted with chloroform-
methanol to give 2 (33 mg). Fr. 84 – 92 was further
separated by silica gel column chromatography eluted
with chloroform-methanol, and then purified by
Sephadex LH-20 eluted with chloroform-methanol to
give 1 (8 mg).
133Y. L. Cai et al. / Journal of Chinese Pharmaceutical Sciences 2007 (16) 132–133
Identification
Compound 1. Colorless needles. EI-MS m/z: 488
(M十); IR õmax 3420, 2931, 1693, 1456, 1387, 1270,
1034 cm–1; 1H NMR (400 MHz, pyridine-d5 ) ä: 5.45
(1H, m, H-12), 4.88 (1H, m, H-6), 4.18 and 3.84
(each 1H, d, J = 10.4 Hz, H-23), 4.06 (lH, dd, J =
11.4 Hz, H-3), 3.14 (1H, dd, J = 10.2 Hz, H-18), 1.51
(3H, s, H-24), 1.48 (3H, s, H-25), 1.42 (3H, s, H-26),
1.08 (3H, s, H-27), 0.82 (3H, s, H-29), 0.74 (3H, s,
H-30); 13C NMR (100 MHz, pyridine-d5): 40.3 (C1),
28.5 (C2), 74.6 (C3), 43.3 (C4), 49.3 (C5), 65.5 (C6),
40.3 (C7), 39.7 (C8), 48.5 (C9), 38.8 (C10), 24.0 (C11),
122.8 (C12), 145.1 (C13), 42.8 (C14), 28.5 (C15), 24.2
(C16), 46.7 (C17), 42.5 (C18), 46.7 (C19), 31.2 (C20),
34.3 (C21), 33.5 (C22), 66.5 (C23), 15.0 (C24), 17.4
(C25), 19.2 (C26), 26.4 (C27), 180.5 (C28), 24.1 (C29),
33.5 (C30). The above data were in agreement with those
of 3â, 6â, 23-trihydroxyolean-12-en-28-oic acid[10].
Compound 2. White amorphous powder. EI-MS m/z:
456 (M+); IR õmax 3421, 2926, 1688, 1456, 1387,
1254, 1032, 997 cm–1; 1H NMR (400 MHz, pyridine-
d5) ä: 0.81 (3H, s, H-24), 0.85 (3H, s, H-25), 0.89
(3H, d, J = 5.4 Hz, H-29), 0.90 (3H, s, H-23), 0.95
(3H, d, J = 6.3 Hz, H-30), 1.03 (3H, s, H-26), 1.12
(3H, s, H-27), 2.32 (1H, d, J =11.3 Hz, H-18â), 3.25
(1H, dd, J = 8.9, 6.9 Hz, H-3a), 5.31 (1H, dd, J =
3.5, 3.5 Hz, H-12). 13C NMR (100 MHz, pyridine-d5):
39.4 (C1), 28.4 (C2), 78.4 (C3), 39.4 (C4), 56.1 (C5),
19.1(C6), 33.9 (C7), 39.4 (C8), 48.3 (C9), 37.6 (C10),
23.9 (C11), 125.9 (C12), 139.5 (C13), 42.8 (C14), 28.4
(C15), 24.2 (C16), 28.4 (C17), 53.8 (C18), 39.4 (C19), 39.7
(C20), 31.4 (C21), 37.4 (C22), 28.4 (C23), 16.0 (C24), 16.8
(C25), 17.8 (C26), 23.9 (C27), 180.2 (C28), 17.2 (C29), 21.7
(C30). The above data were in agreement with those of
ursolic acid[12].
Compound 3. White amorphous powder. EI-MS
m/z: 284 (M+); IR õmax 3379, 2945, 2917, 1687, 1450,
1026 cm–1; 1H NMR (CDCl3) ä: 0.86 (3H, t, J = 8.8
Hz, H-17), 1.26 (30H, s, CH2 × 15), 1.64 (2H, t, J =
8.4 Hz, H-3), 2.35 (2H, t, J = 10.4 Hz, H-2). The
above data were in agreement with those of n-
heptadecanoic acid[11].
Compound 4. White amorphous powder. EI-MS
m/z: 312 (M+); IR õmax 3367, 2946, 2918, 1659,1449,
1028 cm–1; 1H NMR (CDCl3) ä: 0.87 (3H, t, J = 9.2
Hz, H-18), 1.26 (32H, s, CH2 × 16), 1.63 (2H, t, J =
9.6 Hz, H-3), 2.35 (2H, t, J = 9.6 Hz, H-2). The
above data were in agreement with those of n-octade-
canoic acid[11].
Compound 5. Identified by comparision of the TLC
behavior and the melting point with those of the authentic
compound.
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紫背鼠尾草的化学成分研究
蔡亚玲，阮金兰，冯桂娣，方伟
(华中科技大学 同济医学院药学院，湖北 武汉 430030)
摘要：目的 对紫背鼠尾草 Salvia cavaleriei Levl. var. erythrophylla (Hemsl.) Stib化学成分进行研究。方法 应用硅胶、葡
聚糖凝胶等色谱技术分离纯化，应用波谱技术确定化合物的结构。结果 从紫背鼠尾草中分离得到 5个化合物，分别为 3â,
6â, 23-三羟基 -12 -烯 -齐墩果酸 (1)，熊果酸 (2)，正十七酸 (3)，正十八酸 (4)，â-谷甾醇 (5)。结论 5个化合物均为首
次从该植物分离得到。
关键词：紫背鼠尾草；化学成分