Authors
Abstract
Keywords
Iranian Journal of Pharmaceutical Research (2004) 3: 61-63
Received: October 2003
Accepted: December 2003
Short Communication
Katayoun Javidnia*a, Faraz Mojabb, Seyed Ali Mojahedic
aDepartment of Medicinal Chemistry, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran. bPharmaceutical Sciences Research Center, Shaheed Beheshti University of Medical Sciences, Tehran, Iran. cIranian Academic Centre for education, culture and research, Shaheed Beheshti University, Tehran, Iran
* Corresponding author: javidniak@sums.ac.ir
Abstract
The essential oil of Stachys lavandulifolia Vahl (Lamiaceae) was isolated by hydrodistillation of the aerial parts of the plant, with a yield of 0.25%. The chemical composition of volatile oil was analyzed by capillary GC and GC/ MS. The main components were germacrene-D (13.2%), β-phellandrene (12.7%), β-pinene (10.2%), myrcene (9.4%), α-pinene (8.4%) and Z-β-ocimene (5.8%).
Keywords: Stachys lavandulifolia; Lamiaceae; essential oil; GC-MS.
? Introduction
In the flora of Iranica genus, Stachys is represented by thirthy-one species. Stachys lavandulifolia is grown in many parts of Iran, Iraq and Anatolia (1). The plant is known as Chaye-kuhi in Iran and its? english name is Betony. It is used as the herbal tea in gastrointestinal disorders (2). Hydroalcoholic extract of the aerial parts of S. inflata shows potent anti-inflammatory activity in rat. The methanolic extract of the tuber of S. sieboldii has anti-anoxia action in mice (3, 4). Ramezani et al. reported spathulenol and caryophyllene oxide as the main constituents of S. lavandulifolia (5). In the present study a sample of S. lavandulifolia with different chemical composition has been reported.
Experimental
Identification of the oil components
The analytical Gas Chromatography (GC) method was carried out using a Varian GC 3600 chromatograph with DB-5 (methyl phenyl siloxane 25 m X 0.25 mm, 0.25 μm film thickness), N2 as the carrier gas with a split ratio of 1:20, and a flame ionization detector. Temperature programming was performed from 60?-240?C at 3?/min, with injector and detector temperatures, 240?C and 260?C respectively. GC/ MS was performed on a cross-linked 5% phenyl methyl siloxane (HP-5, 30 m X 0.25 mm, 0.25 μm film thickness) with He as the carrier gas ata split ratio of 1:20 and quadropole mass spectrometer (Helwett- Packard 6890) operating at 70 eV ionization energy. EIMS spectra were obtained in the scan mode at m/e range of 35-400 amu. The chromatographic conditions were as above. Retention indices were determined by using retention times of n-alkanes, which has been injected after the oil, under the same chromatographic conditions. The retention indices for all the components were determined according to the Van Den Dool method using n-alkanes as standard (6). The constituents were identified by comparison of retention indices (RRI, HP-5) with those reported in the literature and by comparison of their mass spectra with those held in Wiley library of mass spectra or with the published mass spectra (7,8).
The yield of the oil obtained from S. lavandulifoila was 0.25%. The yield of the oils extracted from other species were, 0.18% from S. setifera ssp. iranica 0.18% from S. chrysantha, and 0.12% from S.candida (9, 10). The S. lavandulifolia oil was examined by GC and GC-MS. The list of compounds identified in the oil of S. lavandulifolia can be seen in Table 1.? Seventy-nine compounds were identified, representing 98.2% of the essential oil, in which the major components were germacrene-D (13.2%), β-phellandrene (12.7%), β-pinene (10.2%) myrcene (9.4%), α-pinene (8.4%) and Z-β-ocimene (5.8%). In a previous study the main components of the oil were reported to be spathulenol (35.0%) and caryophyllene oxide (25.6%), this finding was completely different from our study, in which only 1.5% spathulenol was present in the oil. The major component of the S. obliqua oil was germacrene-D, which was also the main component of the S. lavandulifolia oil (11). The main components of the oils of S. aegiptica (α-pinene) and S. glutinosa (α-pinene and β-phellandrene) were presented as the major components of the S. lavandulifolia oil (12,13). β-Pinene, one of the main components of S. recta and S. balansae oils, was present at an amount of 8.4% in S. lavandulifolia oil (14).
Table 1. Composition of the essential oil of Stachys lavandulifolia. |
|||
Peak no. |
Compound name |
RI |
% in oil |
1 |
Hexanal |
800 |
t |
2 |
E-2-Hexenal |
850 |
0.1 |
3 |
Heptanal |
900 |
t |
4 |
α-Thujene |
928 |
0.5 |
5 |
α-Pinene |
937 |
8.4 |
6 |
Camphene |
949 |
0.3 |
7 |
Sabinene |
974 |
0.3 |
8 |
β-Pinene |
982 |
10.2 |
9 |
Myrcene |
995 |
9.4 |
10 |
α-Phellandrene |
1006 |
t |
11 |
δ-3-Carene |
1011 |
0.2 |
12 |
α-Terpinene |
1017 |
0.5 |
13 |
β-Phellandrene |
1033 |
12.7 |
14 |
Z-β-Ocimene |
1043 |
5.8 |
15 |
E-β-Ocimene |
1050 |
0.9 |
16 |
γ-Terpinene |
1061 |
1.4 |
17 |
Z-Sabinene-hydrate |
1068 |
0.2 |
18 |
Terpinolene |
1088 |
0.3 |
19 |
Linalool |
1101 |
0.5 |
20 |
Nonanal |
1104 |
0.1 |
21 |
p-menth-2-en-1-ol |
1120 |
0.1 |
22 |
α-Campholene aldehyde |
1125 |
0.1 |
23 |
allo-ocimene |
1128 |
0.2 |
24 |
E-Pinocarveol |
1137 |
0.2 |
25 |
E-verbenol |
1143 |
0.1 |
26 |
pinocarvone |
1160 |
0.1 |
27 |
borneol |
1165 |
t |
28 |
terpinen-4-ol |
1177 |
0.3 |
29 |
α-Terpineol |
1190 |
0.3 |
30 |
methyl salicylate |
1192 |
t |
31 32 |
myrtenal + myrtenol |
1195 |
0.2 |
33 |
β-cyclocitral |
1218 |
t |
34 |
1226 |
t |
|
35 |
cuminal |
1237 |
0.1 |
36 |
geraniol |
1254 |
0.1 |
37 |
bornyl acetate |
1283 |
t |
38 |
E-anethole |
1285 |
0.6 |
39 |
p-cymen-7-ol |
1290 |
t |
40 |
δ-elemene |
1337 |
0.1 |
41 |
α-cubebene |
1348 |
0.1 |
42 |
eugenol |
1357 |
0.1 |
43 |
cyclosativene |
1365 |
0.2 |
44 |
α-copaene |
1378 |
4.4 |
45 |
β -bourbonene |
1382 |
0.5 |
46 |
β-elemene |
1391 |
1.3 |
47 |
Z-jasmone |
1394 |
t |
48 |
α-gurjunene |
1406 |
0.2 |
49 |
β-caryophyllene |
1415 |
t |
50 |
E-α-bergamotene |
1433 |
0.7 |
51 |
Z-β-Farnesene |
1441 |
0.8 |
52 |
α-humulene |
1450 |
0.2 |
53 |
E-β-Farnesene |
1458 |
3.4 |
54 |
germacrene-D |
1480 |
13.2 |
55 |
bicyclogermacrene |
1498 |
4.0 |
56 |
β-bisabolene |
1508 |
0.8 |
57 |
γ-cadinene |
1513 |
0.5 |
58 |
δ-cadinene |
1526 |
3.1 |
59 |
cadina-1,4-diene |
1531 |
0.1 |
60 |
α-cadinene |
1536 |
0.1 |
61 |
β-calacorene |
1560 |
0.1 |
62 |
Spathulenol |
1577 |
1.8 |
63 |
globulol |
1583 |
0.2 |
64 |
T-cadinol |
1642 |
1.0 |
65 |
α-muurolol |
1647 |
0.3 |
66 |
valeranone |
1672 |
0.5 |
67 |
α-bisabolol |
1685 |
0.9 |
68 |
heptadecane |
1697 |
0.1 |
69 |
benzyl benzoate |
1763 |
0.2 |
70 |
methyl hexadecanoate |
1924 |
t |
71 |
palmitic acid |
1975 |
0.3 |
72 |
trans-phytol |
2116 |
3.1 |
73 |
octadecanoic acid |
2178 |
0.1 |
74 |
docosane |
2197 |
0.1 |
75 |
tricosane |
2298 |
0.2 |
76 |
tetracosane |
2399 |
t |
77 |
hexacosane |
2595 |
0.1 |
78 |
heptacosane |
2696 |
t |
79 |
octacosane |
2795 |
0.8 |
monoterpenes sesquiterpenes |
|
|
54.0% 38.6% |
t=trace (<0.05%) |
?References
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