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Original Article
8 (
2
); 212-217
doi:
10.1016/j.arabjc.2011.06.014

Essential oil of some seasonal flowering plants grown in Saudi Arabia

Department of Chemistry, College of Science, Princess Nora Bint Abdulrahman University, Riyadh 11482, Saudi Arabia
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia

*Corresponding author. Tel.: +966 503449576; fax: +966 14704558 Sarah_almazroa@yahoo.com (S.A. Al-Mazroa)

Disclaimer:
This article was originally published by Elsevier and was migrated to Scientific Scholar after the change of Publisher.

Peer review under responsibility of King Saud University.

Available online 16 June 2011

Abstract

The constituents of the essential oils of Rumex vesicarius, Erucaria hispanica, Schimpera arabica, Savignya parviflora, Horwoodia dicksoniae, Sisymbrium irio, Plantago amplexicaulis, Plantago boissieri, Arnebia linearifolia, Foeniculum vulgare, Trigonella hamosa, Lotus halophilus, Reseda muricata, Cenchrus ciliaris is reported. These oils were analyzed by GC/MS and most of them are being studied for the first time.

Keywords

Essential oil
R. Vesicarius
E. Hispanica
S. arabica
S. Parviflora
H. Dicksoniae
S. Irio
P. Amplexicaulis
P. Boissieri
A. Linearifolia
F. Vulgare
T. Hamosa
L. Halophilus
R. Muricata
C. Ciliaris
1

1 Introduction

The rainy season in the central region of Saudi Arabia which comes between January and April brings with it a variety of flowering plants. Some of those plants are edible by local people while others are used in folk medicine (Chaudhary et al., 1419; Takechi and Tangka, 1994; Tanira et al., 1996; Singh et al., 1998; Ruberto et al., 2000; Shukla et al., 1989; Kim and Ahn, 2001; Boulos, 1983; Shinwar and Khan, 2000).

In continuation of our interest in the chemical constituents of plants grown in Saudi Arabia (Al-Khathlan et al., 1991; Al-Hazimi and Al-Khthlan, 1993; Al-Khathlan and Al-Hazimi, 1996; Al-Mazroa, 2003). We report here a detailed GC/MS study of the essential oils of fourteen plants belonging to eight different families. These are Rumex vesicarius (Polygonaceae), Erucaria hispanica, Schimpera arabica, Savignya parviflora, Horwoodia dicksoniae, Sisymbrium irio (Cruciferae), Plantago amplexicaulis, Plantago boissieri, (Plantaginaceae), Arnebia linearifolia (Boraginaceae), Foeniculum vulgare (Umbeliferae, Apiaceae), Trigonella hamosa, Lotus halophilus (Leguminosae), Reseda muricata (Resedaceae), Cenchrus ciliaris (Gramineae). Most of these plants are being studied here for the first time except for R. vesicarius (Al-Hazimi and Al-Khthlan, 1993) S. irio (Khan et al., 1991). P. ampexicaulis (Ronsted et al., 2001). R. muricata (El-sayed et al., 2001) and F. vulgare (Ravid et al., 1983; Arsalan et al., 1989; Singh et al., 1990; Venskutonis and Dapkevicius, 1996; Baser and Ozek, 1997; Muckenstrum et al., 1997; Ruberto et al., 2000; Jimenez et al., 2000; Ono et al., 1996; Mimica-Dukic et al., 2003; Kawther, 2007; Gulfaraz et al., 2008; Chowdury et al., 2009; Miguel et al., 2010).

2

2 Experimental

2.1

2.1 Plant material

The plant samples were collected from the central region of Saudi Arabia over the period of January to March 2001 and was identified at the Herbarium of the Department of Botany, King Saud University, Riyadh, Saudi Arabia. Aerial parts of fresh plants (50 gm each) were ground and subjected to hydrodistillation for 4 h using essential oil distillation apparatus.

2.2

2.2 Essential oils analysis

The essential oils were analyzed on Shimadzu GC/MS-QP 5050 system. The column used was DB-1 glass column (30 m × 0.25 nm). The carrier gas was helium with a flaw rate of 41.8 ml/min, the injector temperature was 250 °C with column temperature ranging from 50–290 °C. The MS was operated with 0.1 L split 100:1 using El Mode. Each compound was identified by comparison with the literature reports and by computer matching with standard spectra in NIST and Wiley libraries (Stenhagen et al., 1975; Formacek, 1982).

3

3 Results and discussion

3.1

3.1 Rumex vesicarius

Essential oils of six plant samples collected from different places of central Saudi Arabia were obtained by steam distillation. The samples were given the following codes according to the place of collections: Sudier (200 km north of Riyadh) (RV-1), Dawadmi (300 km west of Riyadh) (RV-2), Kharj (100 km south of Riyadh) (RV-3), Riyadh Airport (50 km north of Riyadh) (RV-4), Aljenadriah (80 km east of Riyadh) (RV-5), and Riyadh city (RV-6). Yields of essential oils obtained from these samples on fresh weight basis are given in Table 1.

Table 1 Yield of essential oils obtained from the samples of R. vesicarius.
Sample %
RV-1 0.02
RV-2 0.10
RV-3 0.09
RV-4 0.06
RV-5 0.03
RV-6 0.06

Steam distillation of these samples gave light brownish color oil with no smell which turned to a waxy like material after being left for few minutes at room temperature. Gas chromatography–mass spectrometry (GC–MS) analysis of the oil samples resulted in the identification of fifteen constituents of the oils in total. The relative concentrations of the volatile components identified are presented in Table 2. The major constituents of Sudier (RV-1) oil were nonacosane (27.7%), pentatriacontane (16.7%), palmitic acid (12.9%), 3,8-dimethylundecane (6.4%), and 2-ethyl-2-methyl-l-decanol (5.8%). The major constituents of Dawadmi (RV-2) oil were 9,12-octadecadienoic acid (41.4%), palmitic acid (39.4%) and phytol (7.7%). The major constituents of Kharj (RV-3) oil were palmitic acid (30.7%) and phytol (17.4%). The major constituents of Riyadh Airport (RV-4) oil were 9,12,15-octadecatrienoic acid (46.7%) and palmitic acid (26.0%). The major constituents of Aljenadriah (RV-5) were palmitic acid (37.2%) and 9,12,15-octadecatrienoic acid (29.5%) while the major constituents of Riyadh city (RV-6) oil were 9,12-octadecadienoic acid (29.1%) and palmitic acid (20.3%).

Table 2 Percentage composition of essential oils from the aerial parts of R. vesicarius grown in different locations of central Saudi Arabia.
Compound RV-1 RV-2 RV-3 RV-4 RV-5 RV-6
Palmitic acid 12.9 39.4 30.7 26.0 37.2 20.3
Phytol 7.7 17.4 5.8 2.8
Tetracosane 2.6 1.5 1.6
Eicosane 3.8 2.4
Tetratetracontane 4.4 0.3 4.4
Pentatriacontane 16.7 0.3 1.4 1.4
Nonacosane 27.7
2-Ethyl-2-rnethyl-l-decanol 5.8 0.2 2.3 1.8
3,8-Dimethylundecane 6.4 2.4
9,12-Ottadecadienoic acid 41.4 29.1
Tritetracontane 0.5 0.6 2.3
1-Nonene-4,6,8-trimethyl 1.4 4.6
3-Dodecanone 3.5 2.6
Nonadecane 2.2 1.4
9,12,15-Octadecatrienoic acid methyl ester 46.7 29.5

From Table 2 it is evident that essential oils composition of R. vesicarius collected from six places of central Saudi Arabia were drastically varies quantitatively as well as qualitatively. Palmitic acid was the only compound which was present as major constituents (ranging from 12.9–39.4%) in all oil samples of R. vesicarius, thus presence of palmitic acid could be considered as a characteristic parameter for R. vesicarius essential oils.

3.2

3.2 Erucaria hispanica

Steam distillation of E. hispanica aerial parts gave oil in 0.04% yield (v/w) on fresh weight basis. Gas chromatography–mass spectrometry (GC–MS) analysis of the oil resulted in the identification of total 13 constituents representing 85.1% of the oil. The relative concentrations of the volatile components identified are presented in Table 3. The main constituents of the oil were palmitic acid (36.7%), cyclohexanol dodecyl (11.2%), 1,14,17-Eicosatrienoic acid methyl ester (9.1%), Linolenic acid (7.5%) and phytol (5.6%).

Table 3 Percentage composition of essential oils from aerial parts of E. hispanica.
Compound % MW
Dodecanoic acid 3.9 200
Tetradecanoic acid (Myristic acid) 6.4 228
Cyclohexanol, dodecyl 11.2 268
Linolenic acid 7.5 292
Palmitic acid 36.7 256
Bicyclo-3,1,1-hept-3-en-2-ol 1.3 152
Phytol 5.6 296
1 l,14,17,Eicosatrienoic acid, methyl ester 9.1 320
Palmitaldehydedially acetate 1.8 338
4,1 1-Dodecanedione 1.6 198
3,8-Dimethyl decane 4.5 170
Docosane 2.4 310
Pentatriacontane 3.2 492

3.3

3.3 Schimpera arabica

Fresh aerial parts of S. arabica was steam distilled to gave oil in 0.18% yield (v/w) on fresh weight basis. The oil was analyzed by Gas chromatography–massspectrometry (GC–MS) which resulted in the identification of 13 constituents representing 97.4% of the oil. The relative concentrations of the identified compounds are presented in Table 4. The major constituents of the oil were palmitic acid (42.6%), linolenic acid (16.7%), tetradecanoic acid (14.3%) and undecanoic acid (5.6%).

Table 4 Percentage composition of essential oils from aerial parts of S. arabica.
Compound % MW
Pentanoic acid 1.4 102
Undecanoic acid 5.6 186
Tetradecanoic acid 14.3 228
Oxirane, decyl 3.1 184
Palmitic acid 42.6 256
Butanoic acid 1.6 88
Butanoic acid,2-propenyl ester 0.4 128
Linolenic acid 16.7 292
Ether,3-butenyl pntyl 0.9 142
Eicosane 4.9 282
Octane,3-ethyl-2,7-dimethyl 0.7 170
2,9-Dimethyldecane 4.7 170
Hexane,3,3-dimethyl 0.5 144

3.4

3.4 Savignya parviflora

Aerial parts of this plant gave yellow color oil in 0.13% yield (v/w) on a fresh weight basis by steam distillation. Gas chromatography–mass spectrometry (GC/MS) analysis of the oil resulted in the identification of 14 components representing 89.8% of the oil. The relative concentrations of the identified constituents are presented in Table 5. The major constituents of the oil were palmitic acid (40.9%), Phytol (8.5%), eicosane (6.4%) and tetratetracontane (5.9%).

Table 5 Percentage of composition of essential oil from aerial parts of S. parviflora.
Compound % MW
Cyclopentaneundecanoic acid 1.6 254
Dodecanoic acid 3.5 200
Tetradecanoic acid (Myristic acid) 3.2 228
p-Menth-8(10)-en-9-ol 4.5 154
Palmitic acid 40.9 256
Butanoic acid-3-methyl 1.8 102
Phytol 8.5 296
1 0-Undecyn- 1-ol 5.1 168
Oleic acid 2.8 280
2,9-Dimethyldecane 2.2 170
3,3-Dimethylhexane 1.6 114
Eicosane 6.4 228
Dodecane, 2-methyl 1.7 184
Tetratetracontane 5.9 618

3.5

3.5 Horwoodia dicksoniae

Aerial parts of H. dicksoniae yielded 0.07% oil (v/w) on fresh weight basis by steam distillation. The volatile oil has a yellow color. Fifteen component representing 98.8% of the oil were identified through Gas chromatography–mass spectrometry (GC/MS) analysis. The relative concentrations of the identified constituents are presented in Table 6. The principle components of this oil were heaxtriacontane (55.0%), pentacosane (19.4%), palmitic acid (6.2%) and tricosane (4.9%).

Table 6 Percentage composition of essential oils from aerial parts of H. dicksoniae.
Compound % MW
Oxirane, dodecyl 0.9 212
Undecannoic acid, methyl ester 0.6 200
Palmitic acid 6.2 256
Nonadecanoic acid, methyl ester 0.6 326
1 0-Octadecanoic acid, methyl ester 1.0 296
Phytol 3.1 296
Cyclopentanone-2-(1-methylpropyl) 1.1 140
Nonadecanol 1.6 284
Tricosane 4.9 324
Cyclogeraniolane 0.7 126
Eicosane 1.4 282
Pentacosane 19.4 352
Heptacosane 3.0 380
Nonacosane 1.5 408
Hexatriacontane 55.0 506

3.6

3.6 Sisymbrium irio

Steam distillation of S. irio Aerial parts gave yellow color oil in 0.08% yield (v/w) on fresh weight basis. Gas chromatography–mass spectrometry (GC–MS) analysis of the oil resulted in the identification of total 13 constituents representing 67.1% of the oil. The relative concentrations of the volatile components identified are presented in Table 7. The main constituents of the oil were palmitic acid (10.4%), menthol (6.7%), Pentacosane (6.5%) and n-heptadecanol (5.2%).

Table 7 Percentage composition of essential oils from aerial parts of S. irio.
Compound % MW
Palmitic acid 10.4 256
n-Heptadecanol 5.2 256
Menthol 6.7 156
2-Hexyl-l-decanol 4.2 242
cis-Cyclohexan-l,l,2-trimethyl-3,5-bis(l-methylethyl) 3.8 206
Hexatriacontane 3.8 506
Pentacosane 6.5 352
Tricyclo-4,3,O,O,7,9-nonane,2,2,5,5,8,8-hexamethyl 4.8 206
Oxirane, dodecyl 4.2 212
2-Hex,yl-l-decanol 4.9 242
NonadecanoJ 4.7 284
Decahydro-9-ethyl-4,4,8,10-tetramethyl naphthalene 4.5 222
Oxirane,tetradecyl 3.5 240

3.7

3.7 Plantago amplexicaulis

Fresh aerial parts of P. amplexicaulis yielded 0.07% oil (v/w) on fresh weight basis by steam distillation. The volatile oil turned to a waxy like material after being left for few minutes at room temperature. Eight constituents representing 49.7% of the oil were identified through Gas chromatography–mass spectrometry (GC/MS) analysis. The relative concentrations of the identified constituents are presented in Table 8. The principle components of this oil were palmitic acid (19.8%), 3-mathylundecane (10.5%) and l-ethyl-2-methylcyclohexanol (7.8%).

Table 8 Percentage composition of essential oils from aerial parts of P. amplexicaulis.
Compound % MW
Myristic acid 1.7 228
1-Ethyl-2-methylcyclohexanol 7.8 142
Palmitic acid 19.8 156
3 -Methyl undecane 10.5 170
2,4-Dimethyl undecane 1.1 184
Pentane,2,3,3-trimethyl 1.3 114
2,4-Dimethyl decane 3.1 170
2,9-Dimethyl decane 4.6 170

3.8

3.8 Plantago boissieri

Steam distillation of P. boissieri aerial parts gave oil in good yield i.e. 0.2% (v/w) on fresh weight basis. Gas chromatography–mass spectrometry (GC–MS) analysis of the oil resulted in the identification of total seven constituents representing 67.89% of the oil. The relative concentrations of the volatile components identified are presented in Table 9. The main constituents of the oil were Bicyclo-2,2,1-heptane,2-(2-propenyl) (17.86%), l-dodecane-3-ol (12.36%), phenol, 3-ethyl (9.8%) phenol, 4-methyl (7.96%), nonacosane (7.64%), 2,3,6-trimethyl hepta-6-en-l-ol (6.41%) and benzoic acid (5.86%).

Table 9 Percentage composition of essential oils from aerial parts of P. boissieri.
Compound % MW
Phenol, 4-methyl 8.0 108
Bicyclo-2,2, 1-heptane,2-(2-propenyl)- 17.9 136
Phenol, 3–ethyl 9.8 122
Benzoic acid 5.9 122
2,3,6-Trimethyl hepta-6-en-l-ol 6.4 156
l-Dodecane-3-ol 12.4 184
Nonacosane 7.6 408

3.9

3.9 Arnebia. linearifolia

Aerial parts of A. linearifolia gave oil in 0.01% yield (v/w) on fresh weight basis by steam distillation. The volatile oil turned to a waxy like material after being left for few minutes at room temperature. Twelve constituents representing 90.6% of the oil were identified through Gas chromatography–mass spectrometry (GC/MS) analysis. The relative concentrations of the identified constituents are presented in Table 10. The major components of this oil were phytol (19.0%), pentalene, octahydro-l-(2-octyldecyl) (18.8%), docosane (11.8%), tetratetracontane (9.2%), heptadecane (7.9%) and palmitic acid (7.3%).

Table 10 Percentage composition of essential oils from aerial parts of A. linearifolia.
Compound % MW
Myristic acid 1.2 228
Pentalene, octahydro-1-(2-octyldecyl) 18.8 362
1,6, 1 0-Dodectrien-3-ol,3,7, 1 1–trimethyl 2.5 222
Palmitic acid 7.3 256
Bicyclo-3,l,l-heptane,2,6,6-trimethyl-3(2-ropenyl) 1.7 178
Phytol 19.0 296
3,3-Dimethyl hexane 1.3 114
Heptadecane 7.9 240
2-methyl, undecane 4.7 170
Docosane 11.8 310
Hexatriacontane 5.2 506
Tetfatefracontane 9.2 618

3.10

3.10 Foeniculum vulgare

Detailed literature survey revealed that several studies on essential oil of F. vulgare growing in different parts of world (Ronsted et al., 2001; El-sayed et al., 2001; Ravid et al., 1983; Arsalan et al., 1989; Singh et al., 1990; Venskutonis and Dapkevicius, 1996; Baser and Ozek, 1997; Muckenstrum et al., 1997) have been done. However, no literatures on chemical investigation of F. vulgare grown in Saudi Arabia were found. This prompted us carry out this study. Steam distillation of F. vulgare aerial parts gave a yellow oil in 0.1 yield (v/w) on fresh weight basis. Gas chromatography–mass spectrometry (GC–MS) analysis of the oil resulted in the identification of total nine constituents representing 99.6% of the oil. The relative concentrations of the volatile components identified are presented in Table 11. The principle constituents of the oil were anethole (76.4%) and apiol (16.3%).

Table 11 Percentage composition of essential oils from aerial parts of F. vulgare.
Compound % MW
7-Anisaldehyde 0.9 136
Anethole 76.4 148
Apiol 16.3 222
Palmitic acid 0.8 256
Falcarinol(Z)-(−)-1,9-heptadecadiene-4,6-diyne-3Lol 0.3 244
Phytol 4.0 296
Dodecane 0.3 170
Eicosane 0.3 282
2,9-Dimethyl decane 0.4 170

3.11

3.11 Trigonella hamosa

Fresh aerial parts of T. hamosa on steam distillation gave yellow color oil in yield 0.04% (v/w) on fresh weight basis. Twelve constituents representing 91.1% of the oil were identified through Gas chromatography–mass spectrometry (GC/MS) analysis. The relative concentrations of the identified components are presented in Table 12. The major components of this oil were palmitic acid (38.4%), tetradecanoic acid (15.9%), linolenic acid methyl ester (11.3%), phytol (7.6%) and decanoic acid (7.3%).

Table 12 Percentage composition of essential oils from aerial parts of T. hamosa.
Compound % MW
Decanoic acid 7.3 200
Tetradecanoic acid 15.9 228
Cyclohexanol, dodecyl 0.8 268
Palmitic acid 38.4 256
Ether, heptyl hexyl 1.1 200
Phytol 7.6 296
Linolenic acid, methyl ester 11.3 292
Isopregol 1.5 154
Oleic acid 1.4 282
Pentatricontane 0.9 492
Docasane 1.5 310
Hexatricontane 3.4 506

3.12

3.12 Lotus halophilus

Steam distillation of L. halophilus aerial parts gave yellow color oil in yield 0.07% (v/w) on fresh weight basis, interestingly, only three components contributing 99.3% of the oil were identified. The relative concentrations of these three identified components i.e. phytol (49.8%), Heptadecane (33.0%) and 2,9-Dimethyldecane (6.3%) are presented in Table 13.

Table 13 Percentage composition of essential oils from aerial parts of L. halophilus.
Compound % MW
Phytol 49.8 296
2,9-Dimethyldecane 16.3 170
Heptadecane 33.0 240

3.13

3.13 Reseda muricata

Steam distillation of R. muricata aerial parts gave yellow oil in 0.13% yield (v/w) on fresh weight basis. Gas chromatography–mass spectrometry (GC–MS) analysis of the oil resulted in the identification of total 12 constituents representing 63.2% of the oil. The relative concentrations of the volatile components identified are presented in Table 14. The main constituents of the oil were hexatricontane (17.2%), palmitic acid (10.0%), nonadecane (8.9%), phytol (6.8%) and 2,2-dimethyl-3-(E)-beta-(2-methylallyl)-cyclopropane carboxylic acid (6.5%).

Table 14 Percentage composition of essential oils from aerial parts of R. muricata.
Compound % MW
2,2-Dimethyl-3-(E)-beta(2-methylallyl) Cyclopropane-carboxylic acid 6.5 168
2,4-Dimethyl decane 0.4 170
Palmitic acid 10.0 256
Pbytol 6.8 296
1,3-Methanopentalene, octahydro 2.3 122
Pentanoic acid,3–methyl 0.3 116
Eicosane 4.9 282
Hexane-3,3-dimethyl 2.5 114
Nonadecane 8.9 268
Ether, hexyl pentyl 1.8 172
Hexatricontane 17.2 268
Octane,3-ethyl-2,7-dimethyl 1.4 170

3.14

3.14 Cenchrus ciliaris

Fresh aerial parts of C. ciliaris was steam distilled to gave oil in 0.08% yield (v/w) on fresh weight basis. The oil was analyzed by Gas chromatography–mass spectrometry (GC–MS) which resulted in the identification of 13 constituents representing 86.4% of the oil. The relative concentrations of the identified compounds are presented in Table 15. The major constituents of the oil were palmitic acid (42.9%), phytol (9.9%), tridecanol, 2-ethyl-2-methyl (6.7%) and 3,9-dimethylundecane (5.8%).

Table 15 Percentage composition of essential oils from aerial parts of C. ciliaris.
Compound % MW
Valeric acid 3.0 102
n-Caproic acid 1.4 116
3,4-Dimethyl cyclohexanol 4.2 128
Palmitic acid 42.9 256
Phytol 9.9 296
3-Buten-2-ol,2-methyl 2.0 86
cis-3-Hexane 1.3 84
3,3-Dimethyl hexane 0.7 114
l-Butyne,3-methyl-3(l-methylethoxy) 1.4 126
Tridecanol,2-ethyl-2-methyl 6.7 242
4-Penten-1-ol,2,2,4-trimethyl 5.1 128
3,9-Dimethyl undecane 5.8 184
Octane,3-ethyl-2,7-dimethyl 2.0 170

References

  1. , , . J. King Saud Univ.. 1993;5:141.
  2. , , . J. Chem. Soc. Pak.. 1996;18:309.
  3. , , , , , . Orient. J. Chem.. 1991;7:207.
  4. , . J. Saudi Chem.. 2003;7:255.
  5. , , , . Herba Hungarica. 1989;28:27.
  6. , , . J. Essent. Oil Res.. 1997;9:249.
  7. Boulos, L., 1983. Medical Plants of North Africa Reference Publications Agonac, MI.
  8. Chaudhary, S.A., 1419. Flora of the Kingdom of Saudi Arabia, National Agriculture Water Research Center Riyadh, Saudi Arabia.
  9. , , , , . Bangladesh J. Bot.. 2009;38(2):181.
  10. , , , , , . Phytochemistry. 2001;57:575.
  11. , , . Essential Oils Analysis by Capillary Gas Chromatography and 13C-NMR Spectroscopy. London: John-Heyden Lid; .
  12. , , , . Afr. J. Biotechnol.. 2008;7(24):4364.
  13. , , , . J. Essent. Oil Res.. 2000;12:159.
  14. , . Saudi J. Biol. Sci.. 2007;14(1):53.
  15. , , , . J. Indian Chem. Soc.. 1991;68:532.
  16. , , . Rest. Manag. Sci.. 2001;57:301.
  17. , , , , , , , . Nat. Prod. Commun.. 2010;5(2):319.
  18. , , , , . Phytother. Res.. 2003;17:368.
  19. , , , , , . Biochem. Syst. Eco.. 1997;25:353.
  20. , , , , , , , . Chem. Pharm. Bull.. 1996;44:337.
  21. , , , . J. Nat. Prod.. 1983;46:848.
  22. , , , , , . Phytochemistry. 2001;55:575.
  23. , , , , . Planta Med.. 2000;66:687.
  24. , , . J. Ethnopharmacol.. 2000;69(1):45.
  25. , , , . Plant Pathol.. 1989;9:277.
  26. , , , , . Indian Perfumer. 1990;34:247.
  27. , , , . J. Sci. Ind. Res.. 1998;57:139.
  28. , , , . Registory of Mass Spectra Data. New York: Johhn-Wiley; .
  29. , , . Phytochemistry. 1994;37:142.
  30. , , , , , . Phytother. Res.. 1996;10:33.
  31. , , . J. Essent. Oil Res.. 1996;8:211.
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