[P-065]
COMPOSITION AND ANTIOXIDANT ACTIVITY OF THE ESSENTIAL OIL OF Hypericum perfoliatum FROM GREECE

Paraskevi BAZIOU1, Maria COULADIS1, Panos V. PETRAKIS2,
Evmorfia VERYKOKIDOU1 and Catherine HARVALA1
1Department of Pharmacognosy, School of Pharmacy, University of Athens,
Panepistimioupolis, Zografou 15771, Greece
2Ministry of Agriculture, Department of Informatics and Biodiversity,
Group of Natural Resource Monitoring, Aharnon 381, 111 43 Athens, Greece

ABSTRACT

The essential oils of the aerial parts of Hypericum perfoliatum L., were collected from two different localities Preveza (sample A) and Korinthos (sample B) from Greece. The fifty-two constituents representing 94.6% and 99.2% of the oils, respectively, a-pinene (48.5%), n-nonane (8.5%), a-pinene (34.2%) and b-pinene (9.2%) were found to be the major constituents. In this study antioxidant activity of the oils was evaluated using an in vitro method.


INTRODUCTION

The genus Hypericum (Hypericaceae) is a large genus comprising 400 species widespread on temperate regions and tropical mountains. Forty-three species are found in the Hellenic peninsula (Greece) and on Aegean islands and coasts (Greece and Turkey), eight of which are endemics.


MATERIALS AND METHODS

Plant material was collected during the flowering stage from Preveza, and from Korinthos. A voucher specimen has been deposited in the Laboratory of Pharmacognosy, University of Athens. 50.0g of the plant material was submitted for 3 hours to steam distillation with 300 ml H2O, in a modified Clevenger apparatus comprising a water-cooled oil receiver to reduce hydrodistillation overheating artifacts. The essential oil was taken in pesticides analysis grade Et2O and was subsequently dried. GC-MS analysis obtained from a Hewlett Packard 5973-6890 system operating in EI mode [equipped with a split/splitless injector (200°C); 1/10 split ratio), HP 5MS 30 x 0.25mm film thickness capillary column]. The initial temperature of the column was 60°C and grew to 280°C with a 3°C/min rate. The identification of the compounds was based on comparison of their retention times with those of authentic samples and/or by comparison of their mass spectra with those of the NBS/NIST and Wiley Libraries.


ANTIOXIDANT ACTIVITY

Antioxidant activity of the oils was evaluated using an in vitro method. The method was based on coupled oxidation of b-carotene and linoleic acid. This technique described by Silvia Taga et al., measures the bleaching of b-carotene resulting from the degradation products of linoleic acid.


RESULTS AND DISCUSSION

Fifty-two constituents from the oils of H. perfoliatum, representing 94.6% and 99.2% of the oils were identified (Table 1). Among the monoterpene hydrocarbons, the two samples characterized by high contents of a-pinene (48.5%, 34.2%), respectively. The sesquiterpene hydrocarbons content ranged between 21.6% (sample A) and 37.6% (sample B) with d-cadinene presenting the highest value (8.1%). The oxygenated sesquiterpenes content ranged between 4.6% (sample A) and 6.5% (sample B). The oxygenated monoterpenes content was poor: 0.3% in sample A and 0% in sample B. H. perfoliatum from Preveza showed greater antioxidant potential than H. perfoliatum from Korinthos.


Table 1. Percentage composition of the investigated Hypericum perfoliatum populations
Constituents*
RI
sample A 
sample B
n-nonane
902
8.5
3.3
a-pinene
940
48.6
34.2
Camphene
948
0.8
tr
Verbenene
951
tr
-
b-pinene
977
3.9
9.2
6-methyl-5-hepten-2-one
985
tr
-
Myrcene
990
0.9
1.2
n-decane
999
tr
-
a-terpinene
1008
tr
-
p-cymene
1022
0.5
-
Limonene
1027
1.8
1.7
1.8-cineole
1029
tr
-
(Z)-b-ocimene
1035
tr
tr
(E)-b-ocimene
1040
-
tr
g-terpinene
1056
tr
-
Terpinolene
1087
tr
tr
n-undecane
1101
2.9
3.8
n-nonanal
1104
0.3
-
exo-fenchol
1112
tr
-
a-campholenal
1125
0.3
-
trans-pinocarveol
1136
tr
-
Borneol
1163
tr
-
Naphtalene
1179
tr
-
a-longipinene
13.5
tr
-
Cyclosativene
1362
tr
-
a-ylangene
1370
tr
tr
a-copaene
1375
2.5
2.9
b-patchoulene
1377
tr
-
(E)-carryophyllene
1418
1.9
3.8
b-gurjunene
1423
-
tr
Aromadendrene
1437
0.7
1.8
a-humulene
1452
0.7
tr
allo-aromadendrene
1459
0.7
3.5
g-muurolene
1477
2.3
6.0
germacrene D
1481
3.1
1.6
(E)-b-ionone
1484
tr
1.5
Viridiflorene
1494
1.3
3.5
Bicyclogermacrene
1496
tr
tr
a-muurolene
1499
0.7
2.1
g-cadinene
1513
1.7
3.3
d-cadinene
1524
4.6
8.1
cadina-1,4-diene
1532
tr
tr
a-cadinene
1536
tr
tr
a-calacorene
1542
0.8
1.1
(Z)-3-hexenyl-benzoate
1570
tr
tr
Spathulenol
1577
1.0
3.0
carryophyllene-oxide
1582
2.2
3.5
1-epi-cubenol
1627
0.5
tr
Cubenol
1641
0.6
-
a-muurolol
1646
tr
tr
a-cadinol
1654
0.4
-
Cadalene
1674
0.8
-
Total  
94.6
99.2
*Compounds listed in order of elution
    RI= Retention indices
    tr-trace
    sample A= Preveza; sample B= Korinthos

LITERATURE
  1. Robson N.K.B. (1968): Flora Europaea, Tutin T.G., Heywood V.H., Burges N.A., Moore D.M., Valentine D.H., Walters S.M., Webb D.A. (Ed.), Cambridge University Press, Cambridge, London, New York, Melbourne, 2 261-266.

  2. Silvia Taga M., Miller E.E., Pratt D.E. (1984): Chia Seeds as a Source of Natural Lipid Antioxidants, JAOCS. 61, 928-931.

  3. Adams R.P. (1995): Identification of Essential Oil Components by Gas Chromatography and Mass Spectometry, Allured Publ. Corp., Carol Sream, IL, USA.

[P-065]