42. Chemical Composition and Antioxidant Activity of the Essential Oils
isolated from Greek and Albanian Thymus species
Lazari D. et al., 2008, 13th Hellenic Symposium on Medicinal Chemistry (HSMC-13), 14-15
March 2008, Athens
Identified components (% v/v)
in the essential oils of Thymus
sibthorpii and Thymus striatus
Compound RIa T. sibthorpii T. striatus
α-Thujene 925 - 0.19
α-Pinene 931 - 0.51
Camphene 945 - 0.27
1-Octen-3-ol 978 - 1.07
β-Myrcene 990 0.11 1.09
α-Terpinene 1014 - 1.15
p-Cymene 1022 0.17 18.56
Limonene 1026 0.52 -
β-Phellandrene 1026 - 0.49
Eucalyptol 1028 - 0.53
γ-Terpinene 1056 0.16 9.42
Terpinolene 1085 0.09 -
Linalool 1097 1.28 3.16
1-Octen-3-ol, acetate 1112 0.37 -
Camphor 1141 - 0.45
Isoborneol 1162 - 0.88
Terpinen-4-ol 1174 0.38 0.83
α-Terpineol 1187 10.99 0.17
Thymol, methyl ether 1232 - 0.09
Carvacrol, methyl ether 1242 0.16 0.97
Geraniol 1252 3.61 -
Isobornyl acetate 1283 0.48 -
Thymol 1289 7.86 53.62
Carvacrol 1298 0.17 2.95
α-Terpinyl acetate 1347 68.89 -
Geranyl acetate 1381 0.47 -
β-Caryophyllene 1417 2.08 1.09
Geranyl propanoate 1472 - 0.16
γ-Muurolene 1480 0.45 0.06
β-Bisabolene 1507 0.50 -
γ-Cadinene 1512 - 0.13
δ-Cadinene 1522 - 0.17
Caryophyllene oxide 1583 0.74 0.56
epi-α-Cadinol 1640 - 0.14
Total 99.48 98.71
0
1
2
3
4
5
6
7
8
9
M1 MA1 Thymol Thymol 0,1
DPPH TE S T (20 min, 10ul)
0
2
4
6
8
10
12
14
M1 MA1 Thymol Thymol 0,1
DPPH TE S T (20 min, 20ul)
0
1
2
3
4
5
6
7
8
M1 MA1 Thymol Thymol 0,1
DPPH TE S T (60 min, 10ul)
0
2
4
6
8
10
12
14
M1 MA1 Thymol Thymol 0,1
DPPH TE S T (60 min, 20ul)
0
2
4
6
8
10
12
14
M1 MA1 Thymol Thymol
0,1
L OX% 10ul
0
10
20
30
40
50
60
70
80
90
100
M1 MA1 Thymol Thymol 0,1
L OX% 100ul
The aerial parts of the two Thymus taxa were collected when in flower, as follows: T.
sibthorpii from Chortiatis mountain, on June 2006 and T. striatus from South Albania, on
July 2006.
• Interaction of the tested compounds with 1,1-diphenyl-2-picryl-hydrazyl
(DPPH) stable free radical.
• Soybean lipoxygenase inhibition
Collection of essential oils: All Essential oils are diluted in absolut ethanol (3mgr/ml).
Two solutions of thymol was used: one was 3mgr/ml and the other was 0.1 Mm
Distillation and analysis of the volatile fraction: Dried aerial parts of T. sibthorpii (30g) and
T. striatus (43.0 g) have been hydro distillated for 3h, using a Clevenger apparatus according
to standard procedures. The volatile fractions obtained from T. sibthorpii and T. striatus
were different in yield ca. 1,33 % and 2.12 % (v/w) respectively on dry weight basis.
Gas chromatography-Mass spectroscopy:The composition of the volatile constituents was
established by GC-MS analyses (Shimadzu GC-2010 – GCMS-QP2010)
43. Aerial parts of Thymus sibthorpii Bentham were collected when in flower
from Chortiatis mountain, on June 2006
Air-dried aerial parts of the plant (381.3 gr) were exhaustively
extracted with petroleum ether (40o-60o) (PE), chloroform (DM) and
methanol (M). The methanol extract was concentrated and the residue
redissolved in boiling water. The water-soluble fraction was filtered and
extracted successively with Hexane (HE), Et2O (ET), EtOAc (EA) and n-
BuOH (BU)
• Determination of Total Phenolic Content (Folin-Ciocalteu reagent)
• Interaction of the tested compounds with 1,1-diphenyl-2-picryl-
hydrazyl (DPPH) stable free radical.
• Inhibition of lionoleic acid superoxidation with the dihydrochloric acid
of 2,2-Azabis-2-aminepropane (AAPH).
• Scavenging activity of superoxide anion using the xanthine –
xanthinoxidase system.
• Soybean lipoxygenase inhibition
Table 1. Polyphenol
Content of Different
Plant Extracts
Extra
cts
mg of
GAE/ 1gr
extract
PE 1,5
DM 0,2
M 5,4
HE 2,5
ET 1,5
EA 3,5
BU 0,4
Table 2: %
Interaction of
different plant
extracts with DPPH
Extr
acts
(100 κL) (10 κL)
20
min
60
min
20
min
60
min
PE 38,4 62,2 17.9 34.2
DM 23,7 22,4 7.9 49.5
M 95,3 87,6 91.7 92.1
HE 89,8 91,1 39,8 60,2
ET 99,7 93,1 95,2 94,7
EA 92,8 92,1 92,4 95,9
BU 85,4 87,6 90,7 86,4
W 83,7 86,4 86,4 87,9
Table 3. Percentage
soybean LOX
inhibitory activity of
extracts
Extracts
(10 κL)
%
Inhibitio
n
PE 12,6
DM 48,3
M 14,1
HE 36,8
ET 27,1
EA 8
BU 13,5
W 9,68
STUDY OF THE ANTIOXIDANT ACTIVITY OF THYMUS SIBTHORPII
BENTHAM (LAMIACEAE)
Lazari D. et al., 2009, 14th Panhellenic Pharmaceutical Congress, May 9th -11th 2009, Athens
Table 4. Percentage
interaction of compounds with
DPPH
Compound
s (50 κΜ)
20 min 60 min
1 31,3 54,4
2 5,8 16,4
3 17,3 21,1
4 54,3 53,7
5 61,9 58,9
6 78,8 79,9
7 81,6 81,2
8 65,0 70,2
Table 5. Percentage
inhibition of lionoleic
acid superoxidation
Compoun
ds
10 κΜ 50 κΜ 100 κΜ
1 nt nt 0,0
2 nt nt 46,6
3 nt nt 0,0
4 79,2 100,0 100,0
5 22,7 nt 100,0
6 nt 0,0 50,2
7 45,8 nt 100,0
8 75,8 nt 100,0
Table 6. Percentage soybean LOX
inhibitory activity of the isolated
compounds
Compound
s
10 κΜ 100 κΜ
1 0,0 29,2
2 0,0 34,0
3 19,8 72,4
4 nt 0,0
5 nt 39,3
6 22,9 87
7 25,9 92,4
8 10,6 79,4
Table 7. Percentage
inhibition of xanthinoxidase
Compound
s
10 κΜ 100 κΜ
1 nt 15,2
2 0,0 0,0
3 7,2 0,0
4 27,4 nt
5 nt 21,3
6 nt 13,7
7 nt 28,6
8 13,3 0,0
Flavonoids: apigenin (1), 7-methoxy-
apigenin (2), naringenin (3), eriodictyol
(4) eriodictyol-7-glucoside (5)
Phenolic acids: caffeic acid methyl
ester (6), rosmarinic acid (7) and
rosmarinic acid methyl ester (8)
44. O
OCH3
OH
HO
HO
1
3
4
7
8
HO
OH
O
O COOCH3
OH
OH
9
9´
8
7
1
6
3
8´
7´
1´
4´
HO
O
O
O
HO
HO
OH
O
OCH3
O
OH OH
1 3
5
7
81'
5'
3'
7'
9'
9''
1''8''
3''
5''
H3CO
O
O
O
HO
HO
OH
O
OCH3
O
OH OH
1'
2' 7'
9'
9
8
7
5
6
9''
8''
7''
5''
H
COOHO
HO
OH
OH
3
4
5
6
7
8 12
13
14
15
16
17
10
1HO O
2
STUDY OF THE THYMUS THRACICUS VELEN. PLANT
Papagrigoriou and Lazari, 16th Panhellenic Pharmaceutical Conference, 31 May-3 June 2013, Athens, GREECE
Ονεζμπημοζίκε Α
Ρμζμανηκηθυ μλφ Ρμζμανηκηθυξ μεζοιεζηέναξ
9΄΄-Ληζμζπενμηθυξ μεζοιεζηέναξΛηζμζπενμηθυξ δημεζοιεζηέναξ
45. Γ. Βανζμιμμάημξ, Θ. Παπαγνεγμνίμο, Δ. Λάδανε,
ΜΓΛΓΣΗ ΣΗ ΑΝΣΙΑΙΜΟΠΓΣΑΛΙΑΚΗ ΔΡΑΗ ΟΤΙΩΝ ΣΟΤ ΓΙΔΟΤ THYMUS
THRACICUS (LAMIACEAE),
24μ Πακειιήκημ Αημαημιμγηθυ οκέδνημ, 14 – 16 Νμεμβνίμο 2013, Αζήκα, ζει. 140 ημο
βηβιίμο πενηιήρεςκ ημο ζοκεδνίμο
πκπεξάζκαηα: H παξαπιήζηα ζπκπεξηθνξά ζηα απνηειέζκαηα ησλ πεηξακάησλ ζπζζώξεπζεο ησλ αηκνπεηαιίσλ ζηνπο δηαθόξνπο
αγσληζηέο πνπ ρξεζηκνπνηήζεθαλ, θαζώο θαη ε ππνπνιιαπιάζηα πνζόηεηά ηνπο vs αζπηξίλε ζηελ αλαζηνιή ηεο ελεξγνπνίεζεο ησλ
αηκνπεηαιίσλ, ππνδειώλεη ηελ επεξγεηηθή δξάζε πνπ κπνξνύλ λα έρνπλ ζε αζζελείο πνπ ιακβάλνπλ αληηαηκνπεηαιηαθή αγσγή. Η πεξεηαίξσ
κειέηε ηνπο ζην κηθξν-πεξηβάιινλ ηνπ αίκαηνο ζρεηηθά κε ηηο αιιειεπηδξάζεηο ησλ αηκνπεηαιίσλ ζηα ιεπθνθύηηαξα ε δεκηνπξγία micro particles
θξίλεηαη αλαγθαία, ώζηε λα γίλεη κία νιηζηηθή βηνινγηθή πξνζέγγηζε ηεο κειέηεο ησλ νπζηώλ απηώλ γηα πηζαλή εθαξκνγή ηνπο ζε ζεξαπεπηηθό
επίπεδν.
ΑΓΩΝΙΣΕ
(Φπζηνινγηθέο Σηκέο) AU
ΑΠΙΡΙΝΗ RTH-1 RTH-2 Απνηέιεζκα
αλαζηνιήο
ADP (6,5Μ)
(53-122) AU
42 AU 40 AU 45 AU ΘΕΣΙΚΟ
ASP, RTH-1, RTH-2
AA (0,5mΜ)
(60-120) AU
10 AU 3 AU 35 AU ΘΕΣΙΚΟ
ASP, RTH-1, RTH-2
COL (3,2mg/ml)
(46-117) AU
50 AU 55 AU 45 AU ΘΕΣΙΚΟ RΣΗ-2
ΟΡΙΑΚΟ ASP, RTH-
1
TRAP-6 (32κΜ)
(94-156) AU
120 AU 105 ΑU 105 AU AΡΝΗΣΙΚΟ
ASP, RTH-1, RTH-2
PAF (10κΜ)
(20-50) AU
23 AU 29 AU 27 AU ΑΡΝΗΣΙΚΟ
ASP, RTH-1, RTH-2
RTH-1: Ονεζμπημοζίκε Α
O
OCH3
OH
HO
HO
1
3
4
7
8
HO
OH
O
O COOCH3
OH
OH
9
9´
8
7
1
6
3
8´
7´
1´
4´
RTH-2: Ρμζμανηκηθυξ μεζοιεζηέναξ
Οη αγςκηζηέξ: ADP (6,5μΜ), Κμιιαγυκμ COL (3,2mg/ml), Αναπηδμκηθυ μλφ AA (0,5mΜ), (Thrombin
Receptor Activator for Peptide-6) TRAP-6 (32μΜ), (Platelet Activating Factor) PAF (10μΜ).
56. •Ακηημλεηδςηηθέξ ηδηυηεηεξ.
•Ηπαημπνμζηαηεοηηθέξ δνάζεηξ – ηδηαίηενα
πνήζημμ ζηεκ πνμζηαζία ημο ήπαημξ απυ ηεκ
ημληθή επίδναζε ημο αιθμυι.
•Ακηημηθνμβηαθή δνάζε ζε Gram +
μηθνμμνγακηζμμφξ
Silybum marianum (L.) Gaertner
(Asteraceae)
Γατδνπξάγθαζν, Kνπθάγθαζν,
Aγθάβαηνο
O
OOH
HO
O
O
OCH3
OH
H
H
OH
CH2OH
Σιλυβίνη
O
OOH
HO
O
O
H
H
OH
CH2OH
OH
OCH3
Ισοσιλυβίνη