3. Introduction:
Origanum vulgare (Lamiaceae) is a perennial herb
distributed in Europe,NorthAfrica,America and
Asia.
The herb is widely used as a spice in Western
diets, and is also commonly used as a traditional
medicine for the treatment of various diseases,
such as cold, cough, and digestive disorders.
4. The plant is known for its powerful antimicrobial
and antioxidant activities.
The antimicrobial activity of O. vulgare is due to
its high content of volatile oils.
The phenolic compounds including flavonoids and
phenolic acids, another kind of constituent in O.
vulgare, are responsible for its antioxidant
activity.
5. In their work, they report the isolation of six
new phenolic compounds (1–6) from O. vulgare,
along with known ones:2,5-dihydroxybenzoic acid,
3,4-dihydroxybenzoic acid, rosmarinic acid,
origanoside.
6. The structures of the new compounds were
identified with spectroscopic analyses and acid
hydrolysis experiments.
Plant material:
Whole plants of O. vulgare were collected in
China, in September 2012.
7. Extraction and isolation:
The air-dried whole plants of O. vulgare (10.0
kg) were powdered and percolated with 95% (V/V)
ethanol solution at room temperature.
For Isolation Column chromatography and TLC was
performed using precoated silica gel GF254
plates.
12. HMBC
The NMR data of ring B were identical to those of
2,5-dihydroxy- benzoic acid ,suggesting ring B had
two hydroxyls at C-2’ and C-5’ positions,
respectively.
It was also confirmed by the 1H–1H COSY and
HMBC correlations
17. Sugar Part
Carbon
No.
Type
of
Carbon
13C Signal
δ/ppm
1H signal
δ/ppm
1’’’ CH 102.3 4.93 (d,7.4)
2’’’ CH 75.0 3.81 (m)
3’’’ CH 78.1 3.51 (m)
4’’’ CH 72.3 3.51 (m)
5’’’ CH 75.8 3.79 (m)
6’’’ CH2 65.4 4.73 (m)
4.42 (m)
D-glucose
18. HMBC
The HMBC correlations between δH 4.73 (H-6’’’)
and δC 168 (C-7’’) suggested the benzoyl was
connected to C-6’’’ through an ester bond.
The positions of methoxy groups were elucidated
by the HMBC correlations.
