Xu hng tin trin ca cc hp cht trong qu trnh kch cm to Trm

Evolution trend of compounds during agarwood inducement process

T tinh du Trm thu c t chng ct thy (hydrodistillation) dng nc hoc hi nc

nhit cao (khong 100 oC), sau khi phn tch GC-MS ta c cc hp cht c cu to t cc
cht thm bay hi (khng tnh cc hp cht, thng l chromones, c cu to t cc cht
khng hoc na bay hi, thu c t chit tch dung mi, solvent extraction, nhit phng).

Trong cc hp cht ni trn, ta gi l hp cht ct li (key compounds) cc hp cht sau y:

- Sesquiterpene (c chung cng thc phn t l C15H24)

- Sesquiterpenoid (c chung cng thc phn t l C15H24O)
- Sesquiterpene alcohol (c chung cng thc phn t l C15H26O)

T cc d liu GC-MS trong lun vn thc s ca ng nh Nam bo v nm 2009 ti trng

i hc khoa hc t nhin (i hc quc gia tp.HCM) (xem http://luanvan.co/luan-van/khao-sat-
tinh-dau-go-do-bau-aquilaria-crassna-pierre-ex-lecomte-37232/), sau khi phn loi cc hp cht
c trong lun vn (xem ph lc km theo) chng ti thy:

- Cc hp cht ct li c hm lng tng theo thi gian kch cm to Trm

- Cc acid v aldehyde bo c hm lng gim theo thi gian kch cm to Trm

Di y l din t th ca xu hng tin trin :

90

80

70

60
Content (%)

50
Evolution of key
40 compounds
Evolution of fatty acids &
30 fatty aldehydes
20

10

0
0 5 10 15 20
Time (year)

Key compounds is the term to call all Sesquiterpenes, Sesquiterpenoids and Sesquiterpene alcohols
 PH LC

Evolution trend of compounds during agarwood inducement process

Molecular GCMS data (%) (*)
No Molecular
Compound name CAS# Weight Classification
. formula DB3 DB4 DB5
(g/mol)
1 Benzylacetone 2550-26-7 C10H12O 148.202 Aromatic ketone - - 2.50
Alpha-
2 2344-70-9 C10H14O 150.221 Aromatic ketone - - 0.12
methylbenzenepropanol
3 Alpha-Muurolene 483-75-0 C15H24 204.351 Sesquiterpene - - 0.40
4 Alpha-Caryophylene 6753-98-6 C15H24 204.351 Sesquiterpene - - 0.19
5 Guaia-1(10),11-diene N/A C15H24 204.351 Sesquiterpene - 0.57 0.50
6 Gamma-cadinene 39029-41-9 C15H24 204.351 Sesquiterpene - - 0.34
7 Delta-cadinene 483-76-1 C15H24 204.351 Sesquiterpene - - 0.97
8 Aristol-1(10)-ene 17334-55-3 C15H24 204.351 Sesquiterpene - - 0.29
9 1-Isopropyl-4,7-dimethyl- 483-76-1 C15H24 204.351 Sesquiterpene 4.12 - -
1,2,3,5,6,8a-
hexahydronaphthalene
10 Isoaromadendrene epoxide N/A C15H24 204.351 Sesquiterpene 3.94 0.67 1.46
11 Aromadendrene oxide-(2) 94020-95-8 C15H24 204.351 Sesquiterpene - - 2.47
12 Hexadecanal 629-80-1 C16H32O 240.431 Fatty aldehyde 0.94 - -
13 Cubenol 21284-22-0 C15H26O 222.366 Sesquiterpene - - 0.35
alcohol
14 Gamma-eudesmol 1209-71-8 C15H26O 222.366 Sesquiterpene - 3.53 8.84
alcohol
15 2-Isopropenyl-4a,8- 473-13-2 C15H24 204.351 Sesquiterpene 6.94 - -
dimethyl-1,2,3,4,4a,5,6,7-
octahydronaphthalene
16 tau-Cadinol N/A C15H26O 222.366 Sesquiterpene - - 2.50
alcohol
17 Bulnesol 22451-73-6 C15H26O 222.366 Sesquiterpene - 19.0 1.06
alcohol 2
18 Aristolene 6831-16-9 C15H24 204.351 Sesquiterpene - - 6.47
19 Beta-eudesmol 473-15-4 C15H26O 222.366 Sesquiterpene - - 9.48
alcohol
20 4a,trans-8a-Perhydro-cis-2- 6770-16-7 C15H28O 224.38 Dihydroeudesmo - 8.06 -
(2-hydroxy-2-propyl)- l (derivative of
4a,cis-8- sesquiterpene
dimethylnaphthalene alcohol)
21 Hedycariol N/A C15H26O 222.366 Sesquiterpene - 7.70 -
alcohol
22 Alpha-copaen-11-ol 41370-56-3 C15H24O 220.35 Sesquiterpenoid - - 1.67
23 Hexadecane 544-76-3 C16H34 226.441 Alkane 0.96 - -
hydrocarbon
24 Aromadendrene oxide-(1) N/A C15H24O 220.35 Sesquiterpenoid 1.22 - 0.60
25 Ethyl pentadecanoate 41114-00-5 C17H34O2 270.456 Fatty acid 2.17 - -
26 gamma-Gurjunenepoxide- 184705-51- C15H24O 220.35 Sesquiterpenoid - 5.12 -
(2) 9
27 1,4- N/A C15H24 204.351 Sesquiterpene - 31.8 -
Methanoazulene,decahydro
-4,8,8-trimethyl-9-
methylene-,[1S-
(1.alpha.,3a.beta.,4.alpha.,8
a.beta.)]-;
28 Tetradecanal; 124-25-4 C14H28O 212.377 Fatty aldehyde 0.92 - -
29 Tetradecanoic acid; 544-63-8 C14H28O2 228.376 Fatty acid - 7.60 1.27
30 Ricinoleic acid; 141-22-0 C18H34O3 298.467 Fatty acid - - 0.89
31 4a,5-Dimethyl-3-(1- 19598-45-9 C15H22O 218.335 Dehydrofukinon 5.77 - -
methylethylidene)- e
4,4a,5,6,7,8-hexahydro-
2(3H)-naphthalenone;
32 1,2-Benzenedicarboxylic 4376-20-9 C16H22O4 278.343 phthalic acid; - 3.83 0.64
acid, mono(2-ethylhexyl) MEHP (toxin)
ester;
33 Palmitic acid 57-10-3 C16H32O2 256.424 Fatty acid 45.83 - -
34 Linoleic acid 60-33-3 C18H32O2 280.445 Fatty acid 1.90 - -
74.71 87.9 43.01

GCMS data (%) (*)

Classification
DB3 DB4 DB5
Sesquiterpene (C15H24) 15.0 33.04 13.09
Sesquiterpenoid (C15H24O) 1.22 5.12 2.27
Sesquiterpene alcohol (C15H26O) 0 38.31 22.23
Key compounds (**) 16.22 76.47 37.59
Aromatic ketone (Benzylacetone C10H12O) 0 0 2.62
Fatty acid, Fatty aldehyde (CnH2nO2; CnH2nO) 51.76 7.60 2.16
Other compounds 6.73 3.83 0.64
Total 74.71 87.90 43.01

(*)
Notes: GCMS data extracted from Dang dinh Nams Msc Thesis, http://luanvan.co/luan-
van/khao-sat-tinh-dau-go-do-bau-aquilaria-crassna-pierre-ex-lecomte-37232/
DB3: 2 years inoculated Aquilaria tree (Aquilaria crassna Pierre ex Lecomte)
DB4: 10 years inoculated Aquilaria tree (Aquilaria crassna Pierre ex Lecomte)
DB5: 15 years inoculated Aquilaria tree (Aquilaria crassna Pierre ex Lecomte)
(**)
Key compounds (KC for short) is the term to call all Sesquiterpenes, Sesquiterpenoids and
Sesquiterpene alcohols, in which Sesquiterpenoids and Sesquiterpene alcohols are called
Dominant compounds (DC for short). Along with inducement time, key compounds increase,
but fatty acids/aldehydes decrease.

SECOIN Applied Biology Center http://agarwood.ning.com E-mail: dxb@secoin.vn