. 2019 Feb 27;24(5):842. doi: 10.3390/molecules24050842

Table 1.

The volatile compounds from Codium bursa isolated by headspace solid-phase microextraction (HS-SPME), hydrodistillation (HD), supercritical CO₂ extraction (SC-CO₂) and analysed by gas chromatography and mass spectrometry (GC-FID and GC-MS).

No	Compound	RI	RI_L	Area Percentages (%)
No	Compound	RI	RI_L	I ± SD	II ± SD	III ± SD	IV ± SD	V ± SD	VI ± SD	VII ± SD
1.	2-Thiapropane (DMS) ^S	<900	521	56.51 ± 2.45 ^a	3.72 ± 0.10 ^b	36.22 ± 1.58 ^c	3.10 ± 0.10 ^b	-	-	-
2.	Butanal ^S	<900	598	-	-	-	-	-	-	-
3.	Pentan-1-ol ^S	<900	768	-	1.02 ± 0.10 ^a	-	-	-	-	-
4.	Hexanal ^S	<900	801	1.44 ± 0.15 ^a	1.41 ± 0.11 ^a	0.20 ± 0.01 ^b	0.71 ± 0.02 ^b	-	-	-
5.	Dimethyl-sulfoxide ^S	<900	/	-	1.52 ± 0.14 ^a	-	2.63 ± 0.10 ^b	-	-	-
6.	Ethylbenzene ^S	<900	858	-	2.23 ± 0.08 ^a	-	0.42 ± 0.01 ^b	-	-	-
7.	Hexan-1-ol ^S	<900	867	0.62 ± 0.01 ^a	-	-	-	-	-	-
8.	Nonane ^S	900	900	-	-	-	-	-	0.10 ± 0.01 ^a	-
9.	α-Pinene ^S	940	940	1.43 ± 0.09 ^a	-	-	0.32 ± 0.01 ^b	0.81 ± 0.02 ^a	-	-
10.	Benzaldehyde ^S	965	964	5.21 ± 0.15 ^a	6.14 ± 0.11 ^b	4.73 ± 0.09 ^a	1.42 ± 0.02 ^c	1.40 ± 0.01 ^c	1.41 ± 0.03 ^c	-
11.	Oct-1-en-3-one ^S	981	980	-	-	-	0.10 ± 0.01 ^a	-	-	-
12.	Oct-1-en-3-ol ^S	982	982	1.12 ± 0.14 ^a	2.61 ± 0.10 ^b	9.71 ± 0.18 ^c	0.81 ± 0.02 ^a	-	-	-
13.	Octan-2,3-dione	985	986	-	0.80 ± 0.03 ^a	-	0.41 ± 0.01 ^a	-	-	-
14.	6-Methyl-hept-5-en-2-one ^S	988	988	-	1.42 ± 0.08 ^a	-	0.41 ± 0.02 ^b	-	-	-
15.	2-Pentylfuran ^S	992	991	-	0.30 ± 0.01 ^a	-	-	-	0.60 ± 0.02 ^a	-
16.	Octanal ^S	1003	1003	0.81 ± 0.02 ^a	0.32 ± 0.01 ^a	0.10 ± 0.01 ^a	0.40 ± 0.01 ^a	-	-	-
17.	δ-3-Carene ^S	1013	1013	-	0.10 ± 0.01 ^a	-	0.30 ± 0.01 ^a	-	-	-
18.	p-Cymene ^S	1031	1031	0.51 ± 0.02 ^a	-	-	0.10 ± 0.01 ^a	-	-	-
19.	2-Ethyl-hexan-1-ol ^S	1032	1031	-	0.40 ± 0.01 ^a	-	0.72 ± 0.01 ^a	-	-	-
20.	Limonene ^S	1035	1035	2.20 ± 0.09 ^a	-	-	-	-	-	-
21.	Benzyl alcohol ^S	1037	1037	9.31 ± 0.30 ^a	3.42 ± 0.09 ^b	0.20 ± 0.01 ^c	5.40 ± 0.03 ^b	18.02 ± 1.04 ^d	0.10 ± 0.01 ^c	-
22.	(E)-Oct-2-enal ^S	1061	1062	-	0.80 ± 0.01 ^a	-	0.11 ± 0.01 ^a	-	-	-
23.	Octan-1-ol ^S	1074	1074	0.62 ± 0.03 ^a	0.71 ± 0.04 ^a	0.20 ± 0.01 ^a	0.30 ± 0.01 ^a	-	-	-
24.	Nonanal ^S	1103	1102	3.51 ± 0.15 ^a	1.00 ± 0.05 ^b	2.51 ± 0.14 ^c	1.40 ± 0.05 ^b	-	0.62 ± 0.01 ^b	-
25.	4-Keto-isophorone ^S	1147	1147	-	0.10 ± 0.01 ^a	-	0.10 ± 0.01 ^a	-	-	-
26.	6-[(Z)-1-Butenyl]-cyclohepta-1,4-diene (Dictyo-pterene D)	1158	/	-	-	-	0.41 ± 0.01 ^a	-	-	-
27.	6-Butyl-cyclohepta-1,4-diene (Dictyo-pterene C)	1174	/	-	-	-	0.40 ± 0.01 ^a	-	-	-
28.	Decanal ^S	1206	1206	1.01 ± 0.03 ^a	0.42 ± 0.01 ^a	0.43 ± 0.01 ^a	0.80 ± 0.02 ^a	-	-	-
29.	2-Phenoxy-ethanol ^S	1215	1213	-	-	-	-	-	-	6.02 ± 0.16 ^a
30.	β-Cyclocitral ^S	1222	1223	-	0.50 ± 0.01 ^a	-	0.42 ± 0.01 ^a	-	-	-
31.	Farnesane ^S	1376	1376	-	0.42 ± 0.02 ^a	-	0.71 ± 0.03 ^a	-	-	-
32.	Tetradecane ^S	1400	1400	-	-	-	0.30 ± 0.01 ^a	-	0.71 ± 0.01 ^a	-
33.	Dodecanal ^S	1409	1411	-	0.31 ± 0.01 ^a	-	0.10 ± 0.01 ^a	-	-	-
34.	(E)-α-Ionone ^S	1428	1429	-	6.40 ± 0.30 ^a	-	3.02 ± 0.19 ^b	-	2.22 ± 0.08 ^b	-
35.	Geranyl acetone ^S	1454	1454	-	0.10 ± 0.01^a	-	0.31 ± 0.01^a	-	-	-
36.	β-Selinene ^S	1462	1464	-	0.50 ± 0.02 ^a	-	-	-	-	-
37.	Ledene ^S	1472	1473	-	0.71 ± 0.01 ^a	-	-	-	-	-
38.	Dodecan-1-ol ^S	1477	1476	-	0.42 ± 0.01 ^a	-	-	-	-	-
39.	ar-Curcumene ^S	1483	1483	-	0.10 ± 0.01 ^a	-	2.11 ± 0.08 ^b	-	-	-
40.	(E)-β-Ionone ^S	1486	1485	-	1.52 ± 0.09 ^a	-	1.02 ± 0.05 ^a	-	0.70 ± 0.03 ^a	-
41.	Pentadecane ^S	1500	1500	-	3.81 ± 0.09 ^a	0.20 ± 0.01 ^b	3.10 ± 0.11 ^a	-	0.71 ± 0.03 ^b	-
42.	Dihydro-actinolide *	1528	1537	-	1.02 ± 0.01 ^a	-	-	-	-	-
43.	Hexadecane ^S	1600	1600	-	0.50 ± 0.01 ^a	-	2.41 ± 0.12 ^b	-	-	-
44.	Benzophenone ^S	1627	1625	-	0.32 ± 0.01 ^a	-	0.80 ± 0.05 ^a	-	-	-
45.	(E)-Hepta-dec-8-ene	1678	1676	-	1.40 ± 0.09 ^a	-	2.41 ± 0.03 ^b	0.22 ± 0.01 ^c	0.71 ± 0.02 ^c	0.82 ± 0.01 ^c
46.	Heptadecane ^S	1700	1700	4.82 ± 0.16 ^a	41.50 ± 2.01 ^b	32.51 ± 1.85 ^c	52.62 ± 2.30 ^d	23.44 ± 1.01 ^c	9.41 ± 0.09 ^a	7.20 ± 0.08 ^a
47.	Loliolide	1763		-	-	-	-	-	-	3.51 ± 0.08^a
48.	Octadecane ^S	1800	1800	-	0.10 ± 0.01 ^a	-	1.60 ± 0.08 ^a	-	-	-
49.	Neophyta-diene ^S	1840	1838	-	-	-	-	-	-	3.20 ± 0.11 ^a
50.	Hexahydro-farnesyl acetone (Phytone) ^S	1845	1845	-	-	-	-	1.61 ± 0.09 ^a	5.91 ± 0.11 ^b	-
51.	Diisobutyl phthalate ^S	1867	1868	-	-	-	0.40 ± 0.01 ^a	2.22 ± 0.12 ^b	0.82 ± 0.02 ^a	-
52.	Nonadec-1-ene **	1872	1880	-	0.31 ± 0.01 ^a	-	0.70 ± 0.02 ^a	-	0.71 ± 0.03 ^a	0.70 ± 0.02 ^a
53.	Hexadecan-1-ol ^S	1882	1882	-	-	-	-	-	1.21 ± 0.15 ^a	3.10 ± 0.21 ^b
54.	Nonadecane ^S	1900	1900	-	0.10 ± 0.01 ^a	-	0.81 ± 0.02 ^a	-	0.31 ± 0.01 ^a	-
55.	Dibutyl phthalate ^S	1961	1960	-	-	-	-	9.80 ± 0.15 ^a	1.03 ± 0.10 ^b	-
56.	Hexadeca-noic acid ^S	1963	1960	-	-	-	-	-	-	17.51 ± 1.13 ^a
57.	Eicosane ^S	2000	2000	-	0.40 ± 0.01 ^a	-	-	-	-	-
58.	Cyclooctasulfur	2009	2004	-	-	-	-	0.21 ± 0.01 ^a	5.12 ± 0.09 ^a	-
59.	(Z)-Octedec-9-en-1-ol ^S	2060	2060	-	-	-	-	-	-	2.51 ± 0.12 ^a
60.	Octadecan-1-ol ^S	2084	2083							2.02 ± 0.12 ^a
61.	Heneicosane ^S	2100	2100	-	1.40 ± 0.10 ^a	-	-	-	-	-
62.	(E)-Phytol ^S	2110	2112	-	-	-	-	3.31 ± 0.09 ^a	58.42 ± 2.50 ^b	42.30 ± 2.01 ^c
63.	(Z)-Octadec-9-enoic acid ^S	2147	2146	-	-	-	-	-	-	3.02 ± 0.09 ^a
64.	Docosane ^S	2200	2200	-	-	-	-	13.90 ± 1.28 ^a	0.42 ± 0.08 ^a	-
65.	Diisooctyl phthalate ^S	2274	/	-	-	-	-	13.30 ± 1.11 ^a	-	-

I—HS-SPME (DVB/CAR/PDMS fiber) of fresh C. bursa (HS-F); II—HS-SPME (DVB/CAR/PDMS fiber) of air-dried C. bursa (HS-D); III—HS-SPME (PDMS/DVB fiber) of fresh C. bursa (HS-F); IV—HS-SPME (PDMS/DVB fiber) of air-dried C. bursa (HS-D); V—hydrodistillate of fresh C. bursa (HD-F); VI—hydrodistillate of air-dried C. bursa (HD-D); VII—supercritical CO₂ extract of freeze-dried C. bursa (FD-CB); RI—retention indices relative to C₉–C₂₅ alkanes; RI_L—retention indices from the literature (NIST Chemistry WebBook, NIST Standard Reference Database Number 69, http://webbook.nist.gov/chemistry/); *—tentatively identified; **—correct isomer is not identified; ^S—identification confirmed with standard compound; SD—standard deviation; the same upper letter in the same row of analysed variable indicates no significant differences (Duncan’s test, p < 0.05).