栀子鲜花花水和鲜花细胞液气相和液相的成分分析

doi:10.3864/j.issn.0578-1752.2020.22.017

Abstract

Abstract:

【Objective】 In order to provide a scientific guidance for evaluating the quality of the fresh floral water extract (FFWE) and fresh flowers cell sap (FFCS) of Gardenia jasminoides and functional products development of Gardenia jasminoides flower, the comparison of component difference between the FFWE and FFCS of Gardenia jasminoides were conducted. 【Method】 The aroma components in FFWE and FFCS of Gardenia jasminoides were analyzed by headspace solid phase microextraction/gas chromatography-mass spectrometry (HS-SPME/GC-MS). The qualitative and quantitative analyses of aroma components were carried on by computer spectrum library and artificial spectrum analysis. The chemical constituents of FFWE and FFCS of Gardenia jasminoides were analyzed by ultra high performance liquid chromatography-mass spectrometry (UPLC-ESI-QTOF-MS/MS), and then those components were identified and quantified by database comparison. 【Result】 Both the FFWE and FFCS of Gardenia jasminoides contained a large amount of linalool, their relative contents reached 63.00% and 69.37%, respectively. 79 aroma components were detected in FFWE, while 56 aroma components were detected in FFCS. 8 kinds of compounds, such as alcohols, terpenes, esters, aldehydes, ketones, and phenols, were found in both FFWE and FFCS. The total relative contents of alcohols and terpenes in FFWE and FFCS of Gardenia jasminoides reached 72.00% and 95.71%, respectively. 200, 212 and 46, 54 metabolites were identified in FFWE and FFCS of Gardenia jasminoides under the positive and negative ion mode, respectively. Under the positive and negative ion mode, FFWE and FFCS of Gardenia jasminoides were mainly comprised of alkaloids, of which the relative contents under the positive ion mode reached 47.10% and 45.21%, respectively; while under the negative ion mode were 3.21% and 13.45%, respectively. The highest relative content of the alkaloids found in both FFWE and FFCS of Gardenia jasminoides was erucicamide, which had anti-anxiety activity. More antibacterial and anti-inflammatory components, such as dihydroartemisinin, camelliagenin B, madecassic acid, and antibiotics, such as diplosporin and talaromycin A, were found in FFWE than in FFCS of Gardenia jasminoides. 【Conclusion】 The FFCS of Gardenia jasminoides had more sufficient head fragrance, but the aroma holding time was shorter than FFWE. However, the aroma components of the FFWE of Gardenia jasminoides was more abundant than that of FFCS, which had good head fragrance and bottom fragrance, and longer aroma holding time. Alkaloids were the main characteristic substances in Gardenia jasminoides flower, which could be used as evaluation index in the qualification evaluation of FFWE and FFCS of Gardenia jasminoides.

Key words: Gardenia jasminoides fresh floral water extract, fresh flowers cell sap, gas chromatography-mass spectrum, liquid chromatography-mass spectrum, aroma component, chemical constituent, alkaloid

XU XiaoYu,LI AiPing,WU SiFeng,LI ChengXun,ZHENG KaiBin. Composition Analysis of Gas Phase and Liquid Phase of Fresh Floral Water Extract and Fresh Flowers Cell Sap from Gardenia jasminoides[J].Scientia Agricultura Sinica, 2020, 53(22): 4710-4726.

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Figures/Tables 6

Table 1

Aroma constituents and relative percentage of floral water extract and flowers cell sap from Gardenia jasminoides (above 0.1%)"

编号 No.	文献保留指数 Reported retention index	测定保留指数 Tested retention index	化合物名称 Compound name	相对含量 Relative content (%)
编号 No.	文献保留指数 Reported retention index	测定保留指数 Tested retention index	化合物名称 Compound name	鲜花花水 FFWE	鲜花细胞液FFCS
醇类 Alcohols
1	844^[20]	841	(Z)-3-己烯-1-醇3-Hexen-1-ol, (Z)-	1.95±0.06**	1.69±0.04
2	860^[21]	855	正己醇 1-Hexanol	1.09±0.02**	0.35±0.01
3	969^[22]	965	正庚醇 1-Heptanol	0.13±0.00**	-
4	1035^[23]	1031	二氢香芹醇 Dihydrocarveol	0.14±0.00**	-
5	1038^[24]	1034	桉叶油醇 Eucalyptol	0.13±0.00**	-
6	1078^[24]	1080	顺式-芳樟醇氧化物 cis-Linalool oxide	0.18±0.01**	-
7	1085^[22]	1083	正辛醇 1-Octanol	0.17±0.01**	-
8	1099^[24]	1098	反式芳樟醇氧化物(呋喃) trans-Linalool oxide (furanoid)	0.16±0.00**	0.13±0.00
9	1114^[25]	1120	芳樟醇 Linalool	63.00±1.89	69.37±1.39**
10	1118^[26]	1122	二氢芳樟醇 1,5,7-Octatrien-3-ol, 3,7-dimethyl-	0.48±0.01**	-
11	1200^[27]	1202	2-莰醇 Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-	0.12±0.00**	-
12	1201^[28]	1204	1-壬醇 1-Nonanol	0.39±0.01**	-
13	1265^[29]	1269	橙花醇 2,6-Octadien-1-ol, 3,7-dimethyl-, (Z)-	0.80±0.02**	-
14	1301^[30]	1302	香叶醇 Geraniol	1.71±0.05**	-
15	1583^[31]	1594	反式-橙花叔醇 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (E)-	0.05±0.00	19.08±0.38**
16	1639^[32]	1639	T-杜松醇 .tau.-Cadinol	0.25±0.01	0.28±0.01*
17	1655^[33]	1657	(Z,E)-法呢醇 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (Z,E)-	-	0.13±0.00**
18	1660^[30]	1661	反式-香叶基香叶醇 trans-Geranylgeraniol	-	0.20±0.01**
19	1662^[34]	1663	法呢醇 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-	-	2.11±0.04**
萜烯类 Terpenes
20	1510^[35]	1512	9-去甲-10-脱氧二氢青蒿素 9-Nor-10-deoxydihydroartemisinin	-	0.88±0.03**
21	1513^[36]	1517	(E)-β-法呢烯 (E)-.beta.-Famesene	-	0.29±0.01**
酯类 Esters
22	855^[37]	850	惕各酸甲酯 Methyl tiglate	0.36±0.01**	0.05±0.00
23	923^[26]	927	惕各酸乙酯 Ethyl tiglate	0.19±0.01**	-
24	1103^[38]	1105	(E)-2-甲基-2-丁酸-2-甲丙酯 2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (E)-	0.16±0.00**	-
25	1228^[39]	1232	(E)-2-甲基巴豆酸异戊酯 2-Butenoic acid, 2-methyl-, 3-methylbutyl ester, (E)-	4.64±0.09**	0.16±0.00
26	1273^[22]	1276	2-甲基丁酸叶醇酯 cis-3-Hexenyl-.alpha.-methylbutyrate	0.15±0.00**	-
27	1275^[22]	1279	2Z-戊烯惕各酸酯 Pentenyl tiglate, 2Z-	0.12±0.00**	-
28	1285^[22]	1288	1-戊烯-3-惕各酸酯 Penten-3-yl tiglate, 1-	3.94±0.08**	1.15±0.03
29	1390^[27]	1392	惕各酸顺-3-己烯酯 Tiglate <3(Z)-hexenyl->	13.24±0.40**	0.88±0.03
30	1399^[27]	1400	惕各酸己酯 Hexyl tiglate	1.51±0.05**	0.02±0.00
31	1510^[40]	1513	丙酮香叶酯 5,9-Undecadien-2-one, 6,10-dimethyl-, (E)-	0.11±0.00**	-
32	1539^[41]	1542	茉莉内酯 2H-Pyran-2-one, tetrahydro-6-(2-pentenyl)-, (Z)-	-	0.25±0.01**
33	1600^[24]	1607	惕各酸苯乙酯 2-Phenylethyl tiglate	0.42±0.01**	0.07±0.00
醛类 Aldehydes
34	1664^[38]	1668	法呢醛 Farnesal	-	0.45±0.01**
酮类 Ketones
35	1254^[42]	1260	4,7,7-三甲基双环[4.1.0]-3-庚烯-2-酮 4,7,7-Trimethylbicyclo[4.1.0]hept-3-en-2-one	-	0.40±0.01**
36	1289^[43]	1292	(+)-香芹酮 D-Carvone	1.15±0.03**	-
酚类 Phenols
37	1543^[44]	1548	甲基异丁香酚 Benzene, 1,2-dimethoxy-4-(1-propenyl)-	-	0.11±0.00**
其他类 Others
38	1000^[45]	1004	2-乙烯基-2-甲基-5-(1-甲基乙烯基)四氢呋喃 (2R,5R)-2-Methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran	0.12±0.00**	-
39	1350^[46]	1353	吲哚 Benzo-2,3-pyrrole	-	0.30±0.01**

Table 1

Fig. 1

Fig. 2

Table 2

Chemical constituents and relative percentage of floral water extract and flowers cell sap from Gardenia jasminoides (above 0.1%)"

编号 No.	保留时间 Retention time (min)	加和离子模式 Additive ion mode	m/z Mass charge ratio	分子式 Molecular formula	成分名称 Compound name	相对含量 Relative content (%)
						鲜花花水 FFWE		鲜花细胞液 FFCS
						正离子模式 Positive ion mode	负离子模式 Negative ion mode	正离子模式 Positive ion mode	负离子模式 Negative ion mode
氨基酸类 Amino acids
1	2.44	M+K-2H	152.0111	C₅H₉NO₂	L-脯氨酸 L-Proline	-	0.59±0.02	-	3.05±0.06**
2	3.10	M-H	300.1221	C₁₇H₁₉NO₄	3-(3,4-二羟苯基)-N-[2-(4-羟苯基)乙基]丙氨酸3-(3,4-Dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanimidic acid	-	-	-	0.17±0.01**
单萜类 Monoterpeniods
3	3.50	M+H	153.1271	C₁₀H₁₆O	桧醇 Sabinol	0.48±0.01**	-	0.23±0.01	-
4	6.16	M+H-H₂O, M+H	135.1168	C₁₀H₁₆O	(S)-(-)-紫苏醇 (S)-(-)-Perillyl alcohol	13.73±0.27**	-	5.11±0.15	-
5	3.09	M-H	183.0657	C₉H₁₂O₄	京尼平酸 Genipic acid	-	1.76±0.05**	-	0.18±0.01
6	4.61	M-H, M+Na-2H	315.1801	C₁₆H₂₈O₆	薄荷醇-葡萄糖醛酸 Menthol-glucoronide	-	0.83±0.02**	-	0.18±0.01
倍半萜类 Sesquiterpenoids
7	3.60	M+ACN+Na	494.2162	C₂₄H₃₀O₇	蜜环菌醛H Melleolide H	-	-	0.23±0.01**	-
8	5.61	M+H-2H2O, M+Na, M+H-H2O	249.1470	C₁₅H₂₂O₄	青蒿琥酯 Artemin	0.06±0.00	-	0.19±0.01**	-
9	5.65	M+H-H2O, M+H	203.1790	C₁₅H₂₄O	氧化石竹烯 Caryophyllene epoxide	0.38±0.01	-	1.77±0.05**	-
10	5.76	M+H	205.1947	C₁₅H₂₄	α-佛手柑油烯 alpha-Bergamotene	-	-	0.11±0.00**	-
11	6.03	M+H	205.1948	C₁₅H₂₄	(+)-长叶环烯 Longicyclene	-	-	0.12±0.00**	-
12	7.61	M+H	205.1949	C₁₅H₂₄	α-石竹烯 α-Humulene	0.06±0.00	-	0.39±0.01**	-
二萜类 Diterpenoids
13	5.69	2M+H	661.2964	C₁₉H₂₂O₅	赤霉素A62 Gibberellin A62	-	-	0.10±0.00**	-
14	7.53	M+Na-2H	421.1863	C₂₀H₃₂O₈	辛卡西醇B Cincassiol B	-	1.56±0.05**	-	0.30±0.01
三萜类 Triterpenoids
15	6.37	M+H, M+Na, M+H-H₂O	489.3558	C₃₀H₄₈O₅	山茶皂苷元B Camelliagenin B	2.16±0.06**	-	0.02±0.00	-
16	6.63	M+H-H₂O, M+H	491.3712	C₃₀H₅₀O₅	山茶皂苷元C Camelliagenin C	0.18±0.01**	-	-	-
17	3.86	M+Cl	541.1830	C₂₆H₃₄O₁₀	异柠檬苦素酸 Isolimonic acid	-	0.20±0.01	-	0.64±0.02**
18	4.25	M+Na-2H	803.4226	C₄₁H₆₆O₁₄	麦德龙苷D Madlongiside D	-	4.35±0.09**	-	0.23±0.01
19	5.22	M-H, M+Cl	503.3367	C₃₀H₄₈O₆	羟基积雪草苷 Madecassic acid	-	20.20±0.61**	-	0.02±0.00
黄酮类 Flavonoids
20	4.72	M+H	823.3062	C₃₉H₅₀O₁₉	朝藿定D Hexandraside D	-	-	0.11±0.00**	-
香豆素类 Coumarins
21	4.38	M+H, M+ CH₃OH+H	179.0699	C₉H₆O₂	香豆素 Coumarin	-	-	0.74±0.02**	-
22	0.66	M+H	141.1134	C₆H₁₂N₄	六亚甲基四胺 Methenamine	0.33±0.01**	-	0.11±0.00	-
23	1.90	M+H, 2M+H	217.0974	C₁₂H₁₂N₂O₂	L-1,2,3,4-四氢-β-咔啉-3-羧酸 L-1,2,3,4-Tetrahydro-beta-carboline-3- carboxylic acid	0.35±0.01	-	3.17±0.06**	-
24	2.39	M+H	476.3055	C₂₁H₄₁N₅O₇	乙基紫苏霉素 Netilmicin	0.17±0.00	-	0.18±0.01**	-
25	2.86	M+H-H₂O, M+H	120.0446	C₇H₇NO₂	氨茴酸 Anthranilic acid	1.15±0.03	-	2.02±0.06**	-
26	4.38	M+H-H₂O	172.0752	C₁₁H₁₁NO₂	吲哚-3-丙酸 Indole-3-propionic acid	-	-	0.44±0.01**	-
27	5.19	2M+ACN+H	706.3567	C₁₄H₂₄N₂O₇	大观霉素 Spectinomycin	0.29±0.01**	-	18.16±0.36**	-
28	7.50	M+H	270.3152	C₁₈H₃₉N	十八胺 Octadecylamine	0.14±0.00	-	0.15±0.00**	-
29	9.68	M+H, M+Na, 2M+H, 2M+Na	338.3415	C₂₂H₄₃NO	芥酸酰胺 13Z-Docosenamide	43.66±1.31**	-	19.41±0.58	-
30	1.92	M-H₂O-H	171.0926	C₁₁H₁₄N₂O	艾胺 Alline	-	-	-	0.57±0.02**
31	2.78	M-H	164.0353	C₈H₇NO₃	2-甲酰胺基苯甲酸 N-formylanthranilic acid	-	-	-	0.26±0.01
32	2.99	M-H₂O-H	146.0248	C₈H₇NO₃	(R)-2-羟基-2H-1,4-苯并恶嗪-3(4H)-酮 (R)-2-Hydroxy-2H-1,4-benzoxazin-3 (4H)-one	-	-	-	0.31±0.01
33	3.11	M-H	136.0405	C₇H₇NO₂	葫芦巴碱 Trigonelline	-	-	-	1.58±0.05**
34	3.72	M+FA-H	462.1899	C₂₁H₂₇N₃O₆	(E)-卡西定 (E)-Casimiroedine	-	-	-	0.22±0.01**
35	3.93	M+Cl	296.0910	C₁₁H₁₉NO₆	百脉根苷 Lotaustralin	-	-	-	0.23±0.01**
36	3.97	M+FA-H	302.1028	C₈H₂₀NO₆P	甘油磷酰胆碱 Glycerophosphocholine	-	1.54±0.05**	-	-
37	4.16	M-H₂O-H	322.1069	C₁₉H₁₉NO₅	4-羟基降南天竹宁 4-Hydroxynornantenine	-	-	-	0.58±0.02**
38	4.42	M-H₂O-H	742.2463	C₃₉H₄₃N₃O₁₁S	曲贝替定 Trabectedin	-	-	-	3.30±0.07**
39	4.43	M-H	357.3149	C₁₇H₁₉NO₅	3-(3,4-二羟苯基)-N-[2-(5-羟苯基)乙基] 丙酮酸3-(3,4-Dihydroxyphenyl)-N-[2-(5- hydroxyphenyl)ethyl]propanimidic acid	-	0.40±0.01	-	3.33±0.10**
40	4.46	3M-H	482.1357	C₉H₇NO₂	喹啉-4,8-二醇 Quinoline-4,8-diol	-	-	-	0.30±0.01**
41	5.26	M+Cl	700.2743	C₃₃H₄₇NO₁₃	纳他霉素 Natamycin	-	-	-	2.61±0.05**
42	5.97	M+FA-H	236.1049	C₁₀H₁₃N₃O	4-羟基异喹胍 4-Hydroxydebrisoquine	-	1.25±0.04**	-	-
甾体类 Steroids
43	5.61	M+H	305.2095	C₁₉H₂₈O₃	16-氧雄甾烯二醇 16-Oxoandrostenediol	0.12±0.00**	-	-	-
芳香类 Aromatics
44	4.24	M+H	133.1012	C₁₀H₁₂	对-孟-1,3,5,8-四烯 p-Mentha-1,3,5,8-tetraene	8.46±0.25	-	8.03±0.24	-
45	4.25	M+H	107.0858	C₈H₁₀	间二甲苯 m-Xylene	1.31±0.04**	-	1.11±0.03	-
46	9.22	M+H, M+Na, M+K, 2M+Na	391.2835	C₂₄H₃₈O₄	邻苯二甲酸二(2-乙基己)酯 Bis(2-ethylhexyl) phthalate	10.41±0.31**	-	4.21±0.13	-
47	4.60	M-H	549.1998	C₂₇H₃₄O₁₂	络石苷 Tracheloside	-	-	-	0.43±0.01**
醇类 Alcohols
48	3.19	M+H-H₂O, 2M+Na	361.1640	C₂₀H₂₆O₇	氨茶醇 Carinol	-	-	0.19±0.01**	-
49	3.75	M+H-H₂O, M+H, M+Na	171.1491	C₁₀H₁₈O₂	反式-对-孟-2-烯-1,4-二醇 trans-p-Menth-2-ene-1,4-diol	5.78±0.17**	-	4.45±0.13	-
50	5.24	M+ACN+H	158.1538	C₇H₁₆O	正庚醇 1-Heptanol	0.22±0.01**	-	0.15±0.00	-
51	5.30	M+ACN+Na	482.2169	C₂₃H₃₀O₇	星形曲霉毒素 Asteltoxin	-	-	0.11±0.00**	-
52	0.76	M-H	349.1855	C₁₆H₃₀O₈	反式-对-孟-1,7,8-三醇 8-葡萄糖苷 trans-p-Menthane-1,7,8-triol 8-glucoside	-	1.78±0.05**	-	-
53	3.40	M+FA-H	351.1796	C₁₈H₂₆O₄	5'-羧基-γ-色原烷醇 5'-Carboxy-gamma-chromanol	-	0.96±0.03**	-	-
54	3.95	M-H	375.1431	C₂₀H₂₄O₇	加利烷醇 Carissanol	-	-	-	0.53±0.02**
55	4.45	M-H	356.9991	C₁₆H₃₀O₉	反式-对-孟-1,7,8-三醇 9-葡萄糖苷 trans-p-Menthane-1,7,8-triol 9-glucoside	-	0.38±0.01	-	3.39±0.07**
56	4.48	M+FA-H	356.3675	C₁₈H₂₆O₅	6'-羧基-γ-色原烷醇 6'-Carboxy-gamma-chromanol	-	0.35±0.01	-	3.49±0.07**
57	7.55	M+Na-2H	303.1568	C₁₆H₂₆O₄	乳聚醇 CLactapiperanol C	-	-	-	0.41±0.01**
酚类 Phenols
58	2.73	M+H	153.0544	C₈H₈O₃	香草醛 Vanillin	0.49±0.02**	-	0.28±0.01	-
58	2.73	M-H	151.0400	C₈H₈O₃	香草醛 Vanillin	-	12.15±0.24**	-	3.60±0.11
59	6.45	M+H-H₂O, 2M+H	653.3095	C₂₀H₂₂O₄	(+)-加利恩 (+)-Galeon	-	-	1.01±0.03**	-
60	8.88	M+H	413.3017	C₂₇H₄₀O₃	4-甲氧基-3-牛龙牛儿基牛龙牛儿酯-1,2-二羟基苯4-Methoxy-3-geranylgeranyl-1,2- dihydroxybenzene	-	-	0.31±0.01**	-
61	4.27	M+K-3H	360.4726	C₂₇H₃₆O₁₁	杨梅醇 6-葡萄糖苷 Myricanol 6-glucoside	-	0.54±0.02	-	2.81±0.06**
酸类 Acids
62	6.13	M+H-2H₂O	337.1317	C₁₇H₂₄O₉	3,4,5-三羟基-6-[4-(3-羟丁基)-2-甲氧苯基]噁烷-2-羧酸3,4,5-Trihydroxy-6-[4-(3-hydroxybutyl)-2-methoxyphenoxy]oxane-2-carboxylic acid	0.16±0.00**	-	0.13±0.00	-
63	7.15	M+Na	317.2084	C₁₈H₃₀O3	9顺,11反-共轭亚油酸 13-OxoODE	0.19±0.01**	-	-	-
64	0.26	M-H	112.9861	C₂HF₃O₂	三氟乙酸 Trifluoroacetic acid	-	10.30±0.31**	-	2.90±0.06
65	2.15	M-H₂O-H	311.0781	C₁₄H₁₈O₉	6-(5-乙基-2,3-二羟苯氧基)-3,4,5-三羟基噁烷-2-羧酸6-(5-Ethyl-2,3-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	-	1.32±0.04**	-	-
66	3.39	M-H₂O-H	157.0506	C₇H₁₂O₅	2-异丙基苹果酸 2-Isopropylmalic acid	-	-	-	0.15±0.00**
67	4.14	M-H	173.1181	C₉H₁₈O₃	(±)-3-羟基壬酸 (±)-3-Hydroxynonanoic acid	-	0.32±0.01**	-	0.27±0.00
68	4.28	M+Cl, M+K-3H	360.1568	C₃₆H₃₂O₂0S	(5-{8-[5,7-二羟基-2-(4-羟苯基)-4-氧-3,4-二氢-2H-1-苯并吡喃-3-烷基]-5-羟基-4-氧-7-{[3,4,5-三羟基-6-(羟甲基)噁烷-2-烷基]氧}-3,4-二氢-2H-1-苯并吡喃-2-烷基}-3-羟苯基)氧化磺酸(5-{8-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-5-hydroxy-4-oxo-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-2-yl}-3- hydroxyphenyl)oxidanesulfonic acid	-	0.53±0.02	-	2.86±0.06**
69	4.38	M-H	358.2622	C₉H₁₈O₄	(±)-4-羟基壬酸 (±)-4-Hydroxynonanoic acid	-	0.44±0.01	-	3.18±0.06**
70	4.50	M-H₃O-H	356.0518	C₇H₁₂O₆	3-异丙基苹果酸 3-Isopropylmalic acid	-	0.34±0.01	-	3.54±0.11**
71	4.79	M+Cl, M+K-2H	835.1021	C₃₆H₃₂O₁₉S	(5-{8-[5,7-二羟基-2-(4-羟基苯基)-4-氧-3,4-二氢-2H-1-苯并吡喃-3-烷基]-5-羟基-4-氧-7-{[3,4,5-三羟基-6-(羟甲基)噁烷-2-烷基]氧}-3,4-二氢-2H-1-苯并吡喃-2-烷基}-2-羟基苯基)氧化磺酸(5-{8-[5,7-Dihydroxy-2-(4-hydroxyphenyl) -4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-5-hydroxy-4-oxo-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4- dihydro-2H-1-benzopyran-2-yl}-2- hydroxyphenyl)oxidanesulfonic acid	-	-	-	0.94±0.03**
72	6.94	M-H	319.2267	C₂₀H₃₂O₃	11(S)-羟基二十碳-5Z,8Z,12E,14Z-四烯酸 11(S)-HETE	-	1.65±0.05**	-	0.63±0.02
73	7.48	M-H	277.1435	C₁₆H₂₂O₄	2,5,7,8-四甲基-6-羟基苯并二氢吡喃基-2-丙酸 α-CEHC	-	2.42±0.07**	-	0.22±0.01
74	8.94	M-H	279.2322	C₁₈H₃₂O₂	17-十八炔酸 17-Octadecynoic Acid	-	13.46±0.27**	-	0.80±0.02
75	9.14	M-H	305.2469	C₂₀H₃₄O₂	5(Z),11(Z),14(Z)-二十碳三烯酸 5(Z),11(Z),14(Z)-Eicosatrienoic acid	-	0.60±0.02**	-	-
76	9.32	M-H	307.2627	C₂₀H₃₆O₂	5(Z),14(Z)-二十碳二烯酸 5(Z),14(Z)-Eicosadienoic Acid	-	2.83±0.08**	-	-
77	9.47	M-H	333.2788	C₂₂H₃₈O₂	顺13,16,19-二十二碳三烯酸 Docosatrienoic Acid	-	1.19±0.04**	-	-
酮类 Ketones
78	2.76	M+CH₃OH+H	361.1639	C₁₉H₂₀O₅	1-(3,4-二羟苯基)-7-(4-羟苯基)庚烷- 3,5-二酮1-(3,4-Dihydroxyphenyl)-7-(4- hydroxyphenyl)heptane-3,5-dione	-	-	0.14±0.00**	-
79	3.49	M+ACN+Na	448.1750	C₂₂H₂₄O₆	12-去氢波森 12-Dehydroporson	-	-	0.16±0.00**	-
80	4.23	M+H-H₂O, M+H	93.0704	C₇H₁₀O	3-甲基-2-环己烯-1-酮 3-Methyl-2-cyclohexen-1-one	0.28±0.01**	-	0.24±0.01	-
81	4.76	M+H-H₂O, M+Na	313.1425	C₁₉H₂₂O₅	6-(1-羟基-2-甲基丁基-3-烯-2-烷基)- 2-(2-羟丙基-2-烷基)-2H,3H,7H-呋喃[3,2-g]苯并吡喃-7-酮6-(1-Hydroxy-2-methylbut-3-en-2-yl)-2-(2-hydroxypropan-2-yl)-2H,3H,7H-furo [3,2-g]chromen-7-one	0.16±0.00**	-	-	-
82	2.44	3M-H	545.1655	C₉H₁₀O₄	1-(2,6-二羟基-4-甲氧基苯基)乙酮 2',6'-Dihydroxy-4'-methoxyacetophenone	-	0.09±0.00	-	3.49±0.10**
83	4.35	M-H₃O-H	358.8937	C₁₁H₁₂O₄	4-(3,4-亚甲基二氧苯基)-3-丁酮 4-(3,4-Methylenedioxyphenyl)-3-butanone	-	0.47±0.01	-	3.07±0.06**
84	4.78	M-H₂O-H	173.0605	C₁₁H₁₂O₃	胡椒基丙酮 4-(3,4-Methylenedioxyphenyl)-2-butanone	-	1.48±0.05**	-	-
85	4.80	M-H, M+FA-H	329.1381	C₁₉H₂₂O₅	3-羟基-2-(2-羟丙基-2-烷基)-6-(2-甲丁基-3-烯-2-烷基)-2H,3H,7H-呋喃[3,2-g]色原烷-7-酮3-Hydroxy-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one	-	0.02±0.00	-	23.98±0.48**
酯类 Esters
86	4.75	M+Na, 2M+Na, M+H-H₂O	327.1589	C₂₀H₂₄O₅	异千叶蓍酯二烯 Isoachifolidiene	0.58±0.02	-	16.76±0.50**	-
87	5.67	M+ACN+H	390.2268	C₂₀H₂₈O₅	蜂斗菜内酯C Bakkenolide C	0.21±0.01	-	0.52±0.02**	-
88	3.48	M-H	171.1027	C₉H₁₆O₃	乙酰乙酸异戊酯 3-Methylbutyl 3-oxobutanoate	-	9.00±0.18**	-	7.83±0.16
89	4.01	M+FA-H	399.1330	C₁₇H₂₂O₈	蒽酸甲酯 F 葡萄糖苷 Methyl helianthenoate F glucoside	-	-	-	2.51±0.08**
90	4.52	M-H	355.7360	C₉H₁₆O₄	3-甲丁基 4-氧丁酸酯 3-Methylbutyl 4-oxobutanoate	-	0.33±0.01	-	3.60±0.07**
肽类 Peptides
91	5.00	M+H	640.2524	C₂₇H₃₇N₅O₁₃	苏氨酸-苯丙氨酸-葡萄糖-葡萄糖-天冬氨酸 Thr Phe Glu Glu Asp	-	-	0.42±0.01**	-
92	5.27	M+H	446.2743	C₂₃H₃₅N₅O₄	赖氨酸-异亮氨酸-色氨酸 Lys Ile Trp	0.20±0.01**	-	-	-
93	5.37	M+H	473.1920	C₂₂H₂₈N₆O₄S	色氨酸-蛋氨酸-组氨酸 Trp Met His	-	-	0.25±0.01**
94	6.49	M+H	474.3047	C₂₀H₃₉N₇O₆	谷氨酰胺-丙氨酸-赖氨酸-赖氨酸 Gln Ala Lys Lys	0.77±0.02**	-	-	-
95	5.18	M-H₂O-H	283.1539	C₁₁H₂₂N₆O₄	精氨酸-谷氨酰胺 Arginyl-Glutamine	-	0.96±0.03**	-	0.24±0.01
96	6.39	M-H	592.2326	C₂₈H₃₉N₃O₉S	4-羟基-17β-雌二醇-2-S-谷胱甘肽 4-Hydroxy-17beta-estradiol-2-S- glutathione	-	-	-	0.51±0.02**
胺类 Amines
97	7.20	M+H-H₂O	444.3312	C₂₄H₄₇NO₇	葡萄糖鞘氨醇半乳糖苷 Glucosylsphingosine	0.24±0.01**	-	-	-
其他类 Others
98	2.92	M+H-2H₂O	343.1540	C₂₀H₂₆O₇	15-羟基勒普妥卡品 15-Hydroxyleptocarpin	0.01±0.00	-	0.27±0.01**	-
98	2.92	M-H	377.1591	C₂₀H₂₆O₇	15-羟基勒普妥卡品 15-Hydroxyleptocarpin	-	0.11±0.00	-	2.80±0.08**
99	2.49	2M+FA-H	505.2998	C₁₂H₂₂O₄	塔罗霉素A Talaromycin A	-	0.65±0.02**	-	-

Table 2

Fig. 3

Fig. 4

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