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

摘要/Abstract

摘要： 【目的】通过比较栀子鲜花花水和鲜花细胞液的成分差异,为栀子鲜花花水和鲜花细胞液品质评价以及栀子花功能产品开发提供科学指导。【方法】利用顶空固相微萃取/气相色谱—质谱联用技术（HS-SPME/ GC-MS）分析栀子鲜花花水和鲜花细胞液中的香气成分,通过计算机谱库和人工谱图解析,对香气成分进行定性鉴定和定量分析;利用超高效液相色谱—质谱联用技术（UPLC-ESI-QTOF-MS/MS）分析栀子鲜花花水和鲜花细胞液的化学成分,通过数据库比对,对化学成分进行定性鉴定和定量分析。【结果】栀子鲜花花水和鲜花细胞液中均含有大量的芳樟醇,相对含量分别达到63.00%和69.37%,栀子鲜花花水中检测出香气成分79种,鲜花细胞液中检测出香气成分56种,均含有醇类化合物、萜烯类化合物、酯类化合物、醛类化合物、酮类化合物、酚类化合物等8个种类的化合物。栀子鲜花花水和鲜花细胞液中醇类化合物和萜烯类化合物的相对含量总和分别达到72.00%和95.71%。栀子鲜花花水和鲜花细胞液在正、负离子模式下分别鉴定了200个、212个和46个、54个代谢成分,栀子鲜花花水和鲜花细胞液在正、负离子模式下均以生物碱类成分为主,正离子模式下生物碱类成分的相对含量分别达到47.10%和45.21%,负离子模式下分别为3.21%和13.45%。具有抗焦虑生理作用的生物碱类成分芥酸酰胺在栀子鲜花花水和鲜花细胞液中的相对含量最高。栀子鲜花花水中存在较多的抗菌、抗炎成分如双氢青蒿素、山茶皂苷元B、羟基积雪草苷以及双环孢素、塔罗霉素A等抗生素。【结论】栀子鲜花细胞液较栀子鲜花花水具有充足的头香,但持香时间短,而栀子鲜花花水的香气成分较栀子鲜花细胞液丰富,具有良好的头香和底香,持香时间长。生物碱类成分是栀子花中的主要特征性物质,可作为评价指标用于栀子鲜花花水和鲜花细胞液的品质评价。

关键词: 栀子鲜花花水, 鲜花细胞液, 气相质谱, 液相质谱, 香气成分, 化学成分, 生物碱

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

徐晓俞,李爱萍,吴思逢,李程勋,郑开斌. 栀子鲜花花水和鲜花细胞液气相和液相的成分分析[J]. 中国农业科学, 2020, 53(22): 4710-4726.

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.

0
/ / 推荐

导出引用管理器 EndNote|Reference Manager|ProCite|BibTeX|RefWorks

链接本文: https://www.chinaagrisci.com/CN/10.3864/j.issn.0578-1752.2020.22.017

https://www.chinaagrisci.com/CN/Y2020/V53/I22/4710

图/表 6

表1

栀子鲜花花水和细胞液的香气成分及其相对含量（高于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**

表1

图1

图2

表2

栀子鲜花花水和细胞液的化学成分及其相对含量（高于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**	-	-

表2

图3

图4

参考文献 61

[1]	YAGI N, NAKAHASHI H, KOBAYASHI T, MIYAZAWA M . Characteristic chemical components of the essential oil from white kwao krua ( Pueraria mirifica). Journal of Oleo Science, 2013,62(3):175-179. doi: 10.5650/jos.62.175 pmid: 23470445
[2]	USAMI A, ONO T, MARUMOTO S, MIYAZAWA M . Comparison of volatile compounds with characteristic odor in flowers and leaves of nojigiku ( Chrysanthemum japonense). Journal of Oleo Science, 2013,62(8):631-636. doi: 10.5650/jos.62.631 pmid: 23985493
[3]	KASHIMA Y, NAKAYA S, MIYAZAWA M . Volatile composition and sensory properties of indian herbal medicine-pavonia odorata-used in ayurveda. Journal of Oleo Science, 2014,63(2):149-158. doi: 10.5650/jos.ess13125
[4]	张海云, 吕传润, 张静菊, 赵成良, 李宏英 . 新品种丰花玫瑰鲜花细胞液提取率及化学成分分析初报. 香料香精化妆品, 2010(5):17-21.
	ZHANG H H, LÜ C R, ZHANG J J, ZHAO C L, LI H Y . The preliminary analysis on the extraction yield of cell sap and chemical composition of a new variety Rosa rugosa of “Feng Hua”. Flavour Fragrance Cosmetics, 2010(5):17-21. (in Chinese)
[5]	张海云, 孟宪水, 赵成良 . 玫瑰鲜花细胞液的提取. 农产品加工, 2010(5):33-34.
	ZHANG H Y, MENG X S, ZHAO C L . Extraction of rose flowers cell sap. Farm Products Processing, 2010(5):33-34. (in Chinese)
[6]	刘百战, 高芸 . 固相微萃取气相色谱/质谱分析栀子花的头香成分. 色谱, 2000,18(5):452-455. pmid: 12541711
	LIU B Z, GAO Y . Analysis of headspace constituents of Gardenia flower by GC/MS with solid-phase microextraction and dynamic headspace sampling. Chinese Journal of Chromatography, 2000,18(5):452-455. (in Chinese) pmid: 12541711
[7]	MENG X, WANG Z Y, LV H . Constituents and bacteriostatic activity of volatile matterfrom four flower plant species. Indian Journal of Agricultural Research, 2010,44(3):157-167.
[8]	黄巧巧, 蒋可志, 冯建跃, 陈关喜 . 栀子花头香成分的研究. 浙江科技学院学报, 2003,15(S1):6-7, 10.
	HUANG Q Q, JIANG K Z, FENG J Y, CHEN G X . Analysis of volatile constituents of Gardenia flowers. Journal of Zhejiang University of Science and Technology, 2003,15(S1):6-7, 10. (in Chinese)
[9]	黄巧巧, 蒋可志, 冯建跃, 陈关喜 . 气相色谱/质谱法研究栀子花头香成分. 云南植物研究, 2004,26(4):471-474.
	HUANG Q Q, JIANG K Z, FENG J Y, CHEN G X . Analysis of volatile constituents of Gardenia flowers by GC/MS. Acta Botanica Yunnanica, 2004,26(4):471-474. (in Chinese)
[10]	谭谊谈, 薛山, 唐会周 . 不同花期栀子花的香气成分分析. 食品科学, 2012,33(12):223-227.
	TAN Y T, XUE S, TANG H Z . Analysis of aroma constituents in Gardenia jasminoides at different flowering stages. Food Science, 2012,33(12):223-227. (in Chinese)
[11]	蔡杰, 赵超, 程力, 张前军 . 黔产栀子花挥发油化学成分SPME-GC-MS分析. 贵州科学, 2008,26(3):49-51.
	CAI J, ZHAO C, CHENG L, ZHANG Q J . Study on the chemical components in flower essential oil of Gardenia jasminoides from guizhou by SPME-GC-MS. Guizhou Science, 2008,26(3):49-51. (in Chinese)
[12]	张银华, 熊秀芳, 徐盈 . 湖北栀子花挥发油的GC/MS分析. 武汉植物学研究, 1999,17(1):61-63.
	ZHANG Y H, XIONG X F, XU Y . Analysis of Hubei volatile oil of Gardenia flower by GC/MS. Journal of Wuhan Botanical Research, 1999,17(1):61-63. (in Chinese)
[13]	陈彤, 李祖光, 曹慧, 沈德隆 . 栀子花香气成分的研究. 质谱学报, 2006,27(增刊):99-100.
	CHEN T, LI Z G, CAO H, SHEN D L . Study on the aroma components of Gardenia jasminoides. Journal of Chinese Mass Spectrometry Society, 2006,27(Suppl.):99-100. (in Chinese)
[14]	任洪涛, 周斌, 秦太峰, 夏凯国, 周铁生 . 栀子花挥发性成分的提取和对比分析. 香料香精化妆品, 2012(3):17-21.
	REN H T, ZHOU B, QIN T F, XIA K G, ZHOU T S . Extraction and analysis of the volatile components inGardenia jasminoides. Flavour Fragrance Cosmetics, 2012(3):17-21. (in Chinese)
[15]	KANLAYAVATTANAKUL M, LOURITH N . Volatile profile and sensory property of Gardenia jasminoides aroma extracts. Journal of Cosmetic Science, 2015,66(6):371-377. pmid: 27125012
[16]	陆浩, 邵兴锋, 曹锦轩, 欧昌荣, 曾小群, 翁佩芳, 潘道东 . 植物精油在动物性食品保藏中的应用研究进展. 核农学报, 2014,28(11):2079-2085. doi: 10.11869/j.issn.100-8551.2014.11.2079
	LU H, SHAO X F, CAO J X, OU C R, ZENG X Q, WENG P F, PAN D D . Advances in research of plant essential oils on the preservation of animal products food. Acta Agriculturae Nucleatae Sinica, 2014,28(11):2079-2085. (in Chinese) doi: 10.11869/j.issn.100-8551.2014.11.2079
[17]	刘田园 . 金银花水提过程中的成分变化规律及工艺研究[D]. 泰安: 山东农业大学, 2019.
	LIU T Y . Composition change regulation of Lonicerae japonicae flos in water extraction and the technique study[D]. Tai’an: Shandong Agricultural University, 2019. (in Chinese)
[18]	李爱萍, 徐晓俞, 陈峥, 俞秀红, 黄旭旻, 郑开斌 . 不同加工工艺与收集时段对‘大马士革’玫瑰花水香气成分的影响. 中国农业科学, 2017,50(4):720-731. doi: 10.3864/j.issn.0578-1752.2017.04.012
	LI A P, XU X Y, CHEN Z, YU X H, HUANG X M, ZHENG K B . Effects of different processing techniques and collecting periods on the aroma constituents of Rosa damascena flower water. Scientia Agricultura Sinica, 2017,50(4):720-731. (in Chinese) doi: 10.3864/j.issn.0578-1752.2017.04.012
[19]	董静, 钟传飞, 王桂霞, 常琳琳, 孙健, 孙瑞, 张宏力, 李睿, 隗永青, 郑书旗, 张运涛 . 日中性草莓不同季节果实挥发性成分差异. 中国农业科学, 2019,52(13):2309-2327. doi: 10.3864/j.issn.0578-1752.2019.13.010
	DONG J, ZHONG C F, WANG G X, CHANG L L, SUN J, SUN R, ZHANG H L, LI R, WEI Y Q, ZHENG S Q, ZHANG Y T . Comparative study on fruit volatiles of different day-neutral strawberry cultivars in autumn and winter. Scientia Agricultura Sinica, 2019,52(13):2309-2327. (in Chinese) doi: 10.3864/j.issn.0578-1752.2019.13.010
[20]	LAZAREVIC J, RADULOVIC N, PALIC R, ZLATKOVIC B . Chemical analysis of volatile constituents of Berula erecta(hudson) coville subsp. erecta (apiaceae) from Serbia. Journal of Essential Oil Research, 2010,22(3):153-156. doi: 10.1080/10412905.2010.9700290
[21]	RADULOVIC N, DORDEVIC N, MARKOVIC M, PALIC R . Volatile constituents of Glechoma Hirsuta Waldst. Kit. and G. Hederacea L.(Lamiaceae). Bulletin of the Chemical Society of Ethiopia, 2010,24(1):67-76.
[22]	PINO J A, MESA J, MUÑOZ Y, MARTÍ M P, MARBOT R. Volatile components from mango ( Mangifera indica L.) cultivars. Journal of Agricultural and Food Chemistry, 2005,53(6):2213-2223. doi: 10.1021/jf0402633 pmid: 15769159
[23]	ZHAO Y P, LI J M, XU Y, DUAN H, FAN W L, ZHAO G A . Extraction, preparation and identification of volatile compounds in Changyu XO brandy. Chinese Journal of Chromatography, 2008,26(2):212-222.
[24]	JALALI-HERAVI M, ZEKAVAT B, SERESHTI H . Characterization of essential oil components of Iranian geranium oil using gas chromatography-mass spectrometry combined with chemometric resolution techniques. Journal of Chromatography A, 2006,1114(1):154-163. doi: 10.1016/j.chroma.2006.02.034 pmid: 16545828
[25]	DHARMAWAN J, KASAPIS S, SRIRAMULA P, LEAR M J, CURRAN P . Evaluation of aroma-active compounds in Pontianak orange peel oil ( Citrus nobilis Lour. var. microcarpa Hassk.) by gas chromatography-olfactometry, aroma reconstitution, and omission test. Journal of Agricultural and Food Chemistry, 2009,57(1):239-244. doi: 10.1021/jf801070r pmid: 19061307
[26]	SALIDO S, VALENZUELA L R, ALTAREJOS J, NOGUERAS M, SÁNCHEZ A CANO E,. Composition and infraspecific variability of Artemisia herba-alba from southern Spain. Biochemical Systematics and Ecology, 2004,32(3):265-277. doi: 10.1016/j.bse.2003.09.002
[27]	SAROGLOU V, DORIZAS N, KYPRIOTAKIS Z, SKALTSA H D . Analysis of the essential oil composition of eight Anthemis species from Greece. Journal of Chromatography A, 2006,1104(1-2):313-322. doi: 10.1016/j.chroma.2005.11.087 pmid: 16359681
[28]	ALISSANDRAKIS E, TARANTILIS P A, HARIZANIS P C, POLISSIOU M . Comparison of the volatile composition in thyme honeys from several origins in Greece. Journal of Agricultural and Food Chemistry, 2007,55(20):8152-8157. doi: 10.1021/jf071442y pmid: 17824662
[29]	SHANG C Q, HU Y M, DENG C H, HU K J . Rapid determination of volatile constituents of Michelia alba flowers by gas chromatography- mass spectrometry with solid-phase microextraction. Journal of Chromatography A, 2002,942(1/2):283-288. doi: 10.1016/S0021-9673(01)01382-6
[30]	TEPE B, SOKMEN M, AKPULAT H A, DAFERERA D, POLISSIOU M, SOKMEN A . Antioxidative activity of the essential oils of Thymus sipyleus subsp sipyleus var. sipyleus an. Thymus sipyleus subsp sipyleus var. rosulans. Journal of Food Engineering, 2005,66(4):447-454. doi: 10.1016/j.jfoodeng.2004.04.015
[31]	ARGYROPOULOU C, DAFERERA D, TARANTILIS P A, FASSEAS C, POLISSIOU M . Chemical composition of the essential oil from leaves of Lippia citriodora H.B.K.(Verbenaceae) at two developmental stages. Biochemical Systematics and Ecology, 2007,35(12):831-837. doi: 10.1016/j.bse.2007.07.001
[32]	HAZZIT M, BAALIOUAMER A, FALEIRO M L, MIGUEL M G . Composition of the essential oils of Thymus an. Origanum species from Algeria and their antioxidant and antimicrobial activities. Journal of Agricultural and Food Chemistry, 2006,54(17):6314-6321. doi: 10.1021/jf0606104 pmid: 16910725
[33]	LOGHMANI-KHOUZANI H, FINI O, SAFARI J . Essential oil composition of Rosa damascena mill cultivated in Central Iran. Scientia Iranica, 2007,14(4):316-319.
[34]	BARANAUSKIENE R, VENSKUTONIS P R, VISKELIS P, DAMBRAUSKIENE E . Influence of nitrogen fertilizers on the yield and composition of thyme ( Thymus vulgaris). Journal of Agricultural and Food Chemistry, 2003,51(26):7751-7758. doi: 10.1021/jf0303316 pmid: 14664540
[35]	NIBRET E, WINK M . Volatile components of four Ethiopian Artemisia species extracts and their in vitro antipatrypanosomal and cytotoxic activities. Phytomedicine, 2010,17(5):369-374. doi: 10.1016/j.phymed.2009.07.016
[36]	ASUMING W A, BEAUCHAMP P S, DESCALZO J T, DEV B C, DEV V, FROST S, MA C W . Essential oil composition of four Lomatium Raf. species and their chemotaxonomy. Biochemical Systematics and Ecology, 2005,33(1):17-26. doi: 10.1016/j.bse.2004.06.005
[37]	ISIDOROV V, JDANOVA M . Volatile organic compounds from leaves litter. Chemosphere, 2002,48(9):975-979. doi: 10.1016/S0045-6535(02)00074-7
[38]	RADULOVIC N, BLAGOJEVIC P, PALIC R . Comparative study of the leaf volatiles of Arctostaphylos uva-ursi(L.) Spreng. and Vaccinium vitis-idaea L., 2010,15(9):6168-6185.
[39]	RODRÍGUEZ-BURRUEZO A, KOLLMANNSBERGER H, PROHENS J, NITZ S, NUEZ F . Analysis of the volatile aroma constituents of parental and hybrid clones of pepino ( Solanum muricatum). Journal of Agricultural and Food Chemistry, 2004,52(18):5663-5669. doi: 10.1021/jf040107w pmid: 15373407
[40]	SARIKURKCU C, TEPE B, DAFERERA D, POLISSIOU M, HARMANDA M . Studies on the anioxidant activity of the essential oil and methanol extract of Marrubium globosum subsp. globosum (lamiaceae) by three different chemical assays. Bioresource Technology, 2008,99(10):4239-4246. doi: 10.1016/j.biortech.2007.08.058 pmid: 17920880
[41]	ENGEL K H, FLATH R A, BUTTERY R G, MON T R, RAMMING D W, TERANISHI R . Investigation of volatile constituents in nectarines. 1. Analytical and sensory characterization of aroma components in some nectarine cultivars. Journal of Agricultural and Food Chemistry, 1988,36(3):549-553. doi: 10.1021/jf00081a036
[42]	OLLÉ D, BAUMES R L, BAYONOVE C L, LOZANO Y F, SZNAPER C, BRILLOUET J M . Comparison of free and glycosidically linked volatile components from polyembryonic and monoembryonic mango ( Mangifera indica L.) cultivars. Journal of Agricultural and Food Chemistry, 1998,46(3):1094-1100. doi: 10.1021/jf9705781
[43]	HEDIN P A, MCKIBBEN G H, DOLLAR D A . Role of ground trash volatiles in the selection of hibernation sites by boll weevils, Journal of Agricultural and Food Chemistry, 2000,48(8):3673-3676. doi: 10.1021/jf991001h pmid: 10956168
[44]	DENG C H, LI N, ZHANG X M . Rapid determination of essential oil in Acorus tatarinowii Schott. by pressurized hot water extraction followed by solid-phase microextraction and gas chromatography- mass spectrometry. Journal of Chromatography A, 2004,1059(1/2):149-155. doi: 10.1016/j.chroma.2004.10.005
[45]	PINO J A, MARBOT R, VÁZQUEZ C. Characterization of volatiles in strawberry guava ( Psidium cattleianum Sabine) fruit. Journal of Agricultural and Food Chemistry, 2001,49(12):5883-5887. doi: 10.1021/jf010414r pmid: 11743779
[46]	CHUANG P H, LEE C W, CHOU J Y, MURUGAN M, SHIEH B J, CHEN H M . Anti-fungal activity of crude extracts and essential oil of Moringa oleifera Lam. Bioresource Technology, 2007,98(1):232-236. doi: 10.1016/j.biortech.2005.11.003 pmid: 16406607
[47]	余珍, 易元芬, 吴玉, 喻学俭, 王鹏, 丁靖垲 . 几种玫瑰油的化学成分及香气比较. 云南植物研究, 1994,16(1):75-80.
	YU Z, YI Y F, WU Y, YU X J, WANG P, DING J K . The comparsion of the chemical constituents and the odour of four rose oils. Acta Botanica Yunnanica, 1994,16(1):75-80. (in Chinese)
[48]	钟秋生, 吕海鹏, 林智, 谭俊峰, 郭丽 . 东方美人茶和铁观音香气成分的比较研究. 食品科学, 2009,30(8):182-186. doi: 10.7506/spkx1002-6630-200908037
	ZHONG Q S, LÜ H P, LIN Z, TAN J F, GUO L . Comparison of aroma constituents between Oriental Beauty tea and Tieguanyin tea. Food Science, 2009,30(8):182-186. (in Chinese) doi: 10.7506/spkx1002-6630-200908037
[49]	任洪涛, 周斌 . 香叶天竺葵精油和纯露的挥发性成分分析及抗氧化活性评价. 日用化学工业, 2017,47(8):463-467.
	TRN H T, ZHOU B . Analysis of volatile components and antioxidation activity evaluation of essential oil and aqueous extract from Pelargonium graveolens L′Herit. China Surfactant Detergent & Cosmetics, 2017,47(8):463-467. (in Chinese)
[50]	吴琦, 付宇辰, 闫子飞, 王少杰, 冷平生, 胡增辉 . 喷施茉莉酸甲酯对百合花香的影响. 江苏农业科学, 2018,46(6):100-104.
	WU Q, FU Y C, YAN Z F, WANG S J, LENG P S, HU Z H . Effect of spraying methyl jasmonate on floral fragrance of Lilium brownii var. viridulum. Jiangsu Agricultural Sciences, 2018,46(6):100-104. (in Chinese)
[51]	李维妮, 郭春锋, 张宇翔, 魏建平, 岳田利 . 气相色谱-质谱法分析乳酸菌发酵苹果汁香气成分. 食品科学, 2017,38(4):146-154.
	LI W N, GUO C F, ZHANG Y X, WEI J P, YUE T L . GC-MS analysis of aroma components of apple juice fermented with lactic acid bacteria. Food Science, 2017,38(4):146-154. (in Chinese)
[52]	漆剑 . L-脯氨酸和L-缬氨酸构型转换的研究[D]. 南昌: 南昌大学, 2006.
	QI J . Studies on configuration transformation of L-proline and L-valine[D]. Nanchang: Nanchang University, 2006. (in Chinese)
[53]	WAGNER J E, HUFF J L, RUST W L, KINGSLEY K, PLOPPER G E . Perillyl alcohol inhibits breast cell migration without affecting cell adhesion. Journal of Biomedicine and Biotechnology, 2002,2(3):136-140. doi: 10.1155/S1110724302207020 pmid: 12488578
[54]	黄梅, 沈建英, 杜成成, 尹婷, 戈方济, 谭余庆, 罗俊 . 青蒿素及其衍生物的抗菌活性初步研究. 中国中药杂志, 2019,44(9):1946-1952. doi: 10.19540/j.cnki.cjcmm.20190131.001 pmid: 31342725
	HUANG M, SHEN J Y, DU C C, YIN T, GE F J, TAN Y Q, LUO J . Preliminary study on antibacterial activity of artemisinin and its derivatives. China Journal of Chinese Materia Medica, 2019,44(9):1946-1952. (in Chinese) doi: 10.19540/j.cnki.cjcmm.20190131.001 pmid: 31342725
[55]	覃万翔, 罗敏, 石英, 崔剑, 聂发传, 骆世芳, 贺桂琼, 汪克建 . 双氢青蒿素抑制LPS诱导的小胶质细胞炎症反应. 第三军医大学学报, 2017,39(22):2189-2194.
	QIN W X, LUO M, SHI Y, CUI J, NIE F C, LUO S F, HE G Q, WANG K J . Inhibitory effects of dihydroartemisinin on LPS-induced inflammatory response in BV-2 microglial cells. Journal of Third Military Medical University, 2017,39(22):2189-2194. (in Chinese)
[56]	张新富 . 油茶皂苷分离纯化及生物活性研究[D]. 合肥: 安徽农业大学, 2013.
	ZHANG X F . Studies on the separation, purification and bioactivity of oleiferasaponin[D]. Hefei: Agricultural University of Anhui, 2013. (in Chinese)
[57]	周红成 . 浅述羟基积雪草苷对心血管系统的影响. 科技资讯, 2018,16(25):255-256.
	ZHOU H C . Effect of hydroxyasiaticoside on cardiovascular system. Science & Technology Information, 2018,16(25):255-256. (in Chinese)
[58]	巫晓华 . 大观霉素与其他4种抗生素体外抗淋球菌活性比较. 泰山医学院学报, 2014,35(4):287-289.
	WU X H . Comparison the in vitro anti-gonococcal activities of spectinomycin and other four kinds of antibiotics. Journal of Taishan Medical College, 2014,35(4):287-289. (in Chinese)
[59]	张宜凡, 王跃, 肖娟, 陈烨, 张艺竹, 安叡, 王新宏 . 外翻肠囊法研究黄芩清肺汤肠吸收成分. 药物分析杂志, 2013,33(5):730-736.
	ZHANG Y F, WANG Y, XIAO J, CHEN Y, ZHANG Y Z, AN R, WANG X H . Study on intestinal absorbable ingredients of Huangqin Qingfei decoction by rat everted gut sac. Chinese Journal of Pharmaceutical Analysis, 2013,33(5):730-736. (in Chinese)
[60]	顾关云 . 天然抗氧剂Ⅱ.车前种子的抗氧成分. 国外医学.药学分册, 1986, ( 3):183.
	GU G Y . Natural antioxidant II. Antioxidant component in the seeds of Plantago asiatica L. Foreign Medical Sciences Section on Pharmacy, 1986, ( 3):183. (in Chinese)
[61]	宋灵云, 李苗苗, 于海玲 . 芥酸酰胺对小鼠的抗焦虑样作用. 沈阳药科大学学报, 2017,34(4):333-337.
	SONG L Y, LI M M, YU H L . The anxiolytic like effects of erucamide on mice. Journal of Shenyang Pharmaceutical University, 2017,34(4):333-337. (in Chinese)