林业科学 ›› 2024, Vol. 60 ›› Issue (7): 129-139.doi: 10.11707/j.1001-7488.LYKX20220913
陈媛1,吴德淮2,晏婷婷1,赵莹3,刘宝元3,李改云1,*
收稿日期:
2022-12-31
出版日期:
2024-07-25
发布日期:
2024-08-19
通讯作者:
李改云
基金资助:
Yuan Chen1,Dehuai Wu2,Tingting Yan1,Ying Zhao3,Baoyuan Liu3,Gaiyun Li1,*
Received:
2022-12-31
Online:
2024-07-25
Published:
2024-08-19
Contact:
Gaiyun Li
摘要:
目的: 沉香提取物是其主要应用方式之一。针对不同应用领域对沉香成分需求存在显著差异的问题,在提取过程中对沉香主要成分进行粗犷分离,明确不同提取物的释香行为,为实现沉香在特定领域的定向、高效利用提供参考。方法: 以传统沉香和奇楠沉香为研究对象,通过水蒸气-溶剂多级提取,获得精油、浸膏、醇沉等沉香多级提取物;利用气相色谱质谱联用(GC-MS)和高效液相色谱(HPLC)技术,分析不同品种沉香多级提取物的化学成分差异;采用顶空-气相色谱联用(HS-GC-MS)技术,分析传统沉香和奇楠沉香多级提取物在40~160 ℃的香气释放规律。结果: 水蒸气-溶剂多级提取可实现传统沉香和奇楠沉香中倍半萜、色酮类成分的粗犷分离;水中蒸馏和隔水蒸馏对精油成分影响较小,均主要含有倍半萜和芳香族小分子物质,相对峰面积≥99%;蒸馏后再进行溶剂提取,获得的浸膏主要含有色酮类成分,相对峰面积≥90%;醇沉可实现对传统沉香浸膏中杂质的有效分离。2种沉香多级提取物的主要化学成分和释香成分存在显著差异:传统沉香、奇楠沉香精油中,分别主要含有榄香醇、α-檀香醇,40 ℃时主要释香物质分别为匙叶桉油烯醇、(1R,3aR,5aR,9aS)-1,4,4,7-Tetramethyl-1,2,3,3a,4,5a,8,9-octahydrocyclopenta[c]benzofuran;传统沉香浸膏中色酮种类更为丰富,160 ℃后色酮裂解形成大量小分子挥发性物质,出峰数量和强度明显高于奇楠沉香。结论: 通过多级提取方式,可获得富含倍半萜类化合物的沉香精油以及富含色酮类成分的沉香浸膏、杂质较高的醇沉。精油在低温时具有较好的香气释放能力,适合开发香水、日化等常温释香产品;浸膏适用于高温释香,可开发熏香、燃香等产品;奇楠沉香浸膏中主要成分为2-(2-苯乙基)色酮、2-[2-(4-甲氧基苯基)乙基]色酮,可用于该色酮的单体分离;醇沉中沉香有效物质明显降低,可开发低值化产品。
中图分类号:
陈媛,吴德淮,晏婷婷,赵莹,刘宝元,李改云. 沉香多级提取物的化学成分及释香行为[J]. 林业科学, 2024, 60(7): 129-139.
Yuan Chen,Dehuai Wu,Tingting Yan,Ying Zhao,Baoyuan Liu,Gaiyun Li. Chemical Constituents and Aroma Release Behavior of Multi-Stage Extracts of Agarwood[J]. Scientia Silvae Sinicae, 2024, 60(7): 129-139.
表1
对照品的线性回归方程"
化合物 Compound | 保留时间 Retention time/min | 回归方程 Regression | 线性范围 Linear range/(mg·L?1) | 回归系数 Coefficients (R2) |
沉香四醇 Agarotetrol | 14.909 | y=22 801x+57 056 | 20.0~320.0 | 0.999 9 |
4’-甲氧基沉香四醇 4’-methoxyagarotetrol | 15.327 | y=24 505x?16 597 | 12.5~200.0 | 0.999 7 |
异沉香四醇 Isoagarotetrol | 16.442 | y=36 905x?5 677 | 12.5~200.0 | 0.999 9 |
6-羟基-2-(2-苯乙基)色酮 6-hydroxy-2-phenethylchromone | 55.457 | y=29 754x+37 466 | 10.0~160.0 | 0.998 3 |
6,7-二甲氧基-2-(苯基乙基)色酮 6,7-dimethoxy-2-(2-phenylethyl)chromone | 63.400 | y=18 502x+56 007 | 10.0~160.0 | 0.999 4 |
2-(2-苯乙基)色酮 2-(2-phenylethyl)chromone | 70.646 | y=18 127x+219 614 | 42.5~680.0 | 0.991 3 |
图1
2种沉香多级提取过程及提取物 a. 传统沉香和奇楠沉香原料外观形貌Appearance morphology of CX and QN raw materials;b. 粉碎样品Crushed samples;c. 水中蒸馏提取后样品Samples extracted by water vapor (in water);d. 体积分数95%的乙醇提取后样品 Samples extracted by 95% ethanol;e. 不同提取物,包括精油、浸膏、醇沉Different extraction products, including essential oil, extractum, and ethanol precipitation."
表2
基于GC-MS的沉香各级提取物成分分析结果①"
沉香提取物 The extract of agarwood | 峰面积比例 (0~55 min) Peak area percent(%) | 峰面积比例 (55~85 min) Peak area percent(%) | 主要成分(5个) Main component (five) |
CX乙醇提取物 CX ethanol extract | 15.98 | 84.02 | 2-(2-苯乙基)色酮(31.07%)、6-羟基-2-(2-苯乙基)色酮(12.82%)、6-甲氧基-2-(2-苯乙基)色酮(11.59%)、6,7-双甲氧基-2-(2-苯乙基)色酮(10.18%)、β-甲基苯乙胺(1.57%) 2-(2-phenylethyl)chromone(31.07%), 6-hydroxy-2-(2-phenylethyl)chromone(12.82%), 6-methoxy-2-(2-phenylethyl)chromone(11.59%), 6,7-dimethoxy-2-(2-phenylethyl)chromone(10.18%), β-Methylbenzeneethanamine(1.57%) |
QN乙醇提取物 QN ethanol extract | 7.59 | 92.41 | 2-[2-(4-甲氧基苯基)乙基]色酮(47.26%)、2-(2-苯乙基)色酮(31.2%)、2-[2-(4-羟基-3-甲氧基苯基)乙基]色酮(8.92%)、2-[2-(3,4-双甲氧基苯基)乙基]色酮(2.23%)、桉叶-4(14)-烯-11-醇(1.21%) 2-[2-(4-methoxyphenyl)ethyl]chromone(47.26%), 2-(2-phenylethyl)chromone(31.2%), 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]chromone(8.92%), 2-[2-(3,4-dimethoxyphenyl)ethyl]chromone(2.23%), Eudesm-4(14)-en-11-ol(1.21%) |
CX隔水蒸馏精油 CX essential oil by distillation out of water | 100.00 | 0 | 榄香醇(14.02%)、桉叶-4(14)-烯-11-醇(10.16%)、广藿香烷(5.87%)、杜烯酚(4.78%)、匙叶桉油烯醇(4.74%) Elemol(14.02%), Eudesm-4(14)-en-11-ol(10.16%), Patchoulane(5.87%), Dubnenol(4.78%), Spathulenol(4.74%) |
CX水中蒸馏精油 CX essential oil by distillation in water | 99.63 | 0.37 | 桉叶-4(14)-烯-11-醇(15.72%)、榄香醇(14.47%)、杜烯酚(8.72%)、β-古芸烯(3.83%)、石竹烯氧化物(3.47%) Eudesm-4(14)-en-11-ol(15.72%), Elemol(14.47%), Dubnenol(8.72%), β-gurjunene(3.83%), Caryophylleneoxide(3.47%) |
QN隔水蒸馏精油 QN essential oil by distillation out of water | 99.56 | 0.44 | α-檀香醇(13.91%)、杜烯酚(9.89%)、石竹烯氧化物(9.11%)、榄香醇(6.43%)、绿花白千层醇(5.44%) α-santalol(13.91%), Durenol(9.89%), Caryophylleneoxide(9.11%), Elemol(6.43%), Viridiflorol(5.44%) |
QN水中蒸馏精油 QN essential oil by distillation in water | 99.59 | 0.41 | α-檀香醇(13.44%)、杜烯酚(9.82%)、榄香醇(9.70%)、喇叭茶萜醇(6.85%)、石竹烯氧化物(5.24%) α-santalol(13.44%), Durenol(9.82%), Elemol(9.70%), Ledol(6.85%), Caryophylleneoxide(5.24%) |
CX浸膏 CX extractum | 9.64 | 90.36 | 2-(2-苯乙基)色酮(49.53%)、6-甲氧基-2-(2-苯乙基)色酮(16.65%)、6,7-双甲氧基-2-(2-苯乙基)色酮(11.09%)、6-羟基-2-(2-苯乙基)色酮(13.09%)、榄香醇(6.49%) 2-(2-phenylethyl)chromone(49.53%), 6-methoxy-2-(2-phenylethyl)chromone(16.65%), 6,7-dimethoxy-2-(2-phenylethyl)chromone(11.09%), 6-hydroxy-2-(2-phenylethyl)chromone(13.09%), Elemol(6.49%) |
QN浸膏 QN extractum | 0.42 | 99.58 | 2-[2-(4-甲氧基苯基)乙基]色酮(55.02%)、2-(2-苯乙基)色酮(39.93%)、2-[2-(4-羟基-3-甲氧基苯基)乙基]色酮(4.19%)、2-[2-(4-羟基-3-甲氧基苯基)乙基]色酮(0.44%)、榄香醇(0.42%) 2-[2-(4-methoxyphenyl)ethyl]chromone(55.02%), 2-(2-phenylethyl)chromone(39.93%), 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]chromone(4.19%), 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]chromone(0.44%), Elemol(0.42%) |
CX醇沉 CX ethanol precipitation | 11.87 | 88.13 | 2-(2-苯乙基)色酮(33.79%)、6-甲氧基-2-(2-苯乙基)色酮(16.88%)、6,7-双甲氧基-2-(2-苯乙基)色酮(13.95%)、6-羟基-2-(2-苯乙基)色酮(12.99%)、邻苯二甲酸2-乙基己基丁酯(5.10%) 2-(2-phenylethyl)chromone(33.79%), 6-methoxy-2-(2-phenylethyl)chromone(16.88%), 6,7-dimethoxy-2-(2-phenylethyl)chromone(13.95%), 6-hydroxy-2-(2-phenylethyl)chromone(12.99%), Phthalic acid, butyl 2-ethylhexyl ester(5.10%) |
QN醇沉 QN ethanol precipitation | 3.22 | 96.78 | 2-[2-(4-甲氧基苯基)乙基]色酮(50.99%)、2-(2-苯乙基)色酮(35.55%)、2-[2-(4-羟基-3-甲氧基苯基)乙基]色酮(8.09%)、2-[2-(3-羟基-4-甲氧基苯基)乙基]色酮(1.12%)、愈创-1(10)-烯-11-醇(0.55%) 2-[2-(4-methoxyphenyl)ethyl]chromone(50.99%), 2-(2-phenylethyl)chromone(35.55%), 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]chromone(8.09%), 2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]chromone(1.12%), Guai-1(10)-en-11-ol(0.55%) |
表3
沉香各级提取物色酮类成分定量分析结果"
沉香提取物 The extract of agarwood | 沉香四醇Agarotetrol/ (mg·g?1) | 4’-甲氧基沉香 四醇 4’-methoxyagarotetrol/ (mg·g?1) | 异沉香四醇 Isoagarotetrol/ (mg·g?1) | 6-羟基-2-(2-苯 乙基)色酮 6-hydroxy-2- phenethyl chromone/ (mg·g?1) | 6,7-二甲氧基-2- (苯基乙基)色酮 6,7-dimethoxy-2- (2-phenylethyl) chromone/ (mg·g?1) | 2-(2-苯乙基)色酮 2-(2-phenylethyl) chromone/(mg·g?1) |
CX乙醇提取物 CX ethanol extract | 21.54 | 3.28 | 3.80 | 26.23 | 23.14 | 47.35 |
QN乙醇提取物 QN ethanol extract | 0 | 0.36 | 0.14 | 5.58 | 0 | 413.60 |
CX隔水蒸馏精油 CX essential oil by distillation out of water | 0 | 0.06 | 0.03 | 0.03 | 0 | 2.01 |
CX水中蒸馏精油 CX essential oil by distillation in water | 0.03 | 0.18 | 0.07 | 0.32 | 0 | 2.36 |
QN隔水蒸馏精油 QN essential oil by distillation out of water | 0 | 0.06 | 0.01 | 0.40 | 0 | 11.04 |
QN水中蒸馏精油 QN essential oil by distillation in water | 0 | 0.07 | 0.03 | 0.26 | 0 | 6.70 |
CX浸膏 CX extractum | 28.28 | 6.19 | 4.69 | 39.85 | 35.29 | 55.38 |
QN浸膏 QN extractum | 0.28 | 1.01 | 0.35 | 16.34 | 0 | 799.26 |
CX醇沉 CX ethanol precipitation | 5.70 | 1.16 | 1.05 | 26.52 | 28.11 | 43.03 |
QN醇沉 QN ethanol precipitation | 0 | 0.84 | 0.26 | 9.64 | 0 | 516.17 |
表4
基于HS-GC-MS的沉香各级提取物释香成分分析结果①"
沉香提取物 The extract of agarwood | 温度 Temperature/℃ | 单位峰面积 Unit peak area/ (mV·min) | 主要成分(5个) Main component (five) |
CX水中蒸馏精油 CX essential oil by distillation in water | 40 | 9 | 匙叶桉油烯醇(39.23%)、苄丙酮(17.19%)、二氢-β-沉香呋喃(11.34%)、苯甲醛(7.03%)、β-沉香呋喃(5.73%) Spathulenol(39.23%), Benzylacetonyl(17.19%), Dihydro-β-agarofuran(11.34%), Benzaldehyde(7.03%), β-agarofuran(5.73%) |
80 | 127 | 匙叶桉油烯醇(16.58%)、苄丙酮(12.64%)、沉香螺醇(9.78%)、二氢-β-沉香呋喃(7.35%)、顺-桉叶-6-烯-11-醇(7.18%) Spathulenol(16.58%), Benzylacetonyl(12.64%), Agarospirol(9.78%), Dihydro-β-agarofuran(7.35%), cis-Eudesm-6-en-11-ol(7.18%) | |
120 | 881 | 匙叶桉油烯醇(12.28%)、苄丙酮(9.53%)、沉香螺醇(8.83%)、顺-桉叶-6-烯-11-醇(7.14%)、二氢-β-沉香呋喃(6.21%) Spathulenol(12.28%), Benzylacetonyl(9.53%), Agarospirol(8.83%), cis-Eudesm-6-en-11-ol(7.14%), Dihydro-β-agarofuran(6.21%) | |
160 | 顺-桉叶-6-烯-11-醇(8.85%)、沉香螺醇(8.80%)、α-雪松烯氧化物(8.19%)、苄丙酮(5.70%)、二氢-β-沉香呋喃(5.15%) cis-Eudesm-6-en-11-ol(8.85%), Agarospirol(8.80%), α-cedrene oxide(8.19%), Benzylacetonyl(5.70%), Dihydro-β-agarofuran(5.15%) | ||
QN水中蒸馏精油 QN essential oil by distillation in water | 40 | 28 | (1R,3aR,5aR,9aS)-1,4,4,7-四甲基-1,2,3,3a,4,5a,8,9-八氢环戊二烯并[c]苯并呋喃(32.12%)、匙叶桉油烯醇(9.21%)、二氢-β-沉香呋喃(8.30%)、阔叶缬草醚(8.10%)、β-沉香呋喃(5.79%) (1R,3aR,5aR,9aS)-1,4,4,7-Tetramethyl-1,2,3,3a,4,5a,8,9-octahydrocyclopenta[c]benzofuran(32.12%), Spathulenol(9.21%), Dihydro-β-agarofuran(8.30%), Kessane(8.10%), β-agarofuran(5.79%) |
80 | 287 | (1R,3aR,5aR,9aS)-1,4,4,7-四甲基-1,2,3,3a,4,5a,8,9-八氢环戊二烯并[c]苯并呋喃(12.46%)、异香橙烯环氧化物(11.57%)、二氢-β-沉香呋喃(7.57%)、α-木香醇(5.70%)、沉香螺醇(5.49%) (1R,3aR,5aR,9aS)-1,4,4,7-Tetramethyl-1,2,3,3a,4,5a,8,9-octahydrocyclopenta[c]benzofuran(12.46%), Isoaromadendrene epoxide(11.57%), Dihydro-β-agarofuran(7.57%), α-costol(5.70%), Agarospirol(5.49%) | |
120 | 异香橙烯环氧化物(13.12%)、9-柏木烷酮(9.72%)、二氢-β-沉香呋喃(7.32%)、木香醇(5.98%)、沉香螺醇(5.17%) Isoaromadendrene epoxide(13.12%), 9-cedranone(9.72%), Dihydro-β-agarofuran(7.32%), Costol(5.98%), Agarospirol(5.17%) | ||
160 | 异香橙烯环氧化物(11.30%)、沉香螺醇(6.24%)、二氢-β-沉香呋喃(5.43%)、(1R,3aR,5aR,9aS)-1,4,4,7-四甲基-1,2,3,3a,4,5a,8,9-八氢环戊二烯并[c]苯并呋喃(5.12%)、蓝桉醇(5.04%) Isoaromadendrene epoxide(11.30%), Agarospirol(6.24%), Dihydro-β-agarofuran(5.43%), (1R,3aR,5aR,9aS)-1,4,4,7-tetramethyl-1,2,3,3a,4,5a,8,9-octahydrocyclopenta[c]benzofuran(5.12%), Globulol(5.04%) | ||
CX浸膏 CX extractum | 40 | 0 | — |
80 | 4 | 沉香螺醇(22.08%)、2,4a,5,8a-四甲基-1,2,3,4,4a,7,8,8a-八氢-1-萘基乙酸酯(17.45%)、苄丙酮(14.49%)、顺-桉叶-6-烯-11-醇(11.32%)、糠醛(7.38%) Agarospirol(22.08%), 2,4a,5,8a-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-1-naphthalenyl acetate(17.45%), Benzylacetonyl(14.49%), cis-Eudesm-6-en-11-ol(11.32%), Furfural(7.38%) | |
120 | 90 | 沉香螺醇(17.40%)、顺-桉叶-6-烯-11-醇(9.40%)、(1aR,1bS,2aS,5S,5aS,7aS)-2,2,5,7a-四甲基十氢环戊二烯并[2',3']环丁二烯并[1',2':3,4]苯并[1,2-b]噁丙烯(8.32%)、2,4a,5,8a-四甲基-1,2,3,4,4a,7,8,8a-八氢-1-萘基乙酸酯(8.13%)、苄丙酮(7.15%) Agarospirol(17.40%), cis-Eudesm-6-en-11-ol(9.40%), (1aR,1bS,2aS,5S,5aS,7aS)-2,2,5,7a-Tetramethyldecahydrocyclopenta[2',3']cyclobuta[1',2':3,4]benzo[1,2-b]oxirene(8.32%), 2,4a,5,8a-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-1-naphthalenyl acetate(8.13%), Benzylacetonyl(7.15%) | |
160 | 沉香螺醇(6.39%)、雪松烯环氧化物(6.02%)、γ-桉叶油醇(4.42%)、苄丙酮(4.25%)、β-vatirenene(3.81%) Agarospirol(6.39%), Cedrene epoxide(6.02%), γ-eudesmol(4.42%), Benzylacetonyl(4.25%), β-vatirenene(3.81%) | ||
QN浸膏 QN extractum | 40 | 0 | — |
80 | 0 | 苯甲醛(45.83%)、荜澄茄醇(43.89%)、3,4-二(甲酯基<甲氧羰基>)苯甲酸(10.28%) Benzylacetonyl(45.83%), Cubebol(43.89%), 3,4-bis(methoxycarbonyl)benzoic acid(10.28%) | |
120 | 20 | 沉香螺醇(17.02%)、异香橙烯环氧化物(11.75%)、柏木-8,13-二醇(10.84%)、(2S,3S,4aS,8aR)-3-(2-羟基丙烷-2-基)-8a-甲基-5-亚甲基十氢萘-2-酚(7.57%)、(3,8,8-三甲基-1,2,3,4,5,6,7,8-八氢-2-萘基)甲基醋酸酯(6.93%) Agarospirol(17.02%), Isoaromadendrene epoxide(11.75%), Cedrane-8,13-diol(10.84%)、(2S,3S,4aS,8aR)-3-(2-Hydroxypropan-2-yl)-8a-methyl-5-methylenedecahydronaphthalen-2-ol(7.57%), (3,8,8-trimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenyl)methyl acetat(6.93%) | |
160 | 873 | 2-(2-苯乙基)色酮(10.03%)、异香橙烯环氧化物(6.45%)、沉香螺醇(5.56%)、4a,5-二甲基-3-(1-甲基亚乙基)-4,4a,5,6,7,8-六氢-2(3H)-萘酮(4.60%)、(2S,3S,4aS,8aR)-3-(2-羟基丙烷-2-基)-8a-甲基-5-亚甲基十氢萘-2-酚(4.31%) 2-(2-phenylethyl)chromone(10.03%), Isoaromadendrene epoxide(6.45%), Agarospirol(5.56%), 4a,5-dimethyl-3-(1-methylethylidene)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone(4.60%), (2S,3S,4aS,8aR)-3-(2-hydroxypropan-2-yl)-8a-methyl-5-methylenedecahydronaphthalen-2-ol(4.31%) | |
CX醇沉 CX ethanol precipitation | 40 | 0 | — |
80 | 0 | 苯甲醛(59.28%)、(1R,3aR,5aR,9aS)-1,4,4,7-四甲基-1,2,3,3a,4,5a,8,9-八氢环戊二烯并[c]苯并呋喃(40.72%) Benzylacetonyl(59.28%), (1R,3aR,5aR,9aS)-1,4,4,7-tetramethyl-1,2,3,3a,4,5a,8,9-octahydrocyclopenta[c]benzofuran(40.72%) | |
120 | 14 | 沉香螺醇(14.20%)、苯甲醛(8.23%)、顺-桉叶-6-烯-11-醇(8.00%)、(1R,3aR,5aR,9aS)-1,4,4,7-四甲基-1,2,3,3a,4,5a,8,9-八氢环戊二烯并[c]苯并呋喃(7.12%)、2,4a,5,8a-四甲基-1,2,3,4,4a,7,8,8a-八氢-1-萘基乙酸酯(6.33%)、(2S,3S,4aS,8aR)-3-(2-羟基丙烷-2-基)-8a-甲基-5-亚甲基十氢萘-2-酚(5.06%) Agarospirol(14.20%), Benzylacetonyl(8.23%), cis-Eudesm-6-en-11-ol(8.00%), (1R,3aR,5aR,9aS)-1,4,4,7-tetramethyl-1,2,3,3a,4,5a,8,9-octahydrocyclopenta[c]benzofuran(7.12%), 2,4a,5,8a-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-1-naphthalenyl acetate(6.33%), (2S,3S,4aS,8aR)-3-(2-hydroxypropan-2-yl)-8a-methyl-5-methylenedecahydronaphthalen-2-ol(5.06%) | |
160 | 608 | 苄丙酮(7.33%)、沉香螺醇(5.64%)、苯甲醛(5.57%)、(2S,3S,4aS,8aR)-3-(2-羟基丙烷-2-基)-8a-甲基-5-亚甲基十氢萘-2-酚(4.74%)、β-桉叶油醇(3.90%) Benzylacetone(7.33%), Agarospirol(5.64%), Benzylacetonyl(5.57%), (2S,3S,4aS,8aR)-3-(2-hydroxypropan-2-yl)-8a-methyl-5-methylenedecahydronaphthalen-2-ol(4.74%), β-eudesmol(3.90%) | |
奇楠醇沉 QN ethanol precipitation | 40 | 0 | — |
80 | 0 | — | |
120 | 20 | 荜澄茄醇(18.11%)、α-檀香醇(14.15%)、柏木-8,13-二醇(11.56%)、马兜铃酮(8.70%)、1(2H)-萘酮, 3,4,4a,5,6,7-六氢-4a,5-二甲基-3-(1-甲基乙烯基)-, [3S-(3α,4aα,5α)]-(5.10%) Cubebol(18.11%), α-santalol(14.15%), Cedrane-8,13-diol(11.56%), Aristolone(8.70%), 1(2H)-naphthalenone, 3,4,4a,5,6,7-hexahydro-4a,5-dimethyl-3-(1-methylethenyl)-, [3S-(3α,4aα,5α)]-(5.10%) | |
160 | 964 | 2-(2-苯乙基)色酮(9.39%)、异香橙烯环氧化物(6.49%)、沉香螺醇(5.92%)、苯甲醛(5.52%), 4a,5-dimethyl-3-(1-methylethylidene)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone(4.55%) |
陈 媛, 晏婷婷, 尚丽丽, 等. 人工诱导结香技术所产沉香的质量评价. 木材工业, 2018, 32 (6): 18- 22. | |
Chen Y, Yan T T, Shang L L, et al. Quality evaluation of agarwood produced with cultivated agarwood-inducing technology. China Wood Industry, 2018, 32 (6): 18- 22. | |
陈 媛, 晏婷婷, 李汉东, 等. 惠东绿棋楠沉香构造及化学特征分析. 木材科学与技术, 2022, 36 (1): 49- 56.
doi: 10.12326/j.2096-9694.2021059 |
|
Chen Y, Yan T T, Li H D, et al. Structure and chemical characteristics of Lyuqinan agarwood from Huidong. Chinese Journal of Wood Science and Technology, 2022, 36 (1): 49- 56.
doi: 10.12326/j.2096-9694.2021059 |
|
耿天佑, 罗理勇, 曾 亮, 等. 不同提取方法对沉香精油制备的影响. 西南师范大学学报(自然科学版), 2020, 45 (2): 59- 67. | |
Geng T Y, Luo L Y, Zeng L, et al. On effect of different extraction methods on preparation of agarwood essential oil. Journal of Southwest China Normal University (Natural Science Edition), 2020, 45 (2): 59- 67. | |
毛积鹏, 蒋开彬, 阮唯坚, 等. 沉香产量性状与生长性状的相关性分析. 西南林业大学学报(自然科学), 2017, 37 (6): 15- 22. | |
Mao J P, Jiang K B, Ruan W J, et al. The correlation analysis between yield traits and growth traits of agarwood. Journal of Southwest Forestry University (Natural Sciences), 2017, 37 (6): 15- 22. | |
梅文莉, 曾艳波, 刘 俊, 等. 五批国产沉香挥发性成分的GC-MS分析. 中药材, 2007, 30 (5): 551- 555.
doi: 10.3321/j.issn:1001-4454.2007.05.019 |
|
Mei W L, Zeng Y B, Liu J, et al. GC-MS analysis of volatile constituents from five different kinds of Chinese eaglewood. Journal of Chinese Medicinal Materials, 2007, 30 (5): 551- 555.
doi: 10.3321/j.issn:1001-4454.2007.05.019 |
|
杨德兰. 2014. 绿奇楠致香成分硏究和沉香品质评价. 海口: 海南大学. | |
Yang D L. 2014. Study on fragrant constituents in agarwood’Qi-Nan’ and quality evaluation of agarwood. Haikou: Hainan University. [in Chinese] | |
王 茜, 尚丽丽, 晏婷婷, 等. 不同产地沉香的高效液相色谱指纹特征. 林业科学, 2021, 57 (2): 150- 159.
doi: 10.11707/j.1001-7488.20210215 |
|
Wang Q, Shang L L, Yan T T, et al. HPLC fingerprint characteristics of agarwood from different origins. Scientia Silvae Sinicae, 2021, 57 (2): 150- 159.
doi: 10.11707/j.1001-7488.20210215 |
|
Chen Y, Yan T T, Zhang Y G, et al. Characterization of the incense ingredients of cultivated grafting Kynam by TG-FTIR and HS-GC-MS. Fitoterapia, 2020, 142, 104493.
doi: 10.1016/j.fitote.2020.104493 |
|
Gao M, Han X M, Sun Y, et al. Overview of sesquiterpenes and chromones of agarwood originating from four main species of the genus Aquilaria. RSC Advances, 2019, 9 (8): 4113- 4130.
doi: 10.1039/C8RA09409H |
|
Hashim Y Z, Kerr P G, Abbas P, et al. Aquilaria spp. (agarwood) as source of health beneficial compounds: a review of traditional use, phytochemistry and pharmacology. Journal of Ethnopharmacology, 2016, 189, 331- 360.
doi: 10.1016/j.jep.2016.06.055 |
|
Ishihara M, Tsuneya T, Uneyama K. Components of the volatile concentrate of agarwood. Journal of Essential Oil Research, 1993, 5 (3): 283- 289.
doi: 10.1080/10412905.1993.9698221 |
|
Jirovetz L, Buchbauer G, Ngassoum M B, et al. Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction–gas chromatography-mass spectrometry and olfactometry. Journal of Chromatography A, 2002, 976 (1/2): 265- 275. | |
Mei W L, Yang D L, Wang H, et al. Characterization and determination of 2-(2-phenylethyl) chromones in agarwood by GC-MS. Molecules, 2013, 18 (10): 12324- 12345.
doi: 10.3390/molecules181012324 |
|
Naef R. The volatile and semi-volatile constituents of agarwood, the infected heartwood of Aquilaria species: a review. Flavour and Fragrance Journal, 2011, 26 (2): 73- 87.
doi: 10.1002/ffj.2034 |
|
Pripdeevech P, Khummueng W, Park S K. Identification of odor-active components of agarwood essential oils from Thailand by solid phase microextraction-GC/MS and GC-O. Journal of Essential Oil Research, 2011, 23 (4): 46- 53.
doi: 10.1080/10412905.2011.9700468 |
|
Suchatanugal N, Chedthanorrakul P, Thaveesangsakulthai I, et al. Thin layer chromatography based extraction approaches for improved analysis of volatile compounds with gas chromatography-mass spectrometry and direct analysis with gas analyzer. Journal of Separation Science, 2021, 44 (2): 666- 675.
doi: 10.1002/jssc.202000917 |
|
Takamatsu S, Ito M. Agarotetrol: a source compound for low molecular weight aromatic compounds from agarwood heating. Journal of Natural Medicines, 2018, 72 (2): 537- 541.
doi: 10.1007/s11418-018-1185-y |
|
Yan T, Ma S, Chen Y, et al. The odorants profles and bioactivities of agarwood essential oils from two germplasm of Aquilaria sinensis trees by different extraction methods. Industrial Crops & Products, 2024, 216, 118719. | |
Yang L, Yang J L, Dong W H, et al. The characteristic fragrant sesquiterpenes and 2-(2-phenylethyl) chromones in wild and cultivated “Qi-Nan” agarwood. Molecules, 2021, 26 (2): 436.
doi: 10.3390/molecules26020436 |
|
Yu M, Liu Y Y, Feng J, et al. Remarkable phytochemical characteristics of Chi-Nan agarwood induced from new-found Chi-Nan germplasm of Aquilaria sinensis compared with ordinary agarwood. International Journal of Analytical Chemistry, 2021, 2021, 5593730. |
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