园艺学报 ›› 2021, Vol. 48 ›› Issue (8): 1552-1564.doi: 10.16420/j.issn.0513-353x.2020-0987
褚洒洒1, 范祥祯2, 邱肇凯1, 杨琪1, 张毓婷1, 王洋1, 徐晓珊1, 童再康1, 张俊红1,*()
收稿日期:
2021-04-19
修回日期:
2021-06-21
出版日期:
2021-08-25
发布日期:
2021-09-06
通讯作者:
张俊红
E-mail:zhangjunhong@zafu.edu.cn
基金资助:
CHU Sasa1, FAN Xiangzhen2, QIU Zhaokai1, YANG Qi1, ZHANG Yuting1, WANG Yang1, XU Xiaoshan1, TONG Zaikang1, ZHANG Junhong1,*()
Received:
2021-04-19
Revised:
2021-06-21
Online:
2021-08-25
Published:
2021-09-06
Contact:
ZHANG Junhong
E-mail:zhangjunhong@zafu.edu.cn
摘要:
采用顶空—固相微萃取和气相色谱—质谱联用技术(HS-SPME-GC-MS)测定浙江楠(Phoebe chekiangensis)、闽楠(P. bournei)、紫楠(P. sheareri)、小叶桢楠(P. zhennan f. oblong)和大叶桢楠(P. zhennan f. elliptical)叶片挥发性成分,并比较浙江楠叶片在不同季节、不同方位和不同温度下的挥发性成分差异及其日变化规律。结果表明,5种楠属植物叶片共检测出80种化合物,其中浙江楠52种、闽楠55种、紫楠41种、小叶桢楠56种、大叶桢楠46种,(+)-β-瑟林烯、3-己烯-1-醇和β-榄香烯可能为浙江楠叶片香气的特征物质。在夏季和秋季浙江楠叶片中分别鉴定出70和64种化合物,其中夏季西方位叶片成分种类最多,而秋季北方位叶片成分种类最多。正交偏最小二乘法判别分析(OPLS-DA)表明南、北方位叶片成分差异大,而东、西方位叶片成分较相似。α-古巴烯和α-葎草烯等含量在不同温度培养下的浙江楠叶片中存在显著差异,其中15和25 ℃下挥发性成分相近,而45 ℃下的成分显著区别于其他温度。挥发性成分日变化分析发现浙江楠叶片α-古巴烯、β-荜澄茄烯和γ-摩勒烯等8种物质在12:00或14:00出现高峰,而β-石竹烯、右旋大根香叶烯和β-榄香烯等10种物质在12:00或14:00最低。研究结果可为浙江楠等楠属植物精油的开发利用及以楠属植物为主体林分的森林康养提供参考。
中图分类号:
褚洒洒, 范祥祯, 邱肇凯, 杨琪, 张毓婷, 王洋, 徐晓珊, 童再康, 张俊红. 楠属5种植物叶片的挥发性成分的测定[J]. 园艺学报, 2021, 48(8): 1552-1564.
CHU Sasa, FAN Xiangzhen, QIU Zhaokai, YANG Qi, ZHANG Yuting, WANG Yang, XU Xiaoshan, TONG Zaikang, ZHANG Junhong. Determination of Leaf Volatile Components from Five Phoebe Species[J]. Acta Horticulturae Sinica, 2021, 48(8): 1552-1564.
类别 Class | 编号 No. | 保留指数 Retention index | 化合物 Compounds | 相对含量/% Relative content | ||||
---|---|---|---|---|---|---|---|---|
浙江楠 P. chekian- gensis | 小叶桢楠 P. zhennan f. oblong | 大叶桢楠 P. zhennan f. elliptical | 紫楠 P. sheareri | 闽楠 P. bour- nei | ||||
萜烯类(单萜) | A1 | 933 | 蒎烯Pinene | 3.37 | 1.44 | 0.88 | 8.25 | 0.44 |
Terpenes | A2 | 943 | α-蒎烯α-Pinene | 0.32 | 0.21 | 0.43 | 0.82 | 5.09 |
(monoterpene) | A3 | 981 | β-蒎烯β-Pinene | – | – | – | – | 3.57 |
A4 | 949 | 莰烯Camphene | 0.71 | 0.63 | 0.27 | 0.97 | 1.16 | |
A5 | 977 | (-)-β-蒎烯 (-)-β-Pinene | 1.48 | 0.62 | 0.45 | 5.82 | 0.27 | |
A6 | 997 | 月桂烯 Myrcene | 0.27 | 0.27 | – | 0.57 | 0.54 | |
A7 | 1 007 | 水芹烯 Phellandrene | 0.18 | 0.36 | – | – | 0.16 | |
A8 | 1 024 | S-(-)-柠檬烯 S-(-)-Limonene | – | – | – | – | 0.40 | |
A9 | 1 057 | (+)-柠檬烯 (+)-Limonene | 1.11 | 0.43 | 0.13 | 1.85 | – | |
A10 | 1 044 | (E)-β-罗勒烯 (E)-β-Ocimene | 0.18 | 1.66 | – | – | 1.14 | |
A11 | 1 054 | (Z)-13,7-dimethyl-3,6-octatriene | 0.20 | 1.59 | 0.37 | 0.45 | 1.46 | |
A12 | 1 093 | 萜品油烯 Terpinolene | – | 0.11 | – | 0.12 | – | |
A13 | 1 134 | 别罗勒烯(E,Z)-2,6- Dimethylocta-2,4,6-triene | 0.19 | 1.54 | 0.35 | 0.81 | 0.61 | |
萜烯类(倍半萜) Terpenes (sesquiterpene) | A14 | 1 331 | 1-ethenyl-1-methyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane | 5.60 | 6.16 | 6.50 | 0.47 | 6.74 |
A15 | 1 344 | (-)-α-荜澄茄油烯 (-)-α-Cubebene | 1.54 | 5.60 | 7.00 | 0.61 | 2.55 | |
A16 | 1 360 | (+)-长叶环烯 (+)-Longicyclene | – | – | – | – | 0.38 | |
A17 | 1 363 | (+)-环苜蓿烯 (+)-Cyclosativene | – | 0.41 | 0.60 | – | – | |
A18 | 1 370 | 1,2,4a,5,6,8a-hexahydro-1-isopropyl-4,7-dimethylnaphthalene | – | – | – | – | 0.15 | |
A19 | 1 376 | α-古巴烯 α-Copaene | 7.35 | 19.05 | 22.94 | 2.48 | 12.66 | |
A20 | 1 384 | β-波旁烯 β-Bourbonene | 1.40 | 2.11 | 3.32 | 0.41 | 2.48 | |
A21 | 1 390 | β-荜澄茄油烯 β-Cubebene | 3.34 | 8.29 | 3.85 | 8.80 | 5.13 | |
A22 | 1 393 | β-榄香烯β-Elemene | 6.84 | 2.79 | 2.10 | 6.40 | 4.02 | |
A23 | 1 407 | 2,6-二甲基-6-(4-甲基- 3-戊烯基) 2,6-Dimethyl-6-(4-methyl-3-pentenyl)bicyclo[3.1.1]hept-2-ene | 0.65 | 0.52 | 0.24 | 0.29 | – | |
A24 | 1 411 | (-)-α-古芸烯 (-)-α-Gurjunene | 0.35 | 1.64 | 1.09 | 0.64 | 1.31 | |
A25 | 1 418 | (1S,5S)-4,6-二甲基-6- (4-甲基戊-3-烯基)双环 [3.1.1]庚-3-烯 (1S,5S)-4,6-Dimethyl-6-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-3-ene | 0.65 | 0.29 | 0.35 | 3.28 | – | |
A26 | 1 422 | β-石竹烯β-Caryophyllene | 8.01 | 3.33 | 5.58 | 10.42 | 5.70 | |
A27 | 1 448 | 马兜铃烯Aristolene | 2.14 | 1.47 | 2.84 | 0.17 | 2.14 | |
A28 | 1 454 | γ-广藿香烯γ-Patchoulene | 1.68 | 1.06 | 2.32 | – | 1.58 | |
A29 | 1 459 | α-葎草烯α-Humulene | 1.87 | 2.91 | 2.48 | 24.41 | 3.90 | |
A30 | 1 463 | β-倍半水芹烯 β-Sesquiphellandrene | 0.79 | 0.11 | – | – | – | |
A31 | 1 466 | 香树烯(-)-Alloaromadendrene | 0.57 | 1.62 | 2.06 | – | 1.02 | |
A32 | 1 475 | α-Himachalene | – | – | – | – | 0.53 | |
A33 | 1 494 | (+)-β-瑟林烯 (+)-β-Selinene | 3.76 | 2.67 | 0.54 | 1.87 | 3.01 | |
A34 | 1 489 | 右旋大根香叶烯 (+)- Germacrene D | 6.50 | 3.70 | 9.41 | 2.29 | 6.13 | |
A35 | 1 498 | 愈创木烯Guaiacene | 3.09 | 1.58 | 0.14 | 0.70 | 1.19 | |
A36 | 1 413 | (+)-γ-古芸烯 (+)-γ-Gurjunene | – | – | – | – | 3.71 | |
A37 | 1 428 | (-)-β-花柏烯 (-)-β-Chamigrene | – | – | – | – | 2.50 | |
A38 | 1 435 | γ-榄香烯γ-Elemene | – | – | – | – | 0.67 | |
A39 | 1 505 | 1-ethenyl-1-methyl-2-(1-methylethenyl)-4-(1-methylethylidene)-cyclohexane | 5.09 | 7.03 | 6.42 | 0.42 | 6.43 | |
A40 | 1 510 | (+)-香橙烯 (+)-Aromadendrene | 0.66 | 0.67 | 1.00 | 0.13 | – | |
类别 Class | 编号 No. | 保留指数 Retention index | 化合物 Compounds | 相对含量/% Relative content | ||||
浙江楠 P. chekian- gensis | 小叶桢楠 P. zhennan f. oblong | 大叶桢楠 P. zhennan f. elliptical | 紫楠 P. sheareri | 闽楠 P. bour- nei | ||||
A41 | 1 490 | -Azulene,1,2,3,4,5,6,7,8-octahydro-1,4-dimethyl-7-(1-methylethylidene)-, (1S,4S)- | – | 0.13 | – | 0.70 | – | |
A42 | 1 523 | (+)-γ-荜澄茄烯 (+)-γ-Cadinene | – | – | – | – | 0.53 | |
A43 | 1 533 | δ-荜澄茄烯 δ-Cadinene | 6.01 | 1.87 | 3.57 | 1.12 | 1.81 | |
A44 | 1 609 | α-广藿香烯 α-Patchoulene | 0.13 | 0.41 | 0.11 | 0.25 | 0.42 | |
A45 | 1 621 | 环氧化蛇麻烯Ⅱ Humulene1,2-epoxide | 0.18 | 0.27 | 0.14 | 0.55 | – | |
醛类 Aldehydes | B1 | 1 645 | 2-甲基-4-戊醛 2-Methylpent-4-enal | 1.49 | 0.69 | 0.25 | 0.10 | 0.51 |
B2 | 1 124 | 壬醛 Nonanal | 0.13 | – | – | – | 0.12 | |
B3 | 1 210 | 癸醛 Decanal | 0.17 | 0.35 | 0.27 | – | – | |
B4 | 1 305 | 10-十一烯醛10-Undecenal | – | – | – | – | 0.13 | |
B5 | 1 310 | 十一醛 Undecanal | – | 0.33 | – | – | 0.13 | |
B6 | 1 412 | 十二醛 Lauryl aldehyde | 0.16 | 1.02 | 0.13 | – | – | |
B7 | 1 520 | 十四烷醛 Tetradecanal | – | – | – | 0.17 | – | |
醇类 Alcohols | C1 | 2 510 | 反式-3-己烯-1-醇 Trans-3-Hexen-1-ol | 2.08 | 1.57 | 1.02 | 1.51 | 1.50 |
C2 | 2 738 | 3-甲基-4-戊醇 3-Methylpent-4-en-1-ol | 0.22 | 0.43 | – | 0.28 | – | |
C3 | 1 409 | 环十二醇Cyclododecanol | – | – | – | – | 0.39 | |
C4 | 2 714 | 叶醇cis-3-Hexen-1-ol | 0.17 | – | 0.36 | – | – | |
萜烯醇类 | D1 | 1 035 | 桉叶油醇 Cineole | 0.10 | – | – | 3.97 | – |
Terpene alcohols | D2 | 1 108 | 芳樟醇 Linalool | 0.43 | – | – | – | – |
D3 | 1 094 | 橙花醇 Nerol | – | – | – | – | 0.14 | |
D4 | 1 295 | 紫苏醇 Perillyl alcohol | – | – | – | – | 0.13 | |
D5 | 1 540 | α-檀香醇 α-Santalol | – | 0.13 | 0.11 | – | – | |
D6 | 1 526 | α-人参烯 α-Panasinsanene | 0.11 | – | – | – | – | |
D7 | 1 584 | 4(15),5,10(14)-大根香叶三 烯-1-醇 4(15),5,10(14)-Germacratrien-1-ol | – | 0.14 | 0.13 | – | – | |
D8 | 1 590 | 桉油烯醇 Spathulenol | – | 0.68 | 0.22 | – | 0.47 | |
D9 | 1 633 | Β-桉叶醇 β-Eudesmol | 0.16 | 0.10 | – | – | – | |
D10 | 1 650 | 1aS,4aS,7R,7aS,7bS)-1,1,7- Trimethyl-4-methylidene-1a,2,3, 4a,5,6,7a,7b-octahydrocyclopropa [h]azulen-7-ol | – | 0.11 | – | – | – | |
酯类 Esters | E1 | 1 027 | (E)-3-己烯-1-醇乙酸酯 Trans-3-hexenyl acetate | 0.26 | 0.21 | 0.54 | 0.49 | 3.57 |
E2 | 1 028 | 乙酸叶醇酯 cis-3-Hexenyl acetate | – | 0.10 | – | – | – | |
萜烯酯类 | F1 | 1 265 | 乙酸芳樟酯 Linalyl acetate | 0.23 | 0.41 | 0.17 | – | 0.91 |
Terpene esters | F2 | 1 299 | 乙酸龙脑酯 Bornyl acetate | 3.70 | 0.98 | 0.62 | 5.10 | – |
F3 | 1 292 | 左旋乙酸冰片酯 L-Bornyl acetate | – | – | – | – | 2.24 | |
萘类 Naphthalenes | G1 | 1 517 | (1aR)-1aβ,2,3,3a,4,5,6,7bβ- Octahydro-1,1,3aβ,7-tetramethyl- 1H-cyclopropa[a]naphthalene | 1.85 | 0.89 | 1.59 | 0.35 | – |
G2 | 1 542 | 1,2,3,4,4a,7-Hexahydro-1,6- dimethyl-4-(1-methylethyl)- naphthalene | 0.35 | 0.30 | 0.29 | – | 0.20 | |
G3 | 1 548 | 1,2,4a,5,6,8a-Hexahydro-4,7- dimethyl-1-(1-methylethyl) napthtalene | 0.15 | 0.14 | 0.24 | 0.11 | 0.41 | |
G4 | 1 578 | (8aα)-Decahydro-1α-isopropyl- 3aα-methyl-7-methylene-4α,8α- epoxyazulene | – | 0.19 | 0.10 | – | 0.42 | |
类别 Class | 编号 No. | 保留指数 Retention index | 化合物 Compounds | 相对含量/% Relative content | ||||
浙江楠 P. chekian- gensis | 小叶桢楠 P. zhennan f. oblong | 大叶桢楠 P. zhennan f. elliptical | 紫楠 P. sheareri | 闽楠 P. bour- nei | ||||
烷烃类 Alkanes | H1 | 1 303 | 正十三烷Tridecane | – | – | – | 0.10 | 0.13 |
H2 | 1 308 | 环己烷Cyclohexane | – | – | – | – | 0.67 | |
H3 | 1 556 | (E)-2-(6,10-Timethylundeca-1,5,9- trien-2-yl)oxirane | 0.11 | – | – | – | – | |
有机酸 Organic acid | I1 | 1 283 | (1R,4S)-1,7,7-Trimethylbicyclo [2.2.1]heptan-2-yl acetate | – | – | – | – | 0.33 |
氧化物 Oxide | J1 | 1 595 | 石竹素Caryophyllene oxide | 0.49 | 0.34 | 0.22 | 0.21 | 0.36 |
表1 楠属5种植物的叶片挥发性成分分析
Table 1 Analysis of volatile components in leaves of five Phoebe species
类别 Class | 编号 No. | 保留指数 Retention index | 化合物 Compounds | 相对含量/% Relative content | ||||
---|---|---|---|---|---|---|---|---|
浙江楠 P. chekian- gensis | 小叶桢楠 P. zhennan f. oblong | 大叶桢楠 P. zhennan f. elliptical | 紫楠 P. sheareri | 闽楠 P. bour- nei | ||||
萜烯类(单萜) | A1 | 933 | 蒎烯Pinene | 3.37 | 1.44 | 0.88 | 8.25 | 0.44 |
Terpenes | A2 | 943 | α-蒎烯α-Pinene | 0.32 | 0.21 | 0.43 | 0.82 | 5.09 |
(monoterpene) | A3 | 981 | β-蒎烯β-Pinene | – | – | – | – | 3.57 |
A4 | 949 | 莰烯Camphene | 0.71 | 0.63 | 0.27 | 0.97 | 1.16 | |
A5 | 977 | (-)-β-蒎烯 (-)-β-Pinene | 1.48 | 0.62 | 0.45 | 5.82 | 0.27 | |
A6 | 997 | 月桂烯 Myrcene | 0.27 | 0.27 | – | 0.57 | 0.54 | |
A7 | 1 007 | 水芹烯 Phellandrene | 0.18 | 0.36 | – | – | 0.16 | |
A8 | 1 024 | S-(-)-柠檬烯 S-(-)-Limonene | – | – | – | – | 0.40 | |
A9 | 1 057 | (+)-柠檬烯 (+)-Limonene | 1.11 | 0.43 | 0.13 | 1.85 | – | |
A10 | 1 044 | (E)-β-罗勒烯 (E)-β-Ocimene | 0.18 | 1.66 | – | – | 1.14 | |
A11 | 1 054 | (Z)-13,7-dimethyl-3,6-octatriene | 0.20 | 1.59 | 0.37 | 0.45 | 1.46 | |
A12 | 1 093 | 萜品油烯 Terpinolene | – | 0.11 | – | 0.12 | – | |
A13 | 1 134 | 别罗勒烯(E,Z)-2,6- Dimethylocta-2,4,6-triene | 0.19 | 1.54 | 0.35 | 0.81 | 0.61 | |
萜烯类(倍半萜) Terpenes (sesquiterpene) | A14 | 1 331 | 1-ethenyl-1-methyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane | 5.60 | 6.16 | 6.50 | 0.47 | 6.74 |
A15 | 1 344 | (-)-α-荜澄茄油烯 (-)-α-Cubebene | 1.54 | 5.60 | 7.00 | 0.61 | 2.55 | |
A16 | 1 360 | (+)-长叶环烯 (+)-Longicyclene | – | – | – | – | 0.38 | |
A17 | 1 363 | (+)-环苜蓿烯 (+)-Cyclosativene | – | 0.41 | 0.60 | – | – | |
A18 | 1 370 | 1,2,4a,5,6,8a-hexahydro-1-isopropyl-4,7-dimethylnaphthalene | – | – | – | – | 0.15 | |
A19 | 1 376 | α-古巴烯 α-Copaene | 7.35 | 19.05 | 22.94 | 2.48 | 12.66 | |
A20 | 1 384 | β-波旁烯 β-Bourbonene | 1.40 | 2.11 | 3.32 | 0.41 | 2.48 | |
A21 | 1 390 | β-荜澄茄油烯 β-Cubebene | 3.34 | 8.29 | 3.85 | 8.80 | 5.13 | |
A22 | 1 393 | β-榄香烯β-Elemene | 6.84 | 2.79 | 2.10 | 6.40 | 4.02 | |
A23 | 1 407 | 2,6-二甲基-6-(4-甲基- 3-戊烯基) 2,6-Dimethyl-6-(4-methyl-3-pentenyl)bicyclo[3.1.1]hept-2-ene | 0.65 | 0.52 | 0.24 | 0.29 | – | |
A24 | 1 411 | (-)-α-古芸烯 (-)-α-Gurjunene | 0.35 | 1.64 | 1.09 | 0.64 | 1.31 | |
A25 | 1 418 | (1S,5S)-4,6-二甲基-6- (4-甲基戊-3-烯基)双环 [3.1.1]庚-3-烯 (1S,5S)-4,6-Dimethyl-6-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-3-ene | 0.65 | 0.29 | 0.35 | 3.28 | – | |
A26 | 1 422 | β-石竹烯β-Caryophyllene | 8.01 | 3.33 | 5.58 | 10.42 | 5.70 | |
A27 | 1 448 | 马兜铃烯Aristolene | 2.14 | 1.47 | 2.84 | 0.17 | 2.14 | |
A28 | 1 454 | γ-广藿香烯γ-Patchoulene | 1.68 | 1.06 | 2.32 | – | 1.58 | |
A29 | 1 459 | α-葎草烯α-Humulene | 1.87 | 2.91 | 2.48 | 24.41 | 3.90 | |
A30 | 1 463 | β-倍半水芹烯 β-Sesquiphellandrene | 0.79 | 0.11 | – | – | – | |
A31 | 1 466 | 香树烯(-)-Alloaromadendrene | 0.57 | 1.62 | 2.06 | – | 1.02 | |
A32 | 1 475 | α-Himachalene | – | – | – | – | 0.53 | |
A33 | 1 494 | (+)-β-瑟林烯 (+)-β-Selinene | 3.76 | 2.67 | 0.54 | 1.87 | 3.01 | |
A34 | 1 489 | 右旋大根香叶烯 (+)- Germacrene D | 6.50 | 3.70 | 9.41 | 2.29 | 6.13 | |
A35 | 1 498 | 愈创木烯Guaiacene | 3.09 | 1.58 | 0.14 | 0.70 | 1.19 | |
A36 | 1 413 | (+)-γ-古芸烯 (+)-γ-Gurjunene | – | – | – | – | 3.71 | |
A37 | 1 428 | (-)-β-花柏烯 (-)-β-Chamigrene | – | – | – | – | 2.50 | |
A38 | 1 435 | γ-榄香烯γ-Elemene | – | – | – | – | 0.67 | |
A39 | 1 505 | 1-ethenyl-1-methyl-2-(1-methylethenyl)-4-(1-methylethylidene)-cyclohexane | 5.09 | 7.03 | 6.42 | 0.42 | 6.43 | |
A40 | 1 510 | (+)-香橙烯 (+)-Aromadendrene | 0.66 | 0.67 | 1.00 | 0.13 | – | |
类别 Class | 编号 No. | 保留指数 Retention index | 化合物 Compounds | 相对含量/% Relative content | ||||
浙江楠 P. chekian- gensis | 小叶桢楠 P. zhennan f. oblong | 大叶桢楠 P. zhennan f. elliptical | 紫楠 P. sheareri | 闽楠 P. bour- nei | ||||
A41 | 1 490 | -Azulene,1,2,3,4,5,6,7,8-octahydro-1,4-dimethyl-7-(1-methylethylidene)-, (1S,4S)- | – | 0.13 | – | 0.70 | – | |
A42 | 1 523 | (+)-γ-荜澄茄烯 (+)-γ-Cadinene | – | – | – | – | 0.53 | |
A43 | 1 533 | δ-荜澄茄烯 δ-Cadinene | 6.01 | 1.87 | 3.57 | 1.12 | 1.81 | |
A44 | 1 609 | α-广藿香烯 α-Patchoulene | 0.13 | 0.41 | 0.11 | 0.25 | 0.42 | |
A45 | 1 621 | 环氧化蛇麻烯Ⅱ Humulene1,2-epoxide | 0.18 | 0.27 | 0.14 | 0.55 | – | |
醛类 Aldehydes | B1 | 1 645 | 2-甲基-4-戊醛 2-Methylpent-4-enal | 1.49 | 0.69 | 0.25 | 0.10 | 0.51 |
B2 | 1 124 | 壬醛 Nonanal | 0.13 | – | – | – | 0.12 | |
B3 | 1 210 | 癸醛 Decanal | 0.17 | 0.35 | 0.27 | – | – | |
B4 | 1 305 | 10-十一烯醛10-Undecenal | – | – | – | – | 0.13 | |
B5 | 1 310 | 十一醛 Undecanal | – | 0.33 | – | – | 0.13 | |
B6 | 1 412 | 十二醛 Lauryl aldehyde | 0.16 | 1.02 | 0.13 | – | – | |
B7 | 1 520 | 十四烷醛 Tetradecanal | – | – | – | 0.17 | – | |
醇类 Alcohols | C1 | 2 510 | 反式-3-己烯-1-醇 Trans-3-Hexen-1-ol | 2.08 | 1.57 | 1.02 | 1.51 | 1.50 |
C2 | 2 738 | 3-甲基-4-戊醇 3-Methylpent-4-en-1-ol | 0.22 | 0.43 | – | 0.28 | – | |
C3 | 1 409 | 环十二醇Cyclododecanol | – | – | – | – | 0.39 | |
C4 | 2 714 | 叶醇cis-3-Hexen-1-ol | 0.17 | – | 0.36 | – | – | |
萜烯醇类 | D1 | 1 035 | 桉叶油醇 Cineole | 0.10 | – | – | 3.97 | – |
Terpene alcohols | D2 | 1 108 | 芳樟醇 Linalool | 0.43 | – | – | – | – |
D3 | 1 094 | 橙花醇 Nerol | – | – | – | – | 0.14 | |
D4 | 1 295 | 紫苏醇 Perillyl alcohol | – | – | – | – | 0.13 | |
D5 | 1 540 | α-檀香醇 α-Santalol | – | 0.13 | 0.11 | – | – | |
D6 | 1 526 | α-人参烯 α-Panasinsanene | 0.11 | – | – | – | – | |
D7 | 1 584 | 4(15),5,10(14)-大根香叶三 烯-1-醇 4(15),5,10(14)-Germacratrien-1-ol | – | 0.14 | 0.13 | – | – | |
D8 | 1 590 | 桉油烯醇 Spathulenol | – | 0.68 | 0.22 | – | 0.47 | |
D9 | 1 633 | Β-桉叶醇 β-Eudesmol | 0.16 | 0.10 | – | – | – | |
D10 | 1 650 | 1aS,4aS,7R,7aS,7bS)-1,1,7- Trimethyl-4-methylidene-1a,2,3, 4a,5,6,7a,7b-octahydrocyclopropa [h]azulen-7-ol | – | 0.11 | – | – | – | |
酯类 Esters | E1 | 1 027 | (E)-3-己烯-1-醇乙酸酯 Trans-3-hexenyl acetate | 0.26 | 0.21 | 0.54 | 0.49 | 3.57 |
E2 | 1 028 | 乙酸叶醇酯 cis-3-Hexenyl acetate | – | 0.10 | – | – | – | |
萜烯酯类 | F1 | 1 265 | 乙酸芳樟酯 Linalyl acetate | 0.23 | 0.41 | 0.17 | – | 0.91 |
Terpene esters | F2 | 1 299 | 乙酸龙脑酯 Bornyl acetate | 3.70 | 0.98 | 0.62 | 5.10 | – |
F3 | 1 292 | 左旋乙酸冰片酯 L-Bornyl acetate | – | – | – | – | 2.24 | |
萘类 Naphthalenes | G1 | 1 517 | (1aR)-1aβ,2,3,3a,4,5,6,7bβ- Octahydro-1,1,3aβ,7-tetramethyl- 1H-cyclopropa[a]naphthalene | 1.85 | 0.89 | 1.59 | 0.35 | – |
G2 | 1 542 | 1,2,3,4,4a,7-Hexahydro-1,6- dimethyl-4-(1-methylethyl)- naphthalene | 0.35 | 0.30 | 0.29 | – | 0.20 | |
G3 | 1 548 | 1,2,4a,5,6,8a-Hexahydro-4,7- dimethyl-1-(1-methylethyl) napthtalene | 0.15 | 0.14 | 0.24 | 0.11 | 0.41 | |
G4 | 1 578 | (8aα)-Decahydro-1α-isopropyl- 3aα-methyl-7-methylene-4α,8α- epoxyazulene | – | 0.19 | 0.10 | – | 0.42 | |
类别 Class | 编号 No. | 保留指数 Retention index | 化合物 Compounds | 相对含量/% Relative content | ||||
浙江楠 P. chekian- gensis | 小叶桢楠 P. zhennan f. oblong | 大叶桢楠 P. zhennan f. elliptical | 紫楠 P. sheareri | 闽楠 P. bour- nei | ||||
烷烃类 Alkanes | H1 | 1 303 | 正十三烷Tridecane | – | – | – | 0.10 | 0.13 |
H2 | 1 308 | 环己烷Cyclohexane | – | – | – | – | 0.67 | |
H3 | 1 556 | (E)-2-(6,10-Timethylundeca-1,5,9- trien-2-yl)oxirane | 0.11 | – | – | – | – | |
有机酸 Organic acid | I1 | 1 283 | (1R,4S)-1,7,7-Trimethylbicyclo [2.2.1]heptan-2-yl acetate | – | – | – | – | 0.33 |
氧化物 Oxide | J1 | 1 595 | 石竹素Caryophyllene oxide | 0.49 | 0.34 | 0.22 | 0.21 | 0.36 |
图2 夏季(A)和秋季(B)浙江楠不同方向叶片挥发性成分的OPLS-DA分析
Fig. 2 OPLS-DA analysis of volatile components in leaves Phoebe chekiangensis in different directions in summer(A) and autumn(B)
化合物 Compounds | 相对含量/ % Relative content | 化合物 Compounds | 相对含量/% Relative content | ||
---|---|---|---|---|---|
夏季 Summer | 秋季 Autumn | 夏季 Summer | 秋季 Autumn | ||
莰烯Camphene | 4.85 ± 2.09** | 1.03 ± 0.13 | α-葎草烯 α-Humulene | 1.61 ± 0.18 | 1.42 ± 0.04 |
甘香烯Caryophyllene | 5.50 ± 1.67 | 3.20 ± 1.87 | (-)-α-荜澄茄油烯 (-)-α-Cubebene | 2.46 ± 0.03 | 1.76 ± 0.18 |
α-古巴烯α-Copaene | 7.49 ± 2.09* | 6.30 ± 1.46 | 右旋大根香叶烯 (+)-Germacrene D | 5.57 ± 2.23 | 5.52 ± 2.58 |
β-榄香烯β-Elemene | 8.81 ± 2.97 | 8.91 ± 1.53 | (-)-α-古芸烯 (-)-α-Gurjunene | 4.10 ± 2.17* | 2.49 ± 1.62 |
β-石竹烯β-Caryophyllene | 11.87 ± 2.31* | 8.92 ± 1.68 | δ-荜澄茄烯 δ-Cadinene | 6.44 ± 2.97** | 3.22 ± 1.93 |
马兜铃烯Aristolene | 2.44 ± 0.18 | 2.32 ± 0.32 | 芹子烯 Apigenine | 2.26 ± 2.05 | 2.87 ± 2.55 |
α-蒎烯α-Pinene | 0.49 ± 0.05** | 4.40 ± 0.63 | 佛术烯 Eremophilene | 1.69 ± 0.06 | 1.79 ± 0.40 |
表2 夏季和秋季浙江楠叶片的主要挥发性成分比较
Table 2 Comparison of main volatile components in leaves of Phoebe chekiangensis between summer and autumn
化合物 Compounds | 相对含量/ % Relative content | 化合物 Compounds | 相对含量/% Relative content | ||
---|---|---|---|---|---|
夏季 Summer | 秋季 Autumn | 夏季 Summer | 秋季 Autumn | ||
莰烯Camphene | 4.85 ± 2.09** | 1.03 ± 0.13 | α-葎草烯 α-Humulene | 1.61 ± 0.18 | 1.42 ± 0.04 |
甘香烯Caryophyllene | 5.50 ± 1.67 | 3.20 ± 1.87 | (-)-α-荜澄茄油烯 (-)-α-Cubebene | 2.46 ± 0.03 | 1.76 ± 0.18 |
α-古巴烯α-Copaene | 7.49 ± 2.09* | 6.30 ± 1.46 | 右旋大根香叶烯 (+)-Germacrene D | 5.57 ± 2.23 | 5.52 ± 2.58 |
β-榄香烯β-Elemene | 8.81 ± 2.97 | 8.91 ± 1.53 | (-)-α-古芸烯 (-)-α-Gurjunene | 4.10 ± 2.17* | 2.49 ± 1.62 |
β-石竹烯β-Caryophyllene | 11.87 ± 2.31* | 8.92 ± 1.68 | δ-荜澄茄烯 δ-Cadinene | 6.44 ± 2.97** | 3.22 ± 1.93 |
马兜铃烯Aristolene | 2.44 ± 0.18 | 2.32 ± 0.32 | 芹子烯 Apigenine | 2.26 ± 2.05 | 2.87 ± 2.55 |
α-蒎烯α-Pinene | 0.49 ± 0.05** | 4.40 ± 0.63 | 佛术烯 Eremophilene | 1.69 ± 0.06 | 1.79 ± 0.40 |
化合物 Compounds | 相对含量/% Relative content | |||
---|---|---|---|---|
15 ℃ | 25 ℃ | 35 ℃ | 45 ℃ | |
蒎烯 Pinene | 7.19 ± 1.43 a | 5.86 ± 1.83 a | 6.38 ± 1.89 a | 6.30 ± 1.41 a |
α-古巴烯 α-Copaene | 4.22 ± 0.19 a | 3.34 ± 0.73 a | 2.70 ± 0.19 ab | 2.36 ± 0.01 b |
β-蒎烯 β-Pinene | 3.66 ± 0.96 a | 3.22 ± 0.13 a | 3.00 ± 0.76 a | 2.79 ± 1.10 a |
(-)-异喇叭烯 (-)-isoledene | 1.10 ± 0.11 a | 1.15 ± 0.04 a | 1.17 ± 0.11 a | 1.20 ± 0.05 a |
(-)-α-荜澄茄油烯 (-)-α-Cubebene | 3.41 ± 0.29 a | 2.98 ± 0.47 ab | 2.44 ± 1.21 ab | 2.08 ± 0.11 b |
β-榄香烯 β-Elemene | 5.19 ± 1.27 a | 5.29 ± 0.94 a | 5.46 ± 1.16 a | 6.90 ± 1.04 a |
β-石竹烯 β-Caryophyllene | 18.82 ± 0.83 b | 22.97 ± 0.18 a | 20.66 ± 1.85 b | 19.95 ± 1.98 b |
(1S,4aR,8aR)-7-Isopropylidene-1,4a-dimethyldecahydro-1-naphthalen ol | 1.44 ± 1.09 a | 1.97 ± 0.32 a | 1.60 ± 0.38 a | 1.94 ± 0.52 a |
马兜铃烯 Aristolene | 1.13 ± 0.11 a | 1.35 ± 0.16 a | 1.13 ± 0.11 a | 0.89 ± 0.13 a |
α-葎草烯 α-Humulene | 16.40 ± 0.29 b | 17.98 ± 0.48 ab | 19.83 ± 0.36 a | 18.91 ± 1.53 a |
(+)-β-瑟林烯 (+)-β-Selinene | 3.41 ± 0.12 a | 3.41 ± 0.79 a | 2.59 ± 0.45 b | 3.39 ± 0.19 a |
α-瑟林烯 α-Selinene | 3.90 ± 0.14 b | 4.29 ± 0.11 b | 4.77 ± 0.35 b | 6.61 ± 0.49 a |
(+)-γ-古芸烯 (+)-γ-Gurjunene | 5.04 ± 0.08 a | 5.14 ± 1.18 a | 3.22 ± 0.17 b | 4.48 ± 0.17 ab |
乙酸龙脑酯 Bornyl acetate | 1.04 ± 0.04 a | 0.97 ± 0.02 a | 1.01 ± 0.01 a | 0.87 ± 0.02 a |
α-法呢烯 α- Farnesene | 2.13 ± 0.56 a | 1.30 ± 0.57 b | 1.13 ± 0.12 b | 0.71 ± 0.12 b |
1-ethenyl-1-methyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane | 3.15 ± 1.82 a | 2.51 ± 0.51 a | 3.46 ± 0.37 a | 2.24 ± 0.46 a |
表3 不同栽培温度下浙江楠叶片挥发性化合物的相对含量
Table 3 The relative contents of volatile compounds in leaves of Phoebe chekiangensis under different temperatures
化合物 Compounds | 相对含量/% Relative content | |||
---|---|---|---|---|
15 ℃ | 25 ℃ | 35 ℃ | 45 ℃ | |
蒎烯 Pinene | 7.19 ± 1.43 a | 5.86 ± 1.83 a | 6.38 ± 1.89 a | 6.30 ± 1.41 a |
α-古巴烯 α-Copaene | 4.22 ± 0.19 a | 3.34 ± 0.73 a | 2.70 ± 0.19 ab | 2.36 ± 0.01 b |
β-蒎烯 β-Pinene | 3.66 ± 0.96 a | 3.22 ± 0.13 a | 3.00 ± 0.76 a | 2.79 ± 1.10 a |
(-)-异喇叭烯 (-)-isoledene | 1.10 ± 0.11 a | 1.15 ± 0.04 a | 1.17 ± 0.11 a | 1.20 ± 0.05 a |
(-)-α-荜澄茄油烯 (-)-α-Cubebene | 3.41 ± 0.29 a | 2.98 ± 0.47 ab | 2.44 ± 1.21 ab | 2.08 ± 0.11 b |
β-榄香烯 β-Elemene | 5.19 ± 1.27 a | 5.29 ± 0.94 a | 5.46 ± 1.16 a | 6.90 ± 1.04 a |
β-石竹烯 β-Caryophyllene | 18.82 ± 0.83 b | 22.97 ± 0.18 a | 20.66 ± 1.85 b | 19.95 ± 1.98 b |
(1S,4aR,8aR)-7-Isopropylidene-1,4a-dimethyldecahydro-1-naphthalen ol | 1.44 ± 1.09 a | 1.97 ± 0.32 a | 1.60 ± 0.38 a | 1.94 ± 0.52 a |
马兜铃烯 Aristolene | 1.13 ± 0.11 a | 1.35 ± 0.16 a | 1.13 ± 0.11 a | 0.89 ± 0.13 a |
α-葎草烯 α-Humulene | 16.40 ± 0.29 b | 17.98 ± 0.48 ab | 19.83 ± 0.36 a | 18.91 ± 1.53 a |
(+)-β-瑟林烯 (+)-β-Selinene | 3.41 ± 0.12 a | 3.41 ± 0.79 a | 2.59 ± 0.45 b | 3.39 ± 0.19 a |
α-瑟林烯 α-Selinene | 3.90 ± 0.14 b | 4.29 ± 0.11 b | 4.77 ± 0.35 b | 6.61 ± 0.49 a |
(+)-γ-古芸烯 (+)-γ-Gurjunene | 5.04 ± 0.08 a | 5.14 ± 1.18 a | 3.22 ± 0.17 b | 4.48 ± 0.17 ab |
乙酸龙脑酯 Bornyl acetate | 1.04 ± 0.04 a | 0.97 ± 0.02 a | 1.01 ± 0.01 a | 0.87 ± 0.02 a |
α-法呢烯 α- Farnesene | 2.13 ± 0.56 a | 1.30 ± 0.57 b | 1.13 ± 0.12 b | 0.71 ± 0.12 b |
1-ethenyl-1-methyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane | 3.15 ± 1.82 a | 2.51 ± 0.51 a | 3.46 ± 0.37 a | 2.24 ± 0.46 a |
图3 浙江楠叶片不同温度下的挥发性成分OPLS-DA(A)及特征成分分析(B)
Fig. 3 OPLS-DA(A)and characteristic component analysis(B)of volatile components in leaves of Phoebe chekiangensis under different temperatures
化合物 Compounds | 相对含量/% Relative contents/% | |||||
---|---|---|---|---|---|---|
8:00 | 10:00 | 12:00 | 14:00 | 16:00 | 18:00 | |
右旋大根香叶烯(+)-Germacrene D | 9.79 | 13.00 | 7.72 | 8.57 | 15.64 | 10.39 |
β-石竹烯 β-Caryophyllene | 12.53 | 12.85 | 10.56 | 13.92 | 13.08 | 13.38 |
α-古巴烯 α-Copaene | 5.87 | 4.95 | 4.67 | 7.98 | 4.05 | 6.49 |
β-荜澄茄烯 β-Cadinene | 0.92 | 1.00 | 0.52 | 0.89 | 0.96 | 1.02 |
γ-摩勒烯 γ-muurolene | 2.19 | 2.45 | 4.72 | 3.00 | 2.28 | 2.38 |
β-榄香烯 β-Elemene | 6.95 | 8.40 | 5.87 | 8.58 | 8.44 | 7.74 |
叶醇cis-3-Hexen-1-ol | — | — | — | 3.07 | — | — |
桉油烯醇 Spathulenol | 0.17 | 0.10 | 0.19 | 0.13 | — | — |
α-葎草烯 α-Humulene | 1.65 | 1.95 | 2.02 | 1.71 | 1.99 | 1.82 |
表4 浙江楠叶片挥发性成分的日变化
Table 4 Diurnal variation of volatile components in leaves of Phoebe chekiangensis
化合物 Compounds | 相对含量/% Relative contents/% | |||||
---|---|---|---|---|---|---|
8:00 | 10:00 | 12:00 | 14:00 | 16:00 | 18:00 | |
右旋大根香叶烯(+)-Germacrene D | 9.79 | 13.00 | 7.72 | 8.57 | 15.64 | 10.39 |
β-石竹烯 β-Caryophyllene | 12.53 | 12.85 | 10.56 | 13.92 | 13.08 | 13.38 |
α-古巴烯 α-Copaene | 5.87 | 4.95 | 4.67 | 7.98 | 4.05 | 6.49 |
β-荜澄茄烯 β-Cadinene | 0.92 | 1.00 | 0.52 | 0.89 | 0.96 | 1.02 |
γ-摩勒烯 γ-muurolene | 2.19 | 2.45 | 4.72 | 3.00 | 2.28 | 2.38 |
β-榄香烯 β-Elemene | 6.95 | 8.40 | 5.87 | 8.58 | 8.44 | 7.74 |
叶醇cis-3-Hexen-1-ol | — | — | — | 3.07 | — | — |
桉油烯醇 Spathulenol | 0.17 | 0.10 | 0.19 | 0.13 | — | — |
α-葎草烯 α-Humulene | 1.65 | 1.95 | 2.02 | 1.71 | 1.99 | 1.82 |
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