Family Variation of Oleoresin Compounds and Their Correlation in Pinus massoniana

LIU Qing-hua; WEI Yong-cheng; FAN Hui-hua; SHEN Dan-yu; CHEN Wen-rong; ZHOU Zhi-chun

Volume 29 Issue 3

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Article Navigation > Forest Research > 2016 > 29(3): 324-330

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Family Variation of Oleoresin Compounds and Their Correlation in Pinus massoniana

1.
Research Institute of Subtropical Forestry, Chinese Academy of Forestry, Hangzhou 311400, Zhejiang, China
2.
Fujian Academy of Forestry Sciences, Fuzhou 350012, Fujian, China
3.
Laizhou Experimental Forest Farm of Fujian Province, Nanping 353004, Fujian, China

Received Date: 2015-10-21

Abstract

[Objective] To study the variation of oleoresin compounds among Pinus massoniana families and their correlations among compounds in order to provides data for the genetic improving of P. massoniana.[Method] Eleven-year-old half-sib family of P. massoniana at Laizhou Experimental Forest Farm of Fujian Province was used as research object. The type and content of oleoresin compounds taken from xylem of stem in 1.3 m height of each sample were identified by gas chromatography-mass spectrometry (GC/MS). Then, genetic variations in compounds of oleoresin and their genetic correlations were analyzed. Finally, the tested families were clustered based on the significant difference of compounds among families.[Result] The results showed that 20 oleoresin terpenoids were identified. The abundant terpenoids in oleoresin were α-pinene, β-pinene, longifolene, β-caryophyllene, pimaric acid, sandaracopimaric acid, palustric acid/levopimaric acid, dehydroabietic acid, neoabietic acid and abietic acid. Camphene and limonene in monoterpenes, longicyclene, sativene, β- and α-caryophyllene in sequiterpenes, and pimaric acid and neoabietic acid in diterpenes were revealed significantly difference among families with the family heritability ranging from 0.45 to 0.59, which suggesting these compounds can obtain better genetic improving effects through family selection. Within the class of monoterpenes, the genetic correlations among β-pinene, camphene and limonene were significant at the level of PPβ- and α-caryophyllene was also at the significant level of P[Conclusion] In total, twenty compounds were identified from the oleoresin of xylem in P. massoniana. Eight compounds of camphene, limonene, longicyclene, sativene, β- and α-caryophyllene, pimaric acid and neoabietic acid showed larger family effect and were under moderate genetic control. Among and within the categories of monoterpenes, sequiterpenes and diterpenes, most of the stronger genetic correlation existed within the categories of monoterpenes and sequiterpenes.
- Pinus massoniana,
- half-sib families,
- oleoresin compounds,
- family variation,
- genetic correlation

References

[1]	Lee H J, Ravn M M, Coates R M. Synthesis and characterization of abietadiene, levopimaradiene, palustradiene, and neoabietadiene:hydrocarbon precursors of the abietane diterpene resin acids[J]. Tetrahedron, 2001, 57(29):6155-6177.
[2]	Kelkar V M, Geils B W, Becker D R, et al. How to recover more value from small pine trees:essential oils and resins[J]. Biomass & Bioenergy, 2006, 30(4):316-320.
[3]	Strom B L, Goyer R A, Ingram Jr L L, et al. Oleoresin characteristics of progeny of loblolly pines that escaped attack by the southern pine beetle[J]. Forest Ecology and Management, 2002, 158(1-3):169-178.
[4]	Tisdale R A, Nebeker T E, Hodger J D. The role of oleoresin flow in the induced response of loblolly pine to a southern pine beetle associated fungus[J]. Canadian Journal of Botany, 2003, 81(4):368-374.
[5]	von Rudloff E. Volatile leaf oil analysis in chemosystematic studies of North American conifers[J]. Biochemical Systematics and Ecology, 1975, 2(3-4):131-167.
[6]	Jantan I, Ahmad A S. Oleoresins of three Pinus species from Malaysian pine plantations[J]. Journal of Essential Oil Research Jeor, 1999, 14(5):327-332.
[7]	Rezzi S, Bighelli A, Castola V, et al. Composition and chemical variability of the oleoresin of Pinus nigra ssp. laricio from Corsica[J]. Industrial Crops and Products, 2005, 21(1):71-79.
[8]	Sjodin K, Persson M, Faldt J, et al. Occurrence and correlations of monoterpene hydrocarbon enantiomers in Pinus sylvestris and Picea abies[J]. Journal of Chemical Ecology, 2000, 26(7):1701-1720.
[9]	Coppen J J W, Gay C, James D J, et al. Variability in xylem resin composition amongst natural populations of Indonesian Pinus merkusii[J]. Phytochemistry,1993, 33(1):129-136.
[10]	Manninen A M, Tarhanen S, Vuorinen M, et al. Comparing the variation of needle and wood terpenoids in Scots pine provenances[J]. Journal of Chemical Ecology, 2002, 28(1):211-228.
[11]	Gallis A T, Panetsos K P. Use of cortical terpenes to discriminate Pinus brutia (Ten.), Pinus halepensis (Mill.) and their hybrids[J]. Silvae Genetica, 1997, 46(2-3):82-88.
[12]	Forrest G I. Geographical variation in the monoterpenes of Pinus contorta oleoresin[J]. Biochemical Systematics and Ecology, 1980, 8(4):343-359.
[13]	Arrabal C, Cortijo M, Fernandez de Simon B, et al. Differentiation among five Spanish Pinus pinaster provenances based on its oleoresin terpenic composition[J]. Biochemical Systematics and Ecology, 2005, 33(10):1007-1016.
[14]	Peralta-Yahya P P, Zhang F, del Cardayre S B, et al. Microbial engineering for the production of advanced biofuels[J]. Nature, 2012, 488(7411):320-328.
[15]	陈玉湘,赵振东,李兴迪,等. 海松酸型树脂酸生物活性及应用研究进展[J]. 林产化学与工业, 2008, 28(4):118-122.
[16]	蔡邦平, 梁一池, 吴端正, 等.马尾松高产脂优树选择方法的研究[J]. 福建林学院学报, 1998, 18(1):32-35.
[17]	连辉明,何波祥,曾令海,等.马尾松速生、优质及高产脂半同胞家系综合选择的研究[J]. 广东林业科技, 2002, 18(1):1-6.
[18]	刘月蓉.高产脂马尾松优树自由授粉家系及其单株选择[J]. 福建林业科技, 2005, 32(3):122-124.
[19]	刘月蓉.高产脂马尾松半同胞的产脂力优良单株的选择[J]. 福建林业科技, 2006, 31(3):1-4.
[20]	覃冀,连辉明,曾令海,等.高产脂马尾松半同胞子代20年生测定林产脂力分析[J]. 广东林业科技, 2005, 21(2):30-34.
[21]	王振洪,商士斌,宋湛谦,等.气相色谱用马尾松松香标准样品的研制[J]. 生物质化学工程, 2007, 41(6):1-5.
[22]	古研,赵振东,毕良武,等.马尾松松节油标准样品的定值研究[J]. 生物质化学工程, 2011, 45(1):21-24.
[23]	Karanikas C, Walker V, Scaltsoyiannes A, et al. High vs. low yielding oleoresin Pinus halepensis Mill. trees GC terpenoids profiling as diagnostic tool[J]. Annal of Forest Science, 2010, 67(4):412P1-412P8.
[24]	沈熙环. 林木育种学[M]. 北京:中国林业出版社, 1990.
[25]	李彦杰,栾启福,沈丹玉,等.湿地松自由授粉家系松脂组分遗传变异研究[J]. 林业科学研究, 2012, 25(6):773-779.
[26]	何波祥,连辉明,曾令海,等.高脂马尾松优树松脂化学组分及其地理变异的研究[J]. 广东林业科技, 1999, 15(4):1-7.
[27]	McRae J,Thor E. Cortical monoterpene variation in 12 loblolly pine provenances planted in Tennessee[J]. Forest Science, 1982, 28(4):732-736.
[28]	Bohlmann J, Crock J, Jetter R, et al. Terpenoid based defences in conifers:cDNA cloning, characterization and functional expression of wound-inducible (E)-α-bisabolene synthase from grand fir (Abies grandis)[J]. Proceedings of the National Academy of Sciences, 1998, 95(12):6756-6761.
[29]	Martin D M, Faldt J, Bohlmann J. Functional characterization of nine Norway spruce TPS genes and evolution of gymnosperm terpene synthases of the TPS-d subfamily[J]. Plant Physiology, 2004, 135(6):1908-1927.
[30]	Lange B M, Ghassemian M. Genome organization in Arabidopsis thaliana: A survey for genes involved in isoprenoid and chlorophyll metabolism[J]. Plant Molecular Biology, 2003, 58(6):925-948.
[31]	Zulak K G, Bohlmann J. Terpenoid biosynthesis and specialized vascular cells of conifer defense[J]. Journal of Integrative Plant Biology, 2010, 52(1):86-97.

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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

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Family Variation of Oleoresin Compounds and Their Correlation in Pinus massoniana

1. Research Institute of Subtropical Forestry, Chinese Academy of Forestry, Hangzhou 311400, Zhejiang, China

2. Fujian Academy of Forestry Sciences, Fuzhou 350012, Fujian, China

3. Laizhou Experimental Forest Farm of Fujian Province, Nanping 353004, Fujian, China

Received Date: 2015-10-21

Abstract: [Objective] To study the variation of oleoresin compounds among Pinus massoniana families and their correlations among compounds in order to provides data for the genetic improving of P. massoniana.[Method] Eleven-year-old half-sib family of P. massoniana at Laizhou Experimental Forest Farm of Fujian Province was used as research object. The type and content of oleoresin compounds taken from xylem of stem in 1.3 m height of each sample were identified by gas chromatography-mass spectrometry (GC/MS). Then, genetic variations in compounds of oleoresin and their genetic correlations were analyzed. Finally, the tested families were clustered based on the significant difference of compounds among families.[Result] The results showed that 20 oleoresin terpenoids were identified. The abundant terpenoids in oleoresin were α-pinene, β-pinene, longifolene, β-caryophyllene, pimaric acid, sandaracopimaric acid, palustric acid/levopimaric acid, dehydroabietic acid, neoabietic acid and abietic acid. Camphene and limonene in monoterpenes, longicyclene, sativene, β- and α-caryophyllene in sequiterpenes, and pimaric acid and neoabietic acid in diterpenes were revealed significantly difference among families with the family heritability ranging from 0.45 to 0.59, which suggesting these compounds can obtain better genetic improving effects through family selection. Within the class of monoterpenes, the genetic correlations among β-pinene, camphene and limonene were significant at the level of PPβ- and α-caryophyllene was also at the significant level of P[Conclusion] In total, twenty compounds were identified from the oleoresin of xylem in P. massoniana. Eight compounds of camphene, limonene, longicyclene, sativene, β- and α-caryophyllene, pimaric acid and neoabietic acid showed larger family effect and were under moderate genetic control. Among and within the categories of monoterpenes, sequiterpenes and diterpenes, most of the stronger genetic correlation existed within the categories of monoterpenes and sequiterpenes.

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Reference (31)

[1]	Lee H J, Ravn M M, Coates R M. Synthesis and characterization of abietadiene, levopimaradiene, palustradiene, and neoabietadiene:hydrocarbon precursors of the abietane diterpene resin acids[J]. Tetrahedron, 2001, 57(29):6155-6177.
[2]	Kelkar V M, Geils B W, Becker D R, et al. How to recover more value from small pine trees:essential oils and resins[J]. Biomass & Bioenergy, 2006, 30(4):316-320.
[3]	Strom B L, Goyer R A, Ingram Jr L L, et al. Oleoresin characteristics of progeny of loblolly pines that escaped attack by the southern pine beetle[J]. Forest Ecology and Management, 2002, 158(1-3):169-178.
[4]	Tisdale R A, Nebeker T E, Hodger J D. The role of oleoresin flow in the induced response of loblolly pine to a southern pine beetle associated fungus[J]. Canadian Journal of Botany, 2003, 81(4):368-374.
[5]	von Rudloff E. Volatile leaf oil analysis in chemosystematic studies of North American conifers[J]. Biochemical Systematics and Ecology, 1975, 2(3-4):131-167.
[6]	Jantan I, Ahmad A S. Oleoresins of three Pinus species from Malaysian pine plantations[J]. Journal of Essential Oil Research Jeor, 1999, 14(5):327-332.
[7]	Rezzi S, Bighelli A, Castola V, et al. Composition and chemical variability of the oleoresin of Pinus nigra ssp. laricio from Corsica[J]. Industrial Crops and Products, 2005, 21(1):71-79.
[8]	Sjodin K, Persson M, Faldt J, et al. Occurrence and correlations of monoterpene hydrocarbon enantiomers in Pinus sylvestris and Picea abies[J]. Journal of Chemical Ecology, 2000, 26(7):1701-1720.
[9]	Coppen J J W, Gay C, James D J, et al. Variability in xylem resin composition amongst natural populations of Indonesian Pinus merkusii[J]. Phytochemistry,1993, 33(1):129-136.
[10]	Manninen A M, Tarhanen S, Vuorinen M, et al. Comparing the variation of needle and wood terpenoids in Scots pine provenances[J]. Journal of Chemical Ecology, 2002, 28(1):211-228.
[11]	Gallis A T, Panetsos K P. Use of cortical terpenes to discriminate Pinus brutia (Ten.), Pinus halepensis (Mill.) and their hybrids[J]. Silvae Genetica, 1997, 46(2-3):82-88.
[12]	Forrest G I. Geographical variation in the monoterpenes of Pinus contorta oleoresin[J]. Biochemical Systematics and Ecology, 1980, 8(4):343-359.
[13]	Arrabal C, Cortijo M, Fernandez de Simon B, et al. Differentiation among five Spanish Pinus pinaster provenances based on its oleoresin terpenic composition[J]. Biochemical Systematics and Ecology, 2005, 33(10):1007-1016.
[14]	Peralta-Yahya P P, Zhang F, del Cardayre S B, et al. Microbial engineering for the production of advanced biofuels[J]. Nature, 2012, 488(7411):320-328.
[15]	陈玉湘,赵振东,李兴迪,等. 海松酸型树脂酸生物活性及应用研究进展[J]. 林产化学与工业, 2008, 28(4):118-122.
[16]	蔡邦平, 梁一池, 吴端正, 等.马尾松高产脂优树选择方法的研究[J]. 福建林学院学报, 1998, 18(1):32-35.
[17]	连辉明,何波祥,曾令海,等.马尾松速生、优质及高产脂半同胞家系综合选择的研究[J]. 广东林业科技, 2002, 18(1):1-6.
[18]	刘月蓉.高产脂马尾松优树自由授粉家系及其单株选择[J]. 福建林业科技, 2005, 32(3):122-124.
[19]	刘月蓉.高产脂马尾松半同胞的产脂力优良单株的选择[J]. 福建林业科技, 2006, 31(3):1-4.
[20]	覃冀,连辉明,曾令海,等.高产脂马尾松半同胞子代20年生测定林产脂力分析[J]. 广东林业科技, 2005, 21(2):30-34.
[21]	王振洪,商士斌,宋湛谦,等.气相色谱用马尾松松香标准样品的研制[J]. 生物质化学工程, 2007, 41(6):1-5.
[22]	古研,赵振东,毕良武,等.马尾松松节油标准样品的定值研究[J]. 生物质化学工程, 2011, 45(1):21-24.
[23]	Karanikas C, Walker V, Scaltsoyiannes A, et al. High vs. low yielding oleoresin Pinus halepensis Mill. trees GC terpenoids profiling as diagnostic tool[J]. Annal of Forest Science, 2010, 67(4):412P1-412P8.
[24]	沈熙环. 林木育种学[M]. 北京:中国林业出版社, 1990.
[25]	李彦杰,栾启福,沈丹玉,等.湿地松自由授粉家系松脂组分遗传变异研究[J]. 林业科学研究, 2012, 25(6):773-779.
[26]	何波祥,连辉明,曾令海,等.高脂马尾松优树松脂化学组分及其地理变异的研究[J]. 广东林业科技, 1999, 15(4):1-7.
[27]	McRae J,Thor E. Cortical monoterpene variation in 12 loblolly pine provenances planted in Tennessee[J]. Forest Science, 1982, 28(4):732-736.
[28]	Bohlmann J, Crock J, Jetter R, et al. Terpenoid based defences in conifers:cDNA cloning, characterization and functional expression of wound-inducible (E)-α-bisabolene synthase from grand fir (Abies grandis)[J]. Proceedings of the National Academy of Sciences, 1998, 95(12):6756-6761.
[29]	Martin D M, Faldt J, Bohlmann J. Functional characterization of nine Norway spruce TPS genes and evolution of gymnosperm terpene synthases of the TPS-d subfamily[J]. Plant Physiology, 2004, 135(6):1908-1927.
[30]	Lange B M, Ghassemian M. Genome organization in Arabidopsis thaliana: A survey for genes involved in isoprenoid and chlorophyll metabolism[J]. Plant Molecular Biology, 2003, 58(6):925-948.
[31]	Zulak K G, Bohlmann J. Terpenoid biosynthesis and specialized vascular cells of conifer defense[J]. Journal of Integrative Plant Biology, 2010, 52(1):86-97.

Family Variation of Oleoresin Compounds and Their Correlation in Pinus massoniana

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通讯作者: 陈斌, bchen63@163.com

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Family Variation of Oleoresin Compounds and Their Correlation in Pinus massoniana

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