Volatile oil constituents of Rosa canina L.: Differences related to developmental stages and floral organs

Abstract The evolution of the volatile oils during three developmental stages of Rosa canina L. flowers and the repartition of the constituents of the oils among different floral parts were examined using high-resolution gas chromatography and gas chromatography–mass spectrometry. Numerous components belonging to different chemical classes suggesting the occurrence of different metabolic pathways were identified. The main component in all oil samples was 2-phenylethanol, and its content increased gradually during the floral development process. Irrespective of flower's developmental stage, hydrocarbons were found to be the main group components. A great qualitative and quantitative change of the essential oil composition among different floral parts was also revealed. The volatile oil compositions are discussed in relation to their defensive and pollinators attraction roles.

[1]  J. Dewulf,et al.  Biogenic volatile organic compounds , 2011 .

[2]  A. Jürgens,et al.  Volatiles associated with different flower stages and leaves of Acacia cyclops and their potential role as host attractants for Dasineura dielsi (Diptera: Cecidomyiidae) , 2010 .

[3]  M. Maffei,et al.  Sites of synthesis, biochemistry and functional role of plant volatiles , 2010 .

[4]  R. Raguso,et al.  Variation in scent emission among floral parts and inflorescence developmental stages in beetle-pollinated Protea species (Proteaceae) , 2010 .

[5]  Guido Flamini,et al.  Odour gradients and patterns in volatile emission of different plant parts and developing fruits of grapefruit (Citrus paradisi L.) , 2010 .

[6]  R. Pierik,et al.  Induced biogenic volatile organic compounds from plants Biogenic volatile organic compounds and plant competition , 2010 .

[7]  Ziyin Yang,et al.  Elucidation of the biochemical pathway of 2-phenylethanol from shikimic acid using isolated protoplasts of rose flowers. , 2009, Journal of plant physiology.

[8]  David G. James,et al.  Chemical ecology and conservation biological control , 2008 .

[9]  C. Douady,et al.  Scent evolution in Chinese roses , 2008, Proceedings of the National Academy of Sciences.

[10]  D. Ciccarelli,et al.  The flower of Myrtus communis (Myrtaceae): Secretory structures, unicellular papillae, and their ecological role , 2008 .

[11]  U. Müller-Ladner,et al.  A systematic review on the Rosa canina effect and efficacy profiles , 2007, Phytotherapy research : PTR.

[12]  M. Rostás,et al.  Ontogenetic and spatio-temporal patterns of induced volatiles in Glycine max in the light of the optimal defence hypothesis , 2008, Chemoecology.

[13]  M. Hara,et al.  Production of 2-Phenylethanol in Roses as the Dominant Floral Scent Compound from L-Phenylalanine by Two Key Enzymes, a PLP-Dependent Decarboxylase and a Phenylacetaldehyde Reductase , 2007, Bioscience, biotechnology, and biochemistry.

[14]  E. Pichersky,et al.  Reduction of Benzenoid Synthesis in Petunia Flowers Reveals Multiple Pathways to Benzoic Acid and Enhancement in Auxin Transport[W] , 2006, The Plant Cell Online.

[15]  V. George,et al.  Caryophyllene-rich rhizome oil of Zingiber nimmonii from South India: Chemical characterization and antimicrobial activity. , 2006, Phytochemistry.

[16]  J. Noel,et al.  Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester. , 2006, Proceedings of the National Academy of Sciences of the United States of America.

[17]  K. Matsui Green leaf volatiles: hydroperoxide lyase pathway of oxylipin metabolism. , 2006, Current opinion in plant biology.

[18]  M. Haring,et al.  Regulation of terpenoid and benzenoid production in flowers. , 2006, Current opinion in plant biology.

[19]  J. Caissard,et al.  Chemical and histochemical analysis of 'Quatre Saisons Blanc Mousseux', a Moss Rose of the Rosa x damascena group. , 2006, Annals of botany.

[20]  A. Aharoni,et al.  Volatile science? Metabolic engineering of terpenoids in plants. , 2005, Trends in plant science.

[21]  C. Kost,et al.  Herbivore-induced, indirect plant defences. , 2005, Biochimica et biophysica acta.

[22]  V. Wissemann,et al.  The genus Rosa(Rosoideae, Rosaceae) revisited: molecular analysis of nrITS‐1 and atpB‐rbcL intergenic spacer (IGS) versus conventional taxonomy , 2005 .

[23]  Natalia Dudareva,et al.  Practical applications of research into the regulation of plant volatile emission. , 2005, Current opinion in plant biology.

[24]  J. Parnell,et al.  Anther diversity and function inVerticordia DC. (Myrtaceae) , 1999, Plant Systematics and Evolution.

[25]  S. Dötterl,et al.  Qualitative and quantitative analyses of flower scent in Silene latifolia. , 2005, Phytochemistry.

[26]  Xinlu Chen,et al.  Understanding in Vivo Benzenoid Metabolism in Petunia Petal Tissue1 , 2004, Plant Physiology.

[27]  Mustafa Z. Ozel,et al.  Superheated water extraction of fragrance compounds from Rosa canina , 2004 .

[28]  H. Baydar,et al.  The effects of harvest date, fermentation duration and Tween 20 treatment on essential oil content and composition of industrial oil rose (Rosa damascena Mill.) , 2004 .

[29]  R. Raguso,et al.  Fragrance chemistry, nocturnal rhythms and pollination "syndromes" in Nicotiana. , 2003, Phytochemistry.

[30]  E. Pichersky,et al.  Volatile Ester Formation in Roses. Identification of an Acetyl-Coenzyme A. Geraniol/Citronellol Acetyltransferase in Developing Rose Petals1 , 2003, Plant Physiology.

[31]  V. Wissemann CLASSIFICATION | Conventional Taxonomy (Wild Roses) , 2003 .

[32]  Shuiqin Wu,et al.  Two O-methyltransferases isolated from flower petals of Rosa chinensis var. spontanea involved in scent biosynthesis. , 2003, Journal of bioscience and bioengineering.

[33]  Fangfei Luan,et al.  Differential incorporation of 1-deoxy-D-xylulose into (3S)-linalool and geraniol in grape berry exocarp and mesocarp. , 2002, Phytochemistry.

[34]  Eran Pichersky,et al.  The formation and function of plant volatiles: perfumes for pollinator attraction and defense. , 2002, Current opinion in plant biology.

[35]  J. Memelink,et al.  Engineering secondary metabolite production in plants. , 2002, Current opinion in biotechnology.

[36]  Robert P. Adams,et al.  Identification of essential oil components by gas chromatography/quadrupole mass spectroscopy , 2001 .

[37]  N. Dudareva,et al.  Developmental Regulation of Methyl Benzoate Biosynthesis and Emission in Snapdragon Flowers , 2000, Plant Cell.

[38]  E. Pichersky,et al.  New Perspectives in Pollination Biology: Floral Fragrances. A day in the life of a linalool molecule: Chemical communication in a plant‐pollinator system. Part 1: Linalool biosynthesis in flowering plants , 1999 .

[39]  F. Saez Essential oil variability of Thymus zygis growing wild in southeastern spain , 1995 .

[40]  H. E. Dobson,et al.  Floral volatiles in insect biology , 1994 .

[41]  F. Jüttner,et al.  Volatile Products of the Lipoxygenase Pathway Evolved from Phaseolus vulgaris (L.) Leaves Inoculated with Pseudomonas syringae pv phaseolicola , 1993, Plant physiology.

[42]  I. Groth,et al.  Pollen and flower volatiles in two Rosa species , 1987 .

[43]  S. Woodell,et al.  Flowering phenology, flower colour and mode of reproduction of Prunus spinosa L. (Blackthorn); Crataegus monogyna Jacq. (Hawthorn); Rosa canina L. (Dog Rose); and Rubus fruticosus L. (Bramble) in Oxfordshire, England , 1987 .