Planta Med 2016; 82(01/02): 163-170
DOI: 10.1055/s-0035-1558095
Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Lavandula angustifolia and Lavandula latifolia Essential Oils from Spain: Aromatic Profile and Bioactivities

Alejandro Carrasco
1   GENZ-Group of Research on Enzymology, Department of Biochemistry and Molecular Biology-A, Regional Campus of International Excellence “Campus Mare Nostrum”, University of Murcia, Murcia, Spain
,
Ramiro Martinez-Gutierrez
2   Novozymes Spain S. A., Madrid, Spain
,
Virginia Tomas
3   Department of Analytical Chemistry, University of Murcia, Spain
,
Jose Tudela
1   GENZ-Group of Research on Enzymology, Department of Biochemistry and Molecular Biology-A, Regional Campus of International Excellence “Campus Mare Nostrum”, University of Murcia, Murcia, Spain
› Institutsangaben
Weitere Informationen

Publikationsverlauf

received 24. März 2015
revised 03. August 2015

accepted 10. August 2015

Publikationsdatum:
05. Oktober 2015 (online)

Abstract

Compositions of true lavender (Lavandula angustifolia) and spike lavender (Lavandula latifolia) essential oils, cultivated and extracted in the Southeast of Spain, were determined by gas chromatography coupled with mass spectrometry detection, obtaining both relative (peak area) and absolute (using standard curves) concentrations. Linalool (37–54 %), linalyl acetate (21–36 %) and (E)-β-caryophyllene (1–3 %) were the most abundant components for L. angustifolia. Linalool (35–51 %), eucalyptol (26–32 %), camphor (10–18 %), α-pinene (1–2 %), α-terpineol (1–2 %) and α-bisabolene (1–2 %) were the most abundant components for L. latifolia. The characterization was completed with enantioselective gas chromatography, in which the determined main molecules were (−)-linalool, (−)-linalyl acetate and (+)-camphor. (S)-(−)-camphene, (R)-(+)-limonene, (1R, 9S)-(−)-(E)-β-caryophyllene and (1R, 4R, 6R, 10S)-(−)-caryophyllene oxide were found in this study as the predominant enantiomers in Spanish L. angustifolia. The characterised essential oils were tested for their antioxidant activity against free radicals ABTS, DPPH, ORAC, chelating, and reducing power. Inhibitory activity on lipoxygenase was observed indicating a possible anti-inflammatory activity, mainly due to linalool, camphor, p-cymene and limonene. These results can be the starting point for a future study of the potential use of L. angustifolia and L. latifolia essential oils as natural cosmetic and natural pharmaceutical ingredients for several skin diseases.

Supporting Information

 
  • References

  • 1 da Porto C, Decorti D. Analysis of the volatile compounds of flowers and essential oils from Lavandula angustifolia cultivated in Northeastern Italy by headspace solid-phase microextraction coupled to gas chromatography mass spectrometry. Planta Med 2008; 74: 182-187
  • 2 Verma RS, Rahman LU, Chanotiya CS, Verma RK, Chauhan A, Yadav A, Singh A, Yadav AK. Essential oil composition of Lavandula angustifolia Mill. cultivated in the mid hills of Uttarakhand, India. J Serb Chem Soc 2010; 75: 343-348
  • 3 Lubbe A, Verpoorte R. Cultivation of medicinal and aromatic plants for specialty industrial materials. Ind Crops Prod 2011; 34: 785-801
  • 4 Herraiz-Peñalver D, Cases MÁ, Varela F, Navarrete P, Sánchez-Vioque R, Usano-Alemany J. Chemical characterization of Lavandula latifolia Medik. essential oil from Spanish wild populations. Biochem Syst Ecol 2013; 46: 59-68
  • 5 Azimova SS, Glushenkova A, Vinogradova VI. Lipids, lipophilic components and essential oils from plant sources. Berlin: Springer; 2011
  • 6 Smelcerovic A, Djordjevic A, Lazarevic J, Stojanovic G. Recent advances in analysis of essential oils. Curr Anal Chem 2013; 9: 61-70
  • 7 Seidler-Lozykowska K, Mordalski R, Kucharski W, Kedzia B, Bocianowski J. Yielding and quality of lavender flowers (Lavandula angustifolia Mill.) from organic cultivation. Acta Sci Pol Hortorum Cultus 2014; 13: 173-183
  • 8 Cong YY, Abulizi P, Zhi L, Wang XW. Mirensha. Chemical composition of the essential oil of Lavandula angustifolia from Xinjiang, China. Chem Nat Compd 2008; 44: 810
  • 9 Danh LT, Han LN, Triet NDA, Zhao J, Mammucari R, Foster N. Comparison of chemical composition, antioxidant and antimicrobial activity of lavender (Lavandula angustifolia L.) essential oils extracted by supercritical CO2, hexane and hydrodistillation. Food Bioprocess Technol 2013; 6: 3481-3489
  • 10 Guillen MD, Cabo N, Burillo J. Characterisation of the essential oils of some cultivated aromatic plants of industrial interest. J Sci Food Agric 1996; 70: 359-363
  • 11 Munoz-Bertomeu J, Arrillaga I, Segura J. Essential oil variation within and among natural populations of Lavandula latifolia and its relation to their ecological areas. Biochem Syst Ecol 2007; 35: 479-488
  • 12 Salido S, Altarejos J, Nogueras M, Sanchez A, Luque P. Chemical composition and seasonal variations of spike lavender oil from Southern Spain. J Essent Oil Res 2004; 16: 206-210
  • 13 Santana O, Cabrera R, Gimenez C, Gonzalez-Coloma A, Sanchez-Vioque R, de los Mozos-Pascual M, Rodriguez-Conde MF, Laserna-Ruiz I, Usano-Alemany J, Herraiz D. Chemical and biological profiles of the essential oils from aromatic plants of agro industrial interest in Castilla-La Mancha (Spain). Grasas Aceites 2012; 63: 214-222
  • 14 Smigielski KB, Prusinowska R, Krosowiak K, Sikora M. Comparison of qualitative and quantitative chemical composition of hydrolate and essential oils of lavender (Lavandula angustifolia). J Essent Oil Res 2013; 25: 291-299
  • 15 Zheljazkov VD, Cantre CL, Astatkie T, Jeliazkova E. Distillation time effect on lavender essential oil yield and composition. J Oleo Sci 2013; 62: 195-199
  • 16 del Castillo MLR, Blanch GP, Herraiz M. Natural variability of the enantiomeric composition of bioactive chiral terpenes in Mentha piperita . J Chromatogr A 2004; 1054: 87-93
  • 17 Bauermann U, Greule M, Mosandl A. Authenticity assessment of essential oils – the key for product safety and traceability in the field of feed supplements. J Med Spice Plants 2008; 13: 134-137
  • 18 Dawidowicz AL, Olszowy M. Does antioxidant properties of the main component of essential oil reflect its antioxidant properties? The comparison of antioxidant properties of essential oils and their main components. Nat Prod Res 2014; 28: 1952-1963
  • 19 Rubio L, Motilva MJ, Romero MP. Recent advances in biologically active compounds in herbs and spices: A review of the most effective antioxidant and anti-inflammatory active principles. Crit Rev Food Sci Nutr 2013; 53: 943-953
  • 20 Anwar Y, Sabir JSM, Qureshi MI, Saini KS. 5-Lipoxygenase: A promising drug target against inflammatory diseases – biochemical and pharmacological regulation. Curr Drug Targets 2014; 15: 410-422
  • 21 Kim BJ, Shin KC, Oh DK. Enzymatic production of 15-hydroxyeicosatetraenoic acid from arachidonic acid by using soybean lipoxygenase. J Microbiol Biotechnol 2014; 24: 359-362
  • 22 Mandal S, Dahuja A, Santha IM. Lipoxygenase activity in soybean is modulated by enzyme-substrate ratio. J Plant Biochem Biotechnol 2014; 23: 217-220
  • 23 Mohamed R, Tarannum S, Yariswamy M, Vivek HK, Siddesha JM, Angaswamy N, Vishwanath BS. Ascorbic acid 6-palmitate: a potent inhibitor of human and soybean lipoxygenase-dependent lipid peroxidation. J Pharm Pharmacol 2014; 66: 769-778
  • 24 Renaud ENC, Charles DJ, Simon JE. Essential oil quantity and composition from 10 cultivars of organically grown lavender and lavandin. J Essent Oil Res 2001; 13: 269-273
  • 25 Bicchi C, Liberto E, Cagliero C, Cordero C, Sgorbini B, Rubiolo P. Conventional and narrow bore short capillary columns with cyclodextrin derivatives as chiral selectors to speed-up enantioselective gas chromatography and enantioselective gas chromatography-mass spectrometry analyses. J Chromatogr A 2008; 1212: 114-123
  • 26 Bicchi C, Blumberg L, Cagliero C, Cordero C, Rubiolo P, Liberto E. Development of fast enantioselective gas-chromatographic analysis using gas-chromatographic method-translation software in routine essential oil analysis (lavender essential oil). J Chromatogr A 2010; 1217: 1530-1536
  • 27 Bentayeb K, Vera P, Rubio C, Nerin C. The additive properties of oxygen radical absorbance capacity (ORAC) assay: The case of essential oils. Food Chem 2014; 148: 204-208
  • 28 Stobiecka A, Bonikowski R, Kula J. Free radical scavenging properties of thienyl and furyl linalool analogues: an experimental and DFT/B3LYP study. Flavour Fragrance J 2014; 29: 325-333
  • 29 Yang SA, Jeon SK, Lee EJ, Shim CH, Lee IS. Comparative study of the chemical composition and antioxidant activity of six essential oils and their components. Nat Prod Res 2010; 24: 140-151
  • 30 Liu K, Chen Q, Liu Y, Zhou X, Wang X. Isolation and biological activities of decanal, linalool, valencene, and octanal from sweet orange oil. J Food Sci 2012; 77: C1156-C1161
  • 31 Kurihara H, Kagawa Y, Konno R, Kim SM, Takahashi K. Lipoxygenase inhibitors derived from marine macroalgae. Bioorg Med Chem Lett 2014; 24: 1383-1385
  • 32 Nikolic M, Jovanovic KK, Markovic T, Markovic D, Gligorijevic N, Radulovic S, Sokovic M. Chemical composition, antimicrobial, and cytotoxic properties of five Lamiaceae essential oils. Ind Crops Prod 2014; 61: 225-232
  • 33 Ziaee M, Khorrami A, Ebrahimi M, Nourafcan H, Amiraslanzadeh M, Rameshrad M, Garjani M, Garjani A. Cardioprotective effects of essential oil of Lavandula angustifolia on isoproterenol-induced acute myocardial infarction in rat. Iran J Pharm Res 2015; 14: 279-289
  • 34 Rivas-Martínez S. Nociones sobre fitosociología, biogeografía y bioclimatología en la vegetación de España. Madrid: M. Peinado y Rivas-Martinez; 1987
  • 35 McNaught AD, Wilkinson A. IUPAC Compendium of chemical terminology (the “Gold book”). 2nd. edition. Oxford: Blackwell Scientific Publications; 1997
  • 36 Ou BX, Hampsch-Woodill M, Prior RL. Development and validation of an improved oxygen radical absorbance capacity assay using fluorescein as the fluorescent probe. J Agric Food Chem 2001; 49: 4619-4626
  • 37 Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic Biol Med 1999; 26: 1231-1237
  • 38 Brandwilliams W, Cuvelier ME, Berset C. Use of a free-radical method to evaluate antioxidant activity. LWT – Food Sci Technol 1995; 28: 25-30
  • 39 Miguel MG, Cruz C, Faleiro L, Simoes MTF, Figueiredo AC, Barroso JG, Pedro LG. Foeniculum vulgare essential oils: chemical composition, antioxidant and antimicrobial activities. Nat Prod Commun 2010; 5: 319-328
  • 40 Oyaizu M. Studies on products of browning reaction – antioxidative activities of products of browning reaction prepared from glucosamine. Jpn J Nutr 1986; 44: 307-315
  • 41 Christop J, Pistoriu E, Axelrod B. Isolation of an isozyme of soybean lipoxygenase. Biochim Biophys Acta 1970; 198: 12-19
  • 42 Whent M, Ping T, Kenworthy W, Yu L. High-throughput assay for detection of soybean lipoxygenase-1. J Agric Food Chem 2010; 58: 12602-12607
  • 43 Sokal RR, Rohlf FJ. Biometry. 4th edition. New York: W.H. Freeman & Co; 2012