Volatile Components from Aerial Parts of Centaurea diffusa and C. micrantha ssp. melanosticta and Their Biocidal Activity on Microorganisms Affecting Historical Art Crafts
Free accessResearch articleFirst published online September, 2018
Volatile Components from Aerial Parts of Centaurea diffusa and C. micrantha ssp. melanosticta and Their Biocidal Activity on Microorganisms Affecting Historical Art Crafts
The chemical composition of the essential oils from aerial parts of two taxa of Centaurea belonging to subgenus Acrolophus, Centaurea diffusa Lam. and C. micrantha Hoff. ssp. melanosticta (Lange) Dostàl, respectively collected in Croatia and Spain, were evaluated by GC and GC-MS. The main components of C. diffusa were hexadecanoic acid (31.1%), (Z,Z)-9,12-octadecadienoic acid (10.7%) and damascenone isomers (6.4%), whereas hexahydrofarnesyl acetone (27.8%), hexadecanoic acid (8.3%) and caryophyllene oxide (6.4%) were the most abundant components of C. micrantha ssp. melanosticta. The oils showed good antibacterial and antifungal activities against some microorganisms that infest historical art works.
(a) RakotonirainyM.S., LavèdrineB. (2005) Screening for antifungal activity of essential oils and related compounds to control the biocontamination in libraries and archives storage areas. International Biodeterioration and Biodegradation, 55, 141–147; (b) Mansour MM. (2013) Proactive investigation using bioagents and fungicide for preservation of Egyptian stone sarcophagus. Journal of Applied Science Research, 9, 1917-1930; (c) Stupar M, Grbić MLj, Džamić A, Unković N, Ristić M, Jelikić A, Vukojević J. (2014) Antifungal activity of selected essential oils and biocide benzalkonium chloride against the fungi isolated from cultural heritage objects. South African Journal of Botany, 93, 118-124; (d) Casiglia S, Bruno M, Senatore F. (2014) Volatile constituents of Dianthus rupicola Biv. from Sicily: activity against microorganisms affecting cellulosic objects. Natural Product Research, 28, 1739-1746; (e) Casiglia S, Bruno M, Scandolera E, Senatore F, Senatore F. (2015) Influence of harvesting time on composition of the essential oil of Thymus capitatus (L.) Hoffmanns. & Link. growing wild in northern Sicily and its activity on microorganisms affecting historical art crafts. Arabian Journal of Chemistry, DOI: 10.1016/j.arabjc.2015.05.017; (f) Casiglia S, Bruno M, Senatore F, Senatore F. (2016). Chemical composition of the essential oil of Bupleurum fontanesii Guss. ex Caruel (Apiaceae) growing wild in Sicily and its activity on microorganisms affecting historical art crafts. Natural Product Communications, 11, 105-108; (g) Kamel FH, Ismael HM, Mohammadamin SA. (2014) Microbial deterioration of historical textiles and approaches for their control. Online International Interdisciplinary Research Journal, 4, 10-17; (h) Szostak-Kotowa J. (2004) Biodeterioration of textiles International Biodeterioration and Biodegradation, 53, 165-170.
2.
(a) HilpoldA., VilatersanaR., SusannaA., MeseguerA.S., Boršic’I., ConstantinidisT., FilighedduR., RomaschenkoK., Suarez-SantiagoV.N., TugayO., UysalT., PfeilB.E., Garcia-JacasN. (2014) Phylogeny of the Centaurea group (Centaurea, Compositae) – Geography is a better predictor than morphology. Molecular Phylogenetics and Evolution, 77, 195–215; (b) Watson AK, Renney AJ. (1974) The biology of Canadian weeds. 6. Canadian Journal of Plant Science, 54, 687-701; (c) Bruno M, Bancheva S, Maggio A, Rosselli S. (2013) Sesquiterpenoids in subtribe Centaureinae (Cass.) Dumort (tribe Cardueae, Asteraceae): distribution, 13C-NMR spectral data and biological properties. Phytochemistry, 95, 19-93; (d) Bohlmann F, Rode KM, Zdero C. (1966). Polyacetylene compouns. CXII, New polyynes of the genus Centaurea. Chemische Berichte, 99, 3544-3551; (e) Christensen LP, Lam J. (1990) Acetylenes and related compounds in Cynareae. Phytochemistry, 29, 2753-2785; (f) Al-Easa HS, Rizk AM. (1992) Constituents of Centaurea species. Qatar University Science Journal, 12, 27-57; (g) Vivanco JM, Stermitz FR, Bais HP. (2005) Centaurea diffusa exudate containing 8-hydroxyquinoline as herbicide. PCT Int. Appl. CAN 142:406021 AN 2005:394991; (h) Altıntaş A, Tugay O, Demirci B, Başer KHC. (2009) Composition of the essential oils of Centaurea diffusa Lam. and Centaurea zeybekii Wagenitz. African Journal of Traditional, Complementary and Alternative Medicines, 6, 477.
3.
DostálJ. (1976) Centaurea L. in TutinT. G., HeywoodV. H., WaltersS. M., & WebbD. A., editors. Flora Europaea, Volume 4. Camridge University Press, Cambridge. p. 254–301.
4.
(a) Ben JemiaM., SenatoreF., BrunoM., BanchevaS. (2015) Components from the essential oil of Centaurea aeolica Guss. and C. diluta Aiton from Sicily, Italy. Records of Natural Products, 9, 580–585; (b) Riccobono L, Maggio A, Bruno M, Bancheva S, Santucci O, Senatore F. (2017) Chemical composition of the essential oil of Centaurea grinensis Reuter and Centaurea apiculata Ledeb. growing wild in Croatia and Bulgaria, respectively and PCA analysis of Subgenus Lopholama (Cass.) Dobrocz. Plant Biosystem, 151, 1035-1044.
5.
(a) KoseY.B., IscanG., DemirciB., BaserK.H.C., CelikS. (2007) Antimicrobial activity of the essential oil of Centaurea aladagensis.Fitoterapia, 78, 253–254; (b) Kose YB, Demirci B, Baser KHC, Yucel E. (2008) Composition of the essential oil of three endemic Centaurea species from Turkey. Journal of Essential Oil Research, 20, 335-338; (c) Altintas A, Kose YB, Kandemir A, Demirci B, Baser KHC. (2009) Composition of the essential oil of Centaurea saligna. Chemistry of Natural Compounds, 45, 276-277; (d) Kose YB, Altintas A, Demirci B, Celik S, Baser KHC. (2009). Composition of the essential oil of endemic Centaurea paphlagonica (Bornm) Wagenitz from Turkey. Asian Journal of Chemistry, 21, 1719-1724; (e) Senatore F, Formisano C, Ra|o A, Bellone G, Bruno M. (2008) Volatile components from flower-heads of Centaurea nicaeensis All., C. parlatoris Helder and C. solstitialis L. ssp. schouwii (DC.) Dostàl growing wild in southern Italy and their biological activity. Natural Product Research, 22, 825-832.
6.
(a) YffB.T.S., LindseyK.L., TaylorM.B., ErasmusD.G., JägerA.K. (2002) The pharmacological screening of Pentanisia prunelloides and the isolation of the antibacterial compound palmitic acid. Journal of Ethnopharmacology, 79, 101–107; (b) Pohl CH, Kock JLF, Thibane VS. (2011) Antifungal free fatty acids: A Review. Science Against Microbial Pathogens: Communicating Current Research and Technological Advances, Vol. 1 pp. 61-71, Editor: A. Mendez-Vilas Publisher: Formatex Research Center Badajoz, Spain; (c) Dilika F, Bremmer PD, Meyer JJ. (2000) Antibacterial activity of linoleic and oleic acids isolated from Helichrysum pedunculatum: a plant used during circumcision rites. Fitoterapia, 71, 450-452; (d) Xiangwei Z, Xiaodong W, Peng N, Yang Z, JiaKuan C. (2006) Chemical composition and antimicrobial activity of the essential oil of Sagittaria trifolia. Chemistry of Natural Compounds, 42, 520-521; (e) Inoue Y, Hada T, Shiraishi A, Hirose K, Hamashima H, Kobayashi S. (2005) Biphasic Effects of geranylgeraniol, teprenone, and phytol on the growth of Staphylococcus aureus. Antimicrobial Agents and Chemotherapy, 49, 1770-1774; (f) Ben Hsouna A, Ben Halima N, Abdelkafi S, Hamdi N. (2013) Essential oil from Artemisia phaeolepis: chemical composition and antimicrobial activities. Journal of Oleo Science, 62, 973-980; (g) Runyoro D, Ngassapa O, Vagionas K, Aligiannis N, Graikou K, Chinou I. (2010) Chemical composition and antimicrobial activity of the essential oils of four Ocimum species growing in Tanzania. Food Chemistry, 119, 311-316.
7.
(a) European Pharmacopoeia. (2004) 5th edition. Council of Europe, Strasbourg Cedex, France, 2.8.12, pp. 217–218; (b) DaviesN.W. (1990). Gas Chromatographic retention indexes of monoterpenes and sesquiterpenes on methyl silicone and Carbowax 20M phases. Journal of Chromatography A, 503, 1-24; (c) Jennings W, Shibamoto T. (1980) Qualitative Analysis of Flavour and Fragrance Volatiles by Glass Capillary Gas Chromatography. New York: Academic Press; (d) Adams RP. (2007) Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry. 4th Edn, Carol Stream, Illinois: Allured Publishing Co.; (e) Eight peak index of mass spectra. (1983) The Mass Spectrometry Data Centre, The Royal Society of Chemistry, Nottingham University, Nottingham (U.K.); (f) Barry A. (1976) The Antimicrobic Susceptibility Test: Principles and Practices. Lea and Febiger, Philadelphia.
