Chemogeography and antimicrobial activity of essential oils from Geijera parviflora and Geijera salicifolia (Rutaceae): Two traditional Australian medicinal plants

Phytochemistry

Volumn 104, Issue , 2014, Pages 60-71

  Sadgrove, Nicholas J ^a   Gonçalves Martins, Maximilien ^a   Jones, Graham L ^a  

^a UNIVERSITY OF NEW ENGLAND   (Australia)

Author keywords

Antimicrobial activity; Chemotypes; Essential oil; Geijera; Isopsoralen; Osthole; Pyranocoumarins; Xanthyletine

Indexed keywords

GEIJERA; HEXAPODA; RUTACEAE;

ANTIINFECTIVE AGENT; ANTIOXIDANT; ESSENTIAL OIL; INSECT REPELLENT; VEGETABLE OIL;

BACTERIUM; CHEMISTRY; DRUG EFFECTS; FUNGUS; GEOGRAPHY; ISOLATION AND PURIFICATION; MEDICINAL PLANT; MICROBIAL SENSITIVITY TEST; PLANT LEAF; RUTACEAE;

ANTI-INFECTIVE AGENTS; ANTIOXIDANTS; BACTERIA; FUNGI; GEOGRAPHY; INSECT REPELLENTS; MICROBIAL SENSITIVITY TESTS; OILS, VOLATILE; PLANT LEAVES; PLANT OILS; PLANTS, MEDICINAL; RUTACEAE;

EID: 84901825109     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2014.05.004     Document Type: Article

References (44)

1. R.P. Adams Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry 4th ed. 2007 Allured Publishing Corporation (ISBN 978-1-932633-21-4)
2. J.G. Ali, H.T. Alborn, R. Campos-Herrera, F. Kaplan, L.W. Duncan, and C. Rodriguez-Saona et al. Subterranean, herbivore-induced plant volatile increases biological control activity of multiple beneficial nematode species in distinct habitats PLoS ONE 7 6 2012 e38146
3. D.S. Bae, C.Y. Kim, and J.K. Lee Anti-inflammatory effects of dehydrogeijerin in LPS-stimulated murine macrophages Int. Immunopharmacol. 14 2012 734 739
4. M.A. Birkett, C.A.M. Campbell, K. Chamberlain, E. Guerrieri, A.J. Hick, and J.L. Martin et al. New roles for cis-jasmone as an insect semiochemical and in plant defense Proc. Nat. Acad. Sci. 97 16 2000 9329 9334 (Pubitemid 30626718)
5. W. Brand-Williams, M.E. Cuvelier, and C. Berset Use of a free radical method to evaluate antioxidant activity Lebensmittel Wissenschaft und-Technologie 28 1995 25 30
6. J.J. Brophy, R.J. Goldsack, and P.I. Forster The leaf oils of Coatesia and Geijera (Rutaceae) from Australia J. Essent. Oil Res. 17 2005 169 174 (Pubitemid 41633799)
7. A. Carotti, A. Carrieri, S. Chimichi, M. Boccalini, B. Cosimelli, and C. Gnerre et al. Natural and synthetic geiparvarins are strong and selective MOA-B inhibitors. Synthesis and SAR studies Bioorg. Med. Chem. Lett. 12 24 2002 3551 3555 (Pubitemid 35346487)
8. C.d.M. Cazal, d.C.V. Domingues, J. Batalhao, Raquel, O.C. Bueno, E.R. Filho, and M.F.G. Fernandes da Silva Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography J. Chromatogr. A 1216 2009 4307 4312
9. CLSI, 2009. Methods for Dilution Antimicrobial Susceptibility Testing for Bacteria that Grow Aerobically; Approved Standard (eigth ed.) M07-A8 29(2), 1-66.
10. A.B. Cribb, and J.W. Cribb Wild Medicine in Australia 1981 William Collins Pty Ltd Sydney
11. Cunningham, G. M., Mulham, W. E., Milthorpe, P. L., Leigh, J. H., 1981. Plants of Western New South Wales: Published in association with the Soil Conservation Service of N.S.W. by the N.S.W. Goverment Printing Office.
12. F. Dall'Acqua, F. Bordin, D. Vedaldi, M. Recher, and G. Rodighiero Photochemical interaction between xanthyletine and DNA Phytochem. Photobiol. 29 1979 283 288
13. P.H. Dien, N.T. Nhan, H.T. Le Thuy, and D.N. Quang Main constituents from the seeds of Vietnamese Cnidium monnieri and cytotoxic activity Nat. Prod. Res. 26 22 2012 2107 2111
14. D.L. Dreyer, and A. Lee Extractives of Geijera parviflora Phytochemistry 11 1972 763 767
15. E. Elisabetsky, G.P. Coelho de Souza, M.A.C. Santos, I.R. Siqueira, and T.A. Amador Sedative properties of linalool Fitoterapia 66 1995 407 414
16. v 1.2 current Eur. J. Pharmacol. 680 2012 22 27
17. J. Gough, V. Powell, and M.D. Sutherland Constitution and biogenesis of two new sesquiterpenes Tetrahedron Lett. 21 1961 763 767
18. G.J. Harden Flora of New South Wales 2000 University of New South Wales Press Sydney
19. T.G. Hartley Morphology and biogeography in Australasian - Malesian Rutaceae Malay. Nat. J. 55 2001 197 219
20. Y. He, S. Qu, J. Wang, X. He, W. Lin, and H. Zhen et al. Neuroprotective effects of osthole pretreatment against traumatic brain injury in rats Brain Res. 1433 2012 127 136
21. E. Heuberger, S. Redhammer, and G. Buchbauer Transdermal absorption of (-)-linalool induces autonomic deactivation but has no impact on ratings of well-being in humans Neuropsychopharmacology 29 2004 1925 1932 (Pubitemid 39336804)
22. IUPAC., 1997. Compendium of chemical terminology, 2nd ed. (the "Gold Book"): Blackwell Scientific Publications, Oxford. XML on-line corrected version: http://goldbook.iupac.org (2006) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi: http://dx.doi.org/10.1351/goldbook.
23. R.V.H. Jones, and M.D. Sutherland Terpenoid Chemistry; XV. 1,5-dimethylcyclodeca-1,5,7-triene, the precursor of geijerene in Geijera parviflora (Lindley) Aust. J. Chem. 21 1968 2255 2264
24. A.J. Khan, G. Kunesch, S. Chuilon, and A. Ravise Structure and biological activity of Xanthyletin a new phytoalexin of Citrus Fruits 40 12 1985 807 811
25. S.R. Kiran, and P.S. Devi Evaluation of mosquitocidal activity of essential oil and sesquiterpenes from leaves of Chloroxylon swietenia DC Parasitol. Res. 101 2007 413 418
26. S.R. Kiran, A.S. Reddy, P.S. Devi, and K.J. Reddy Insecticidal, antifeedant and oviposition deterrent effects of the essential oil and individual compounds from leaves of Chloroxylon swietenia DC Pest Manag. Sci. 62 2006 1116 1121
27. F.N. Lahey, and J.K. MacLeod The coumarins of Geijera parviflora Lindl Aust. J. Chem. 20 1967 1943 1955
28. E.V. Lassak, and T. McCarthy Australian Medicinal Plants 2011 Methuen Australia Pty Ltd North Ryde
29. J.J. Luszczki, T. Marczewski, L.P. Mazurkiewicz, S. Karwan, M. Teresinska, and M. Florek-Luszczki et al. Influence of osthole on the anticonvulsant activity of phenytoin and valproate in the maximal electroshock-induced seizures in mice Annales Universitatis Mariae Curie-Sklodowska Lublin - Polonia 24 3 2011 33 44
30. Maiden, J. H., 1889. The Useful Native Plants of Australia: Published by Compendium in 1975, Alexander Bros Vic, Australia.
31. C.M. Mann, and J.L. Markham A new method for determining the minimum inhibitory concentration of essential oils J. Appl. Microbiol. 84 4 1998 538 544 (Pubitemid 28232276)
32. J. McFarland Nephelometer: an instrument for estimating the number of bacteria in suspensions used for calculating the opsonic index and for vaccines J. Am. Med. Assoc. 14 1907 1176 1178
33. NIST, 2011. NIST Chemistry WebBook - NIST Standard Reference Database Number 69 Retrieved August, 2012, from http://webbook.nist.gov/chemistry/.
34. M.S. Owolabi, A. Ogundajo, K.O. Yusuf, L. Lajide, H.E. Villanueva, and J.A. Tuten et al. Chemical composition and bioactivity of the essential oil of Chromolaena odorata from Nigeria Records Nat. Prod. 4 1 2010 72 78
35. A.R. Penfold The essential oils of three species of Geijera and the occurrence of a new hydrocarbon - Part 1 J. Proc. R. Soc. New South Wales 64 1930 264 297
36. N. Sadgrove, and G.L. Jones Characterisation and bioactivity of essential oils from Geijera parviflora (Rutaceae): a native bush medicine from Australia Nat. Prod. Commun. 8 6 2013 747 751
37. Q. Shou, L.K. Banbury, D.E. Renshaw, J.E. Smith, X. He, and A. Dowell et al. Parvifloranines A and B, two 11-carbon alkaloids from Geijera parviflora J. Nat. Prod. 76 2013 1384 1387
38. A receptor modulating coumarins and furanocoumarins Eur. J. Pharmacol. 668 2011 57 64
39. M.B. Szabo, C. Iditoiu, D. Chambre, and A.X. Lupea Improved DPPH determination for antioxidant activity spectrophotometric assay Chem. Pap. 61 3 2007 214 216
40. D.-Z. Tang, W. Hou, Q. Zhou, M. Zhang, J. Holz, and T.-J. Zheu et al. Osthole stimulates osteoblast differentiation and bone formation by activation of β-catenin-BMP signaling J. Bon. Min. Res. 25 6 2010 1234 1245
41. L. Wang, Y. Peng, K. Shi, H. Wang, J. Lu, and Y. Li et al. Osthole inhibits proliferation of human breast cancer cells by inducing cell cycle arrest and apoptosis J. Biomed. Res. 27 2013 1 8
42. Y. Wang, C. Hong, C. Zhou, D. Xu, and H.-b. Qu Screening antitumor compounds psoralen and isopsoralen from Psoralea corylifolia L. seeds Evid.-Based Complement. Altern. Med. 2011 doi: http://dx.doi.org/10.1093/ecam/ nen087
43. S.-N. Wu, Y.-K. Lo, C.-C. Chen, H.-F. Li, and H.-T. Chiang Inhibitory effect of the plant-extract osthole on L-type calcium current in NG108-15 neuronal cells Biochem. Pharmacol. 63 2002 199 206 (Pubitemid 34158820)
44. Y. Zhang, Z. Lv, H. Zhong, D. Geng, M. Zhang, and T. Zhang et al. Convenient synthesis of novel geiparvarin analogs with potential anti-cancer activity via click chemistry Eur. J. Med. Chem. 53 2012 356 363