A new 5,7-dihydroxychromone compound (1) was isolated from the leaf extract of Eucalyptus viminalis (Myrtaceae), along with two known compounds (2 and 3). Their structures were elucidated on the basis of mass and NMR spectroscopic data analysis. Compound 1 showed moderate anti-inflammatory activity by down-regulating nitric oxide in LPS (Lipopolysaccharide) and IFN-γ (Interferon gamma) treated RAW 264.7 macrophages and N-11 microglial cells with an IC50 value for nitric oxide downregulation of 44.0 ± 9.0 μg/mL and 43.4 ± 7.3 μg/mL respectively. Compound 1 was non-toxic to RAW macrophage and N-11 microglial cells (>36 μg/mL).
SuY-C, HsuK-P, HoC-L. (2017) Composition, in vitro antibacterial and anti-mildew fungal activities of essential oils from twig and fruit parts of Eucalyptus citriodora. Natural Product Communications, 12, 1647–1650.
2.
TadtongS., PuengseangdeeC., PrasertthanawutS., HongratanaworakitT. (2016) Antimicrobial constituents and effects of blended eucalyptus, rosemary, patchouli, pine, and cajuput essential oils. Natural Product Communications, 11, 267–270.
3.
BuenoP.C.P., JuniorM.G., BastosJ.K. (2014) A GC-FID validated method for the quality control of Eucalyptus globulus raw material and its pharmaceutical products, and GC-MS fingerprinting of 12 Eucalyptus Species. Natural Product Communications, 9, 1787–1790.
4.
BouzabataA., BighelliA., AbedL., CasanovaJ., TomiF. (2014) Composition and chemical variability of Eucalyptus bosistoana essential oil from Algerian Sahara. Natural Product Communications, 9, 701–702.
5.
BarraA., CoroneoV., DessiS., CabrasP., AngioniA. (2010) Chemical variability, antifungal and antioxidant activity of Eucalyptus camaldulensis essential oil from Sardinia. Natural Product Communications, 5, 329–335.
6.
TeixeiraG.F.D., JuniorRCPL, SilveiraE.R., FreitasM.O., CamposA.R. (2008) Sedative effects of Eucalyptus urophylla and E. brassiana in mice. Natural Product Communications, 3, 1539–1542.
7.
GrayA.M., FlattP.R. (1998) Antihyperglycemic actions of Eucalyptus globulus (Eucalyptus) are associated with pancreatic and extra-pancreatic effects in mice. The Journal of Nutrition, 128, 2319–2323.
8.
TakahashiT., KokuboR., SakainoM. (2004) Antimicrobial activities of eucalyptus leaf extracts and flavonoids from Eucalyptus maculata.Letters in Applied Microbiology, 39, 60–64.
9.
MulyaningsihS., SporerF., ZimmermannS., ReichlingJ., WinkM. (2010) Synergistic properties of the terpenoids aromadendrene and 1,8-cineole from the essential oil of Eucalyptus globulus against antibiotic-susceptible and antibiotic-resistant pathogens. Phytomedicine, 17, 1061–1066.
10.
SefidkonF., AssarehM.H., AbraveshZ., BarazandehM.M. (2007) Chemical composition of the essential oils of four cultivated Eucalyptus species in Iran as medicinal plants (E. microtheca, E. spathulata, E. largiflorens and E. torquata). Iranian Journal of Pharmaceutical Research, 6, 135–140.
11.
MossiA.J., AstolfiV., KubiakG., LerinL., ZanellaC., ToniazzoG., OliveiraD., TreichelH., DevillaI.A., CansianR., RestelloR. (2011) Insecticidal and repellency activity of essential oil of Eucalyptus sp. against Sitophilus zeamais Motschulsky (Coleoptera, Curculionidae). Journal of the Science of Food and Agriculture, 91, 273–277.
12.
AkhtarM.A., RajuR., BeattieK.D., BodkinF., MuenchG. (2016) Medicinal plants of the Australian Aboriginal Dharawal people exhibiting anti-inflammatory activity. Evidence-Based Complementary and Alternative Medicine, 2016, 1–8.
13.
MaghsoodlouM.T., KazemipoorN., ValizadehJ., SeifiM.F.N. (2015) Essential oil composition of Eucalyptus microtheca and Eucalyptus viminalis.Avicenna Journal of Phytomedicine, 5, 540–552.
14.
AlzogarayR.A., LuciaA., ZerbaE.N., MasuhH.M. (2011) Insecticidal activity of essential oils from eleven Eucalyptus spp. and two hybrids: lethal and sublethal effects of their major components on Blattella germanica.Journal of Economic Entomology, 104, 595–600.
15.
TolozaA.C., ZygadloJ., CuetoG.M., BiurrunF., ZerbaE., PicolloM.I. (2006) Fumigant and repellent properties of essential oils and component compounds against permethrin-resistant Pediculus humanus capitis (Anoplura: Pediculidae) from Argentina. Journal of Medical Entomology, 43, 889–895.
16.
SpiridonovN.A., ArkhipovV.V., FoigelA.G., ShipulinaL.D., FomkinaM.G. (2003) Protonophoric and uncoupling activity of royleanones from Salvia officinalis and euvimals from Eucalyptus viminalis.Phytotherapy Research, 17, 1228–1230.
17.
TianL-W, ZhangY-J, WangY-F, LaiC-C, YangC-R. (2009) Eucalmaidins A-E, (+)-oleuropeic acid derivatives from the fresh leaves of Eucalyptus maideni. Journal of Natural Products, 72, 1608–1611.
18.
TianL-W, XuM., LiY., LiX-Y, WangD., ZhuH-T, YangC-R, ZhangY-J. (2012) Phenolic compounds from the branches of Eucalyptus maideni.Chemistry and Biodiversity, 9, 123–130.
19.
RajuR., GunawardenaD., AhktarM., LowM., ReddellP., MünchG. (2016) Anti-inflammatory chemical profiling of the Australian Rainforest tree Alphitonia petriei (Rhamnaceae). Molecules, 21, 1521.
20.
GunawardenaD., KarunaweeraN., LeeS., KooyF.D., HarmanD.G., RajuR., BennettL., GyengesiE., SucherN.J., MunchG. (2015) Anti-inflammatory activity of cinnamon (C. zeylanicum and C. cassia) extracts - identification of E-cinnamaldehyde and o-methoxy cinnamaldehyde as the most potent bioactive compounds. Food and Function, 6, 910–919.
21.
SakaiS., ToidaT., KawaharaN., GodaY. (2006) Purification and characterization of major components in “Eucalyptus leaf extract” as a natural food additive. Japanese Journal of Food Chemistry, 12, 135–139.
22.
ShashaB., LeibowitzJ. (1959) Oleuropeic acid: a new compound from Olea europæa. Nature, 184, 2019–2020.
