Five new acylphloroglucinol glycosides, robustasides A-E (1–5), together with a known one (6), were isolated from the leaves of Eucalyptus robusta. The structures were elucidated on the basis of extensive spectroscopic and spectrometric analysis and chemical evidence. The absolute configuration of 1 was further determined by quantum chemical CD calculation.
XuR.S., SnyderJ.K., NakanishiK. (1984) Robustadials A and B from Eucalyptus robusta. Journal of the American Chemical Society, 106, 734–736.
2.
SartorelliP., MarguioretoA.D., Amaral-BaroliA., LimaM.E., MorenoP.R. (2007) Chemical composition and antimicrobial activity of the essential oils from two species of Eucalyptus. Photosynthesis Research, 21, 231–233.
3.
KhareM., SrivastavaS.K., SinghA.K. (2002) A new triterpenic acid from Eucalyptus robusta. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 41, 440–445.
4.
ChengQ., SnyderJ.K. (1988) Revised structures of robustadials A and B from Eucalyptus robusta. Journal of Organic Chemistry, 53, 4562–4567.
5.
ChengQ., SnyderJ.K. (1991) Two new phloroglucinol derivatives with phosphodiesterase inhibitory activity from the leaves of Eucalyptus robusta. Zeitschrift fuer Naturforschung, B: Journal of Chemical Sciences, 46, 1275–1277.
6.
PengL.Y., HeJ., XuG., WuX.D., DongL.B., GaoX., ChengX., SuJ., LiY., ZhaoQ.S. (2011) Euglobal-IIIa, a novel acylphloroglucinol-sesquiterpene derivative from Eucalyptus robusta: absolute structure and cytotoxicity. Natural Structural Biology, 1, 101–103.
7.
JianY.Q., WangY., HuangX.J., LiG.Q., ZhaoB.X., GuoQ.Y., YeW.C. (2012) Two new euglobals from the leaves of Eucalyptus robusta. Journal of Asian Natural Products Research, 14, 831–837.
8.
BharateS.B., BhutaniK.K., KhanS.I., TekwaniB.L., JacobM.R., KhanI.A., SinghI.P. (2006) Biomimetic synthesis, antimicrobial, antileishmanial and antimalarial activities of euglobals and their analogues. Journal of Bioorganic & Medicinal Chemistry, 14, 1750–1760.
9.
TanakaT., NakashimaT., UedaT., TomiiK., KounoI. (2007) Facile discrimination of aldose enantiomers by reversed-phase HPLC. Chemical and Pharmaceutical Bulletin, 55, 899–901.
10.
ItoH., KoreishiM., TokudaH., NishinoH., YoshidaT. (2000) Cypellocarpins A-C, phenol glycosides esterified with oleuropeic acid, from Eucalyptus cypellocarpa. Journal of Natural Products, 63, 1253–1257.
