A New Guaiane type Sesquiterpene from Torilis japonica

  • Ryu, Jae-Ha (College of Pharmacy, Sookmyung Women′s University) ;
  • Jeong, Yeon-Su (College of Pharmacy, Sookmyung Women′s University)
  • Published : 2001.12.01

Abstract

A new guaiane type sesquiterpene was isolated from the fruit of Torilis japonica (Umbelliferae). Based on NMR, IR and mass spectroscopy its structure was confirmed as deangeloyloxy torilin, $1{\beta},{\;}7{\alpha},{\;}10{\alpha}$H-11-acetoxy-guaia-4-en-3-one (1). This is the first report showing that this compound can be isolated from Torilis japonica.

Keywords

References

  1. Tetrahedron v.25 Structure of torilin Chikamatsu,H.;Maeda,M.;Nakazaki,M.
  2. Yakugaku Zasshi v.110 Miscellaneous contributions to the essential oils of plants from various territories. LI. On the components of essential oils of Torilis japonica(Houtt) DC. Fujita,S.
  3. Shouyakugaku Zasshi v.37 Studies on the constituents of crude drugs having inhibitory activity against contraction of the ileum caused by histamine or barium chloride(1). Screening test for the activity of commercially available crude drugs and the related plant materials Itokawa,H.;Mihashi,S.;Watanabe,K.;Matsumoto,H.;Hamanaka,T.
  4. Chem. Pharm. Bull. v.34 Structures of torilolide and oxytorilolide; two novel germacranolides from Torilis japonica (Houtt.) DC Itokawa,H.;Matsumoto,H.;Mizuno,K.;Watanabe,K.;Morita,H.;Iitaka,Y.
  5. Phytochemistry v.26 Sesquiterpene derivatives from Othonna and related species Jakupovic,J.;Pathak,V.P.;Grenz,M.;Banerjee,S.;Wolfrum,C.;Baruah,R.N.;Bohlmann,F.
  6. Arch.Pharm. Res. v.17 The NMR assignments of torilin from Torilis japonica Kang,S.S.;Lee,E.B.;Kim,T.H.;Kim.K.R.;Jung,J.H.
  7. Planta Medica v.64 Torilin, a sesquiterpene from Torilis japonica, reverse multidrug-resistance in cancer cells Kim,S.E.;Kim,Y.H.;Kim,Y.C.;Lee,J.J.
  8. Int. J. Cancer v.87 Anti-angiogenic activity of torilin, a sesquiterpene compound isolated from Torilis japonica Kim,M.S.;Lee,Y.M.;Moon,E.J.;Kim,S.E.;Lee,J.J.;Kim,K.W.
  9. Chem. Pharm. Bull. v.46 New hemiterpenoid pentol and monoterpenoid glycoside of Torilis japonica fruit, and consideration of the origin of apiose Kitajima,J.;Suzuki,N.;Ishikawa,T.;Tanaka,Y.
  10. Saengyak Hakhoechi v.30 Isolation of torilin from Torilis japonica fruit and its analgesic and anti-inflammatory activities Lee,E.B.;Cho,S.I.;Kang,S.S.;Kim,K.R.;Kim,T.H.
  11. Phytochemistry v.26 Guaiane sesquiterpene from Decachaeta scabrella Miski,M.;De Luengo,D.H.;Mabry,T.
  12. J. Nat. Prod. v.51 Isocedrene and guaiane derivatives from pleocarphus revolutus Zdero,C.;Bohlmann,F.;Niemeyer,H.M.
  13. Phytochemistry v.28 Ent-clerodanes and other constituents from Bolivian Baccharis species Zdero,C.;Bohlmann,F.;Solomon,J.C.;King,R.M.;Robinsonm,H.
  14. Oncol. Rep. v.8 Anti-invasive activity of torilin, a sequiterpene compound isolated from Torilis japonica Kim,M.S.;Baek,J.H.;Park,M.T.;Sohn,T.K.;Kim,S.E.;Lee,J.J.;Kim,K.W.