11-Hydroxy-2,4-cycloeudesmane from the Leaf Oil of Juglans regia and Evaluation of its Larvicidal Activity

Koroglu A., Baldemir A. , Ozek G., Bedir E., Tabanca N., Ali A., ...More

NATURAL PRODUCT COMMUNICATIONS, vol.11, no.10, pp.1421-1424, 2016 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 11 Issue: 10
  • Publication Date: 2016
  • Page Numbers: pp.1421-1424


Leaves of Juglans regia L. collected from two different locations [Adana (A) and Ankara (BA from Turkey were subjected to hydrodistillation in a Clevenger type apparatus to yield the essential oils (EOs). GC/MS and GC-FID analyses revealed that the A EO was rich in thymol (23.1%), while caryophyllene oxide (33.8%) was found as the main constituent of B EO. Both contained beta-eudesmol (1.4% - 9.5%), (E)-geranyl acetone (3.7% - 5.8%) and the eudesmane type constituent juglaterpene A (3.1% - 11.0%). Using a HP Innowax preparative capillary column connected to a preparative fraction collector, an unknown constituent, juglaterpene A (1, 11-hydroxy-2,4-cycloeudesmane), was isolated in a rapid one-step manner with > 94.0% purity. Structure determination was accomplished from 1D- and 2D-NMR spectroscopic data. Oil B demonstrated significant larvicidal activity against 1st instar Aedes aegypti L.