New Guaiane Sesquiterpenes from the Fruits of Torilis japonica.

نویسندگان

  • In-Kyoung Lee
  • Jeong-Hyung Lee
  • Eui Il Hwang
  • Bong-Sik Yun
چکیده

Three new guaiane type sesquiterpenes were isolated from the methanolic extract of the fruits of Torilis japonica together with a known compound, torilin (1). Their structures were established as 11-acetoxy-8-isobutyryl-4-guaien-3-one (2), 11-acetoxy-8-methacrylyl-4-guaien-3-one (3), and 11-acetoxy-8-propionyl-4-guaien-3-one (4) by spectroscopic methods. These compounds inhibited lipopolysaccharide (LPS)-induced nitric oxide production in murine macrophages RAW 264.7 cells.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Two new guaiane-type sesquiterpene glycosides from the fruits of Daucus carota L.

Two new guaiane-type sesquiterpene glycosides, 11-O-acetyl-torilolone 8-O-beta-D-glucopyranoside (1) and 1beta-hydroxytorilolone 11-O-beta-D-glucopyranoside (2), were isolated from the fruits of Daucus carota L. Their chemical structures were elucidated on the basis of MS, NMR spectroscopic analyses coupled with chemical degradation.

متن کامل

North-East, North-Central, Mid-Atlantic United States and Southern Canada: Japanese Hedgeparsley (Torilis japonica)— A New Invasive Species in the United States?

Japanese hedgeparsley is an annual (or sometimes biennial) forb introduced from Eurasia and found throughout much of the eastern United States and parts of extreme southern Canada. In North America, Japanese hedgeparsley is commonly found in ruderal habitats, such as roadsides, railroad rights-of-way, forest edges, and urban waste spaces. This species has not yet been listed as a noxious invasi...

متن کامل

New approach to bicyclo[5.3.0]decanes: stereoselective guaiane synthesis.

[reaction: see text] A conceptually new and highly versatile approach to bicyclo[5.3.0]decanes, based on dichloroketene cycloaddition-diazoalkane ring expansion, is disclosed, and its relevance to natural product synthesis is demonstrated through the preparation of three guaiane sesquiterpenes. A concise total synthesis of a guaian-8,12-olide, 6-deoxygeigerin, highlights the effectiveness of th...

متن کامل

A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol

(-)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (-)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions.

متن کامل

Torilin Inhibits Inflammation by Limiting TAK1-Mediated MAP Kinase and NF-κB Activation

Torilin, a sesquiterpene isolated from the fruits of Torilis japonica, has shown antimicrobial, anticancer, and anti-inflammatory properties. However, data on the mechanism of torilin action against inflammation is limited. This study aimed at determining the anti-inflammatory property of torilin in LPS-induced inflammation using in vitro model of inflammation. We examined torilin's effect on e...

متن کامل

ذخیره در منابع من

ذخیره در منابع من قبلا به منابع من ذحیره شده

{@ msg_add @}


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical & pharmaceutical bulletin

دوره 56 10  شماره 

صفحات  -

تاریخ انتشار 2008