Formal total synthesis of triptolide.

نویسندگان

  • Natalie A Miller
  • Anthony C Willis
  • Michael S Sherburn
چکیده

A new approach to the medicinally-important natural product triptolide is significantly shorter than previous syntheses, highly convergent and avoids the use of protecting groups; key features include two Diels-Alder reactions and a new deoxygenative aromatisation process.

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

Immunosuppressive, anti-inflammatory and anti-cancer properties of triptolide: A mini review

Objective: Triptolide, the active component of Tripterygium wilfordii Hook F has been used to treat autoimmune and inflammatory conditions for over two hundred years in traditional Chinese medicine. However, the processes through which triptolide exerts immunosuppression and anti-inflammation are not understood well. In this review, we discuss the autoimmune disorders and inflammatory condition...

متن کامل

Production of Putative Diterpene Carboxylic Acid Intermediates of Triptolide in Yeast.

The development of medical applications exploiting the broad bioactivities of the diterpene therapeutic triptolide from Tripterygium wilfordii is limited by low extraction yields from the native plant. Furthermore, the extraordinarily high structural complexity prevents an economically attractive enantioselective total synthesis. An alternative production route of triptolide through engineered ...

متن کامل

Effects of triptolide on hippocampal microglial cells and astrocytes in the APP/PS1 double transgenic mouse model of Alzheimer's disease

The principal pathology of Alzheimer's disease includes neuronal extracellular deposition of amyloid-beta peptides and formation of senile plaques, which in turn induce neuroinflammation in the brain. Triptolide, a natural extract from the vine-like herb Tripterygium wilfordii Hook F, has potent anti-inflammatory and immunosuppressive efficacy. Therefore, we determined if triptolide can inhibit...

متن کامل

Triptolide induces apoptotic cell death of multiple myeloma cells via transcriptional repression of Mcl-1.

Triptolide, a diterpenoid trioxide purified from the Chinese herb Tripterygium wilfordii Hook F, has been used as a natural medicine in China for hundreds of years. Several reports have demonstrated that triptolide inhibits the proliferation of cancer cells in vitro and reduces the growth of several types of tumors in vivo. To address the potential of triptolide as a novel therapeutic agent for...

متن کامل

Natural products triptolide, celastrol, and withaferin A inhibit the chaperone activity of peroxiredoxin I† †Electronic supplementary information (ESI) available: Chemical synthesis and characterization of triptolide probes; Fig. S1–S10; Table S1–S3. See DOI: 10.1039/c5sc00633c Click here for additional data file.

Morningside Laboratory for Chemical B University of Hong Kong, Hong Kong, China School of Life Sciences, Fudan University, S Hubei Key Laboratory of Natural Product Biological and Pharmaceutical Sciences, C China Department of Microbiology, The Universit Bijvoet Center for Biomolecular Research Sciences, Utrecht University, Netherlands Pr Department of Chemistry, The Chinese Univ † Electronic s...

متن کامل

ذخیره در منابع من


  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 communications

دوره 10  شماره 

صفحات  -

تاریخ انتشار 2008