Artemisinin, one of the topics of the Nobel Prizes in Medicine in 2015, and its derivatives have been used to treat malaria. A new study published in the Journal of Natural Products finds that the endoperoxide formation of artemisinin from dihydroartemisinic acid, its biosynthetic precursor, undergoes a mixed mechanism. The study, from the lab of Francis Yoshimoto at UTSA, used regioselectively deuterated dihydroartemisinic acid isotopologues to measure competitive intermolecular kinetic isotope effects in the formation of artemisinin. The supporting information file is over 500 pages!
Archive for the ‘Peroxides’ Category
Mechanistic insights towards endoperoxide formation of artemisinin
Posted by naturalproductman on June 17, 2021
Posted in Antimalarial, Cyclic Peroxides, Diseases, Isotope effects, Malaria, Mass Spectrometry, Mechanistic, Peroxides, Terpenes | Leave a Comment »
How to make an endoperoxide
Posted by naturalproductman on January 18, 2015
Yikang Wu and colleague at SIOC have reported in Organic Letters on an interesting epoxy-olefin rearrangement to access endoperoxides.
Posted in Cascade Reactions, Methodology, Peroxides | Leave a Comment »
Cardamom peroxide synthesis
Posted by naturalproductman on March 27, 2014
Thomas Maimone and co-worker from UC Berkeley have reported in JACS on a 4-step synthesis of cardamom peroxide from myrtenal.
Posted in Diseases, Malaria, Peroxides, Total Synthesis | Leave a Comment »
Gracilioether H has anti-malarial activity
Posted by naturalproductman on October 23, 2012
Angela Zampella and co-workers have reported in Tetrahedron on the isolation of gracilioethers. Gracilioether H had anti-malarial activity.
Posted in Diseases, Malaria, Methodology, Peroxides | Leave a Comment »
Catharoseumine
Posted by naturalproductman on February 20, 2012
Xiao-Jiang Hao and co-workers from the Kunming Institute of Botany have reported in Tetrahedron Letters on the isolation of catharoseumine a peroxy containing alkaloid.
Posted in Alkaloids, Indoles, Monoterpenoids, Peroxides | Leave a Comment »
Cyclic peroxides from triketones
Posted by naturalproductman on February 10, 2012
Alexander Terent’ev and co-workers from the Russian Academy of Sciences have reported in JOC on a method to form cyclic peroxides from triketones.
Posted in Cascade Reactions, Methodology, Peroxides | Leave a Comment »
Merulin C lowers phosphorylation of Erk1/2
Posted by naturalproductman on October 15, 2011
Khanitha Pudhom and co-workers have reported in the Journal of Natural Products on the isolation and activity of some endoperoxides from a Thai mangrove derived fungus.
Posted in Cancer, Diseases, Enzymes, Peroxides, Proteins | Leave a Comment »
Talaperoxides
Posted by naturalproductman on May 6, 2011
Zhigang She and co-workers Sun-yat Sen University have reported in the Journal of Natural Products on the isolation of talaperoxides, norsesquiterpene peroxides.
Posted in Cancer, Norsesquiterpenes, Peroxides | Leave a Comment »
Epiplakinidioic Acid
Posted by naturalproductman on October 11, 2010
Abimael Rodriguez and co-workers from the University of Puerto Rico have published in the Journal of Natural Products on the isolation of epiplakinidioic acid, which had an IC50 value of 0.3 micromolar against Plasmodium falciporum.
Posted in Diseases, Malaria, Peroxides, Polyenes, Polyketides | Leave a Comment »