flinderole-b and Malaria

Malaria, one of the most severe global diseases, infects nearly 300 million people causing death of about a million population annually. Herein we have reported design, synthesis and biological evaluation of potent antimalarial compounds that target melatonin hormone as a potential pathway for the inhibition of the parasite proliferation. The molecular design is based on melatonin and indole based synthetic and natural antimalarial agents. The library of compounds was accessed via an iodine catalyzed one pot organocatalytic ring opening of 1-aryltetrahydro-β-carbolines followed by in situ imination of the resulting C

Topics: Antimalarials; Dose-Response Relationship, Drug; Drug Design; Indoles; Malaria; Melatonin; Molecular Structure; Parasitic Sensitivity Tests; Plasmodium falciparum; Receptor, Melatonin, MT1; Structure-Activity Relationship

A simple and efficient biomimetic synthesis of pyrrolo[1,2-a]indoles using a highly stereo- and regioselective [3 + 2] reaction cascade was developed and then further applied in the first total synthesis of flinderoles B and C, which proceeded in 17.2% yield over the longest linear sequence of 11 steps.

Topics: Antimalarials; Biomimetics; Indole Alkaloids; Malaria; Stereoisomerism