Synthesis of the cyanobacterial metabolite nostodione A, structural studies and potent antiparasitic activity against Toxoplasma gondii.
A total synthesis of the cyanobacterial natural product nostodione A is reported involving a convergent, diversity-oriented route, enabling the assembly of a mini-library of structural analogues. The first single crystal X-ray structural determination on a member of this series is reported along with SAR studies identifying potent inhibitors of invasion and replication of the parasitic protozoan Toxoplasma gondii.
Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario, CanadaL8S 4M1. jmcnult@mcmaster.ca.
James
J
McNulty
Kunal
K
Keskar
Hilary A
HA
Jenkins
Nick H
NH
Werstiuk
Claudia
C
Bordón
Robert
R
Yolken
Lorraine
L
Jones-Brando
D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000458:Cyanobacteria / Q000737:chemistry; D015195:Drug Design; D006801:Humans; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology*; D008958:Models, Molecular; D013329:Structure-Activity Relationship; D014122:Toxoplasma / Q000187:drug effects*; D014123:Toxoplasmosis / Q000188:drug therapy
D000981:Antiprotozoal Agents; D026121:Indole Alkaloids; C541082:nostodione A