Minquartynoic acid

Minquartynoic acid 110 (Scheme 12.17) was isolated from the bark of Minquartia guianensis and represents a very promising lead compound for cancer and AIDS therapy [53]. 

Scheme 12.17. Synthesis of minquartynoic acid using a three-component Cadiot-Chodkiewicz double cross-coupling, by Cung and Dickson [54], TBS = t-butyldimethylsilyl,...

The tetraacetylenic compound (-)-minquartynoic acid was synthesized in the laboratory of B.W. Gung from commercially available azelaic acid monomethyl ester using a one-pot three-component Cadiot-Chodkiewitz reaction as the key step. This natural product shows strong anti-cancer and anti-HIV activity. One of the alkyne components was prepared using the modified Seyferth-Gilbert homologation. 

Gung, B. W., Dickson, H. Total Synthesis of (-)-Minquartynoic Acid An Anti-Cancer, Anti-HIV Natural Product. Org. Lett. 2002, 4, 2517-2519. 

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