A Number Of Small Molecules With Potential Biological Activity Of Synthetic Research

This MD dissertation is divided into three parts: (1) Synthesis of (-) harzialactone A, (2) Synthesis of analogs of Ochromycinone, (3) Synthesis of Acetyl-CoA Carboxylase Inhibitors from Avocado Fruits.In part 1 we have achieved an efficient synthesis of the antipode of the antitumor marine metabolite harzialactone A starting from L-malic acid. Only two chromato-graphic separations were needed in the whole synthesis. The overall yield (40%) was also significantly improved when compared to those reported in the literature. As the second stereogenic center at the benzylic position was constructed by substrate-induced stereoselective reduction, the natural harzialactone A should also be accessible by the same route by using D-malic acid as the starting material.In part 2 we have synthesized four analogs of Ochromycinone, which is inferred as inhibitor of Stat3 protain, using the model reaction that involved with LDA , phthalide reacted with benzyne produced by mixing bromo-aromatic compound, then oxidated by air.In part 3 we have synthesized two Acetyl-CoA Carboxylase Inhibitors from Avocado Fruits. However, the optical datas of the target we synthesized are incompatible with those reported in relative literature. We infer that the natural products should be anti-isomers, and we are synthesizing the anti-isomers to verify our inference.