Design and synthesis of demethyl bryoanthrathiophene, a new potential angiogenesis inhibitor / 第三军医大学学报

Objective To design and synthesize a new potential angiogenesis inhibitor, demethyl bryoanthrathiophene. Methods Target molecule-demethyl bryoanthrathiophene was synthesized in 5 steps using 1,8-dihydroxy-9,10-anthraquinone as the starting material, 5,7-dihydroxy-1-carboxyl-6-oxo-6H-anthra thiophene as the key intermediate and decarboxylization as the key step. Results The target molecule was synthesized with a total yield of 10.1% and identified by MS, IR, UV, 1H-NMR, 13C-NMR and 2D-NMR. Conclusion Our synthesis of demethyl bryoanthrathiophene is based on an easily-acquired starting material and accomplished with a simple synthetic route.

Highly efficient synthesis of methyl bryoanthrathiophene-1-carboxylate / 第三军医大学学报

Objective To study the synthesis of methyl bryoanthrathiophene-1-carboxylate with high efficiency. Methods Target compounds were synthesized from 1,8-dihydroxy-9,10-anthraquinone via 5 steps including protecting, nitration, methyl mercaptoacetate substitution, intramolecular Aldol reaction and deprotecting. Results Target molecule was synthesized in the total yield of 45.8%. Conclusion Our synthesis of methyl bryoanthrathiophene-1-carboxylate is characterized by short synthetic route, high selectivity and high efficiency.