Design and synthesis of dual active neovibsanin derivatives based on a chemical structure merging method |
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| Affiliation: | 1. Department of Neurology, School of Medicine, Sapporo Medical University, Sapporo 060-8556, Japan;2. Department of Neurology, Otaru Saiseikai Hospital, Otaru 047-0008, Japan;3. Department of Virology, National Institute of Infectious Diseases, Tokyo 162-8640, Japan;4. Department of Medical Oncology and Hematology, Sapporo Medical University, Sapporo 060-8556, Japan |
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| Abstract: | A hybrid compound consisting of neovibsanin and trans-banglene was designed according to a structure merging method and synthesized via a sequence of key steps including a Diels–Alder cycloaddition, stereoselective alkynylation, and intramolecular oxa-Michael addition reaction. The biological activity of the synthetized acetal compound and its hemiacetal analogue was investigated in PC12 cells. These studies revealed that the designed hybrid compounds displayed neuritogenic activity. Furthermore, a relatively strong neurite outgrowth promoting activity was observed in the presence of NGF. These results suggest that the designed hybrid compound exhibited a dual activity. |
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| Keywords: | Neovibsanin Phenylbutadiene dimer Neurite-outgrowth promoting activity Neuritogenic activity Structure merging method |
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