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Anais da Academia Brasileira de Ciências

versão impressa ISSN 0001-3765versão On-line ISSN 1678-2690

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SANTOS, GABRIEL F. DOS  e  TAKAHASHI, JACQUELINE A.. A New Acetylcholinesterase Inhibitor from Green Glycosylation of Trachyloban-19-oic Acid by Mucor plumbeus. An. Acad. Bras. Ciênc. [online]. 2017, vol.89, n.3, suppl., pp.1961-1969.  Epub 23-Out-2017. ISSN 0001-3765.  http://dx.doi.org/10.1590/0001-3765201720170240.

The in vitro metabolism of a widespread natural product, trachyloban-19-oic acid (1), by the fungal species Mucor plumbeus was studied in a sucrose-yeast liquid medium. Two products were isolated, and their structures were determined by spectroscopic means as 7β-hydroxytrachyloban-19-oic acid (5) and trachyloban-19-O-β-D-glucopyranosyl ester (6). To the best of our knowledge, compound 6 is herein reported by the first time in the literature. These compounds were assayed for acetylcholinesterase inhibition along with some related compounds. Compound 6 showed the highest acetylcholinesterase inhibitory activity at 10000 µg/mL among the tested compounds, a result (92.89%) comparable to the activity of the positive control, galanthamine (94.21%). Therefore, biotransformation of the natural product 1 by M. plumbeus produced a novel compound with potential as a new lead to develop anti-Alzheimer medicines.

Palavras-chave : acetylcholinesterase inhibitors; biotransformation; green glycosylation; Mucor plumbeus; trachyloban-19-oic acid.

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