Beilstein J. Org. Chem.2023,19, 658–665, doi:10.3762/bjoc.19.47
-hydroxycassa-11(12),13(15)-dien-12,16-olide (1) and 6′-acetoxypterolobirin B (3), together with a known analogue, identified as 12α,14β-dihydroxycassa-13(15)-en-12,16-olide (2), were isolated from the fruits of Pterolobium macropterum. Compound 1 is a cassanediterpenoid with a Δ11(12) double bond conjugated
with an α,β-butenolide-type, whereas compound 3 is a dimeric caged cassanediterpenoid with unique 6/6/6/6/6/5/6/6/6 nonacyclic ring system. The structures of 1 and 3 were characterized by extensive spectroscopic analysis combined with computational ECD analyses. The α-glucosidase inhibitory activity
of isolated compounds was evaluated, and compounds 1 and 3 showed significant α-glucosidase inhibitory activity with IC50 values of 66 and 44 μM.
Keywords: α-glucosidase inhibitory activity; cassanediterpenoid; Fabaceae; medicinal plant; Pterolobium macropterum; Introduction
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Graphical Abstract
Figure 1:
Chemical structures of 1-3 isolated from P. macropterum.