New arylalkanones from Horsfieldia macrobotrys, effective antidiabetic agents concomitantly inhibiting alpha-glucosidase and free radicals

作者：Ramadhan Rico; Phuwapraisirisan Preecha^*

来源：Bioorganic & Medicinal Chemistry Letters, 2015, 25(20): 4529-4533.

DOI：10.1016/j.bmcl.2015.08.069

• Horsfieldia macrobotrys
• Diabetes
• Glucosidase
• Arylalkanone
• Antioxidant
• Myristica motley

In search of effective antidiabetic agents having therapeutic effect by inhibiting a-glucosidase and preventive effect by scavenging free radicals, Horsfieldia macrobotrys showed promising bioactivity required for the proposed criteria. Bioassay-guided isolation of the stem bark extract resulted in two new arylalkanones named horsfieldone A (1) and maingayone D (2), together with a new flavanone C-glucoside named 8-C-beta-D-glucopyranosylpinocembrin (3). Their structures and stereochemistry were determined by spectroscopic techniques as well as Mosher's method. Of isolated compounds, maingayone D (2) was the most potent inhibitors against both alpha-glucosidases and free radicals. The presence of additional phenolic moieties in 2 clearly indicated their critical roles in inhibitory effects. Further investigation on mechanism underlying alpha-glucosidase inhibition indicated that maingayone D (2) could retard the enzyme function by both competitive and noncompetitive manners.

• 出版日期2015-10-15