Boeravinone E

Planta Med. 2005 Oct;71(10):928-32.

Isolation of new rotenoids from Boerhaavia diffusa and evaluation of their effect on intestinal motility.[Pubmed: 16254824]

METHODS AND RESULTS:
A bioassay-guided separation of a methanolic extract obtained from the roots of Boerhaavia diffusa L. (Nyctaginaceae) allowed us to isolate five compounds belonging to the class of rotenoids: the known boeravinone D ( 1), Boeravinone E ( 2), compound 5 and two novel compounds that we have named boeravinone G ( 3) and boeravinone H ( 4). The structures of the new molecules have been determined on the basis of their HR-EI-MS, (1)H- and (13)C-NMR and 2D-NMR (HMQC, HMBC) data. All the isolated rotenoids have been evaluated for their effect on intestinal motility in vitro.
CONCLUSIONS:
Three of them (boeravinone G, Boeravinone E and compound 5) exhibited spasmolytic activity. Preliminary structure-activity relationships have been established highlighting the effect of substitutions on rings B and D.

Appl Biochem Biotechnol. 2014 Apr;172(7):3529-37.

A β-secretase (BACE1)-inhibiting C-methylrotenoid induced by yeast elicitation in Abronia nana suspension cultures.[Pubmed: 24557951]

Suspension cultures of Abronia nana were established to produce C-methylisoflavones.
METHODS AND RESULTS:
Treatment of the A. nana cultures with yeast elicitor induced Boeravinone E (1), with maximum induction at 24 h after elicitor treatment. Of the biotic and abiotic elicitors tested, yeast extract gave the strongest induction of 1. The IC50 value of 1 against β-secretase (β-amyloid cleaving enzyme-1) was 5.57 μM.
CONCLUSIONS:
Other proteases such as trypsin, chymotrypsin, and elastase were not inhibited by concentrations up to 1.0 mM, indicating that inhibition of β-secretase was specific. 1 was noncompetitive in Dixon plot, and Ki value was 3.79 μM.