Proteinaceous Antitumor Substances from Plants II

Ulubelen, Ayhan; Cole, Jack R.

doi:10.1002/jps.2600551208

Cited by 12 publications

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“…Hitherto, there are no reports pertaining to the isolation and characterization of specialized metabolites from M. multiflora . The aqueous extract of this plant yielded some protein and glycoprotein substances that were tested for their antiproliferative activity. , Based on the traditional importance of M. multiflora as a hallucinogen and a dearth of available scientific investigations, the present work was carried out to investigate the biologically active secondary metabolites responsible for inducing hallucinations. Eight compounds, 1-pentadecyl 3,4-dihydroxycinnamate ( 1 ), mirabijalone A ( 2 ), multiferone A ( 3 ), boeravinone A ( 4 ), − boeravinone C ( 5 ), , 6-methoxyboeravinone C ( 6 ), multiferone B ( 7 ), and 1-(2,4-dihydroxy-6-methylphenyl)ethanone ( 8 ), , were isolated and characterized from an acetone extract of the roots of M. multiflora .…”

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Rotenoids and Other Specialized Metabolites from the Roots of Mirabilis multiflora: Opioid and Cannabinoid Receptor Radioligand Binding Affinities

et al. 2021

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Mirabilis multiflora is an acclaimed hallucinogen consumed traditionally by the Hopi Indians to induce diagnostic visions. Its root extract afforded a new (3) and four known (2, 5, 6, and 7) 12a-hydroxyrotenoids, a known rotenoid (4), and two known secondary metabolites (1 and 8). The structures of the compounds were elucidated based on spectroscopic and spectrometric data analysis. Electronic circular dichroism data were used to define the (6aS,12aR) absolute configuration of the 12a-hydroxyrotenoids. Compounds 2–7 were screened for their radioligand binding affinities toward the opioid (δ, κ, and μ) and cannabinoid (CB1 and CB2) receptor subtypes. The 6-methoxy-substituted rotenoids 3, 4, and 7 showed the highest receptor binding affinity with moderate selectivity toward the δ-opioid receptor subtype, with negligible binding affinities for CB1 and CB2. Their binding affinities toward the δ-opioid receptor were 64.5% (4), 58.7% (7), and 55.3% (3) at 10 μM, respectively.

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