Chemical Constituents from the Seeds of Amorpha fruticosa and Their Chemotaxonomic Significance

Abstract

Seventeen compounds, including six rotenoids (1-6), seven isoflavones (7-13), one stilbene (14) and three benzoic acid derivatives (15-17) were isolated from the seeds of Amorpha fruticosa. Their structures were elucidated by spectroscopic methods and by comparison of their reported spectral data. Among them, compound 4 was firstly purified as a natural product, compounds 5, 8-12 and 15-17 were isolated from the genus Amorpha for the first time, and compound 17 was obtained from the Fabaceae family initially. The presence of these compounds suggests that genus Amorpha and Dalbergia may have very close chemotaxonomic relationship, and shows the relationship between this plant and other species from the Fabaceae family.

Probing the Pharmacological Binding Properties, and Reactivity of Selective Phytochemicals as Potential HIV-1 protease Inhibitors

“…Emodin was also found to be efficiently active against fungal spore germination [26]. Several other phytochemicals reported in this study like Wighteone (flavonoid) [27], SchizolaenoneB (flavonoid) [28], Narlumidine, papraline and Narlumicine (alkaloid) [29], Mundulinol (flavonoid) [30] and Hydroxymunduserone (isoflavone) [31], etc. have also been reported in different studies exhibiting various medicinal effects.…”

Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp. teitensis

“…12a-Hydroxymunduserone ( 6 ), a rotenoid having an identical oxygenation pattern to 2 , has been reported to be dextrorotatory, [α] 20 D +33.3, yet assigned a (6a R ,12a R ) absolute configuration, based on the observation of a negative ECD Cotton effect at 320 nm . We have isolated the dextrorotatory form, [α] 20 D +53.3, of compound 6 , and it also showed a negative Cotton effect at 330 nm.…”

“…Hence, we propose that the Cotton effect at 300–330 nm may be a better tool for the assignment of the absolute configuration of 12a-hydroxyrotenoids. The Cotton effect at 330–360 nm, due to an n → π transition, has also been proposed to be diagnostic in determining the absolute configuration of rotenoids; however, this band is generally weak and is often not observed, limiting its applicability.…”

New Class of Tyrosinase Inhibitors, Rotenoids, from Amorpha fruticosa

“…fruticosa over octadecyl-functionalized silica gel, as described in Section (Figure ). Rotenoids 1–5 were identified as dalbinol ( 1 ), amorphaside A ( 2 ), 6′- O- β - d -glucopyranolsyl- 12a -hydroxydalpanol ( 3 ), dalbin ( 4 ), and 6a,12a-didehydroamorphigen glucoside ( 5 ), on the basis of their spectroscopic data and in comparison with data of previous reports. ,− Compound 6 emerged to be a new rotenoid and its structural characterization is delineated below.…”