Two new isoflavonoids fromBowdichia virgilioides

Abstract

Two new isoflavonoids 7,8,4'-trimethoxyisoflavone and 7,8,4'-trimethoxyisoflavanone and calycosin (7,3'-hydroxy-4'-methoxyisoflavone) were isolated from the wood of the leguminous tree Bowdichia virgilioides by usual chromatographic procedures. Besides these compounds the pterocarpane (-)-maackianin, isoliquiritigenin (4,2',4'-trihydroxychalcone), and the hydrobenzylfurane derivative bowdenol were also obtained. The structures of these new compounds were determinated by MS and 1D and 2D NMR spectral analysis.

Antinociceptive Activity of Aqueous Extract of Bowdichia virgilioides in Mice

“…6,7 Phytochemical studies carried out with some species belonging to this genus have demonstrated the occurrence of many classes of constituents, including terpenoids, flavonoids, and alkaloids. 8,9 According to the literature, chemical analysis revealed the presence of lupeol, sitosterol, stigmasterol, acosmine, ormosanine, and podopetaline in stem barks of B. virgilioides. 10,11 However, studies on the potential biological activity of B. virgilioides have not been carried out so far.…”

Enantioselective Synthesis of Isoflavanones and Pterocarpans through a RuII‐Catalyzed ATH‐DKR of Isoflavones

“…Selective demethylation [18] of 6 e with AlCl 3 led to the corresponding 2’‐hydroxy‐isoflavone 6 j in 68 % yield, while a bromination of 6 c with NBS resulted in the 2’‐bromo‐isoflavone 6 k in 89 % yield. It is worth mentioning that six of the synthesized isoflavones are natural products ( 6 a , [19] 6 c , [20] 6 e , [21] 6 f , [22] 6 h , [23] 6 j [24] ).…”

Isoflavonoids of the Leguminosae

“…48 The known derivatives 6,7,2 0 -trimethoxy-4 0 ,5 0methylenedioxyisoflavone, 6,7,3 0 ,4 0 -tetramethoxyisoflavone and 6,7,2 0 ,4 0 ,5 0 -pentamethoxyisoflavone co-occur with 1, but are less cytotoxic. 52 Maximaisoflavones M (5) and N (6) were isolated from extracts of the roots and aerial parts of Tephrosia maxima, respectively. 49 Acetone extracts of the roots of Dalbergia rubiginosa yielded 5-hydroxy-6,7-dimethoxy-3 0 ,4 0 -methylenedioxyisoflavone (2).…”

“…52 Two isoflavanones (61,62) with an uncommon 5,7,2 0 ,3 0 ,4 0 -penta-O-substitution pattern have been isolated from 95% EtOH extracts of the aerial parts of Desmodium styracifolium, a species used in traditional Chinese medicine (see also [74][75][76][77]. 52 Two isoflavanones (61,62) with an uncommon 5,7,2 0 ,3 0 ,4 0 -penta-O-substitution pattern have been isolated from 95% EtOH extracts of the aerial parts of Desmodium styracifolium, a species used in traditional Chinese medicine (see also [74][75][76][77].…”