Bruceolides from Fijian Brucea javanica

Abstract

Inhibition of the uptake of 3H-thymidine into TLX-5 mouse lymphoma cells has been used to assess the cytotoxicity of extracts and fractions of Brucea jayanica. Six bruceolides, two dehydrobruceolides and a dihydrobruceolide have been isolated from roots, fruits and stems. Bruceine A was the major bruceo-lide of the roots and of the fruits. The 210 Phillipson, Darwish cation of these nine compounds by means of their UV, ElMS, CIMS, FDMS and 'H NMR spectra is discussed. bruceolides which have been reported from some of these species:-B. javanica: The first bruceolides to be completely characterised were bruceines A (2), B (3) and C (4) from material iden

Plants as Sources of Antimalarial Drugs, Part 4: Activity of Brucea javanica Fruits Against Chloroquine-Resistant Plasmodium falciparum in vitro and Against Plasmodium berghei in vivo

“…[10] (Rt 5.0 min) (0.0003%), yadanzioside F [11] (Rt 20.6 min) (0.002%), yadanzioside I [12] (Rt 16.0 min) (0.0006%). The 12 quassinoids listed in Table 4 were characterized by their spectral properties (uv, *H nmr, ms), which were consistent with literature values (18)(19)(20)(21)(22)(23)(24)(25).…”

A New C22‐Quassinoid with Anti‐Pancreatic Adenocarcinoma Activity from Seeds of Brucea javanica

“…for 551.2129). The NMR data of 3 ( Table 1) were similar to those of bruceine C ( 14 ), [17] with an obvious difference arising from an additional methoxy group tied to C‐21 in bruceine C ( 14 ) instead of a hydroxy group in 3 . And the HSQC, 1 H− 1 H COSY, HMBC, and NOESY correlations further confirmed compound 3 as a demethylated derivative of 14 .…”

“…According to the spectroscopic data in the literature, other thirteen known quassinoids were identified as yadanzioside B ( 4 ), [18] desmethyl‐bruceolide ( 5 ), [19] desmethyl‐brusatol ( 6 ), [20] brusatol ( 7 ), [21] bruceine A ( 8 ), [22] bruceantinol ( 9 ), [23] aglycone of yadanzioside O ( 10 ), [24] bruceolide ( 11 ), [17] bruceine B ( 12 ), [16] bruceantin ( 13 ), [25] bruceine C ( 14 ), [17] aglycone of yadanzioside J ( 15 ), [26] and bruceantarin ( 16 ) [22] . Significantly, it is the first time to report the crystal structure of bruceolide ( 11 ) and its absolute configuration was assigned as 5 R ,7 R ,8 R ,9 R ,10 S ,11 R ,12 S ,13 S ,14 S ,15 R by the Flack parameter of −0.02(6) ( Figure 5).…”

Bioactivity-guided isolation of cytotoxic constituents of Brucea javanica collected in Vietnam

“…These two known quassinoids have been isolated previously as active principles from B. javanica 2,20,29. The structure of compound 8 was determined as the known flavonolignan, (−)-hydnocarpin,31,32 with the 1 H and 13 C NMR data fully assigned based on HSQC and HMBC spectroscopic data.…”