ChemInform Abstract: STRUCTURE OF CROTASTRIATINE

Batra, Veera; Gandhi, Rahul; Rajagopalan, T. R.

doi:10.1002/chin.197552371

Cited by 1 publication

(11 citation statements)

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“…Usaramine ( 30 ) had mass spectra similar to the isomeric retrorsine ( 28 ) and RI consistent with the literature , . Nilgirine and crostastriatine (acetylnilgirine) have also been reported in C. mucronata and C. striata − , but were not seen in our analysis. Alkaloids of the closely related C.…”

Section: Resultssupporting

confidence: 89%

“…Previous analyses of C. spectabilis have reported monocrotaline (17) (26)(27)(28) and also spectabiline (22) (29), and our GC-MS analysis of a single sample of this species confirmed the same two components. Monocrotaline (17) was identified by co-injection with a commercial standard and spectabiline (22) by comparison with literature MS data (30).…”

Section: Resultssupporting

confidence: 86%

“…Usaramine (30) had mass spectra similar to the isomeric retrorsine (28) and RI consistent with the literature (9,10). Nilgirine and crostastriatine (acetylnilgirine) have also been reported in C. mucronata and C. striata (22)(23)(24)(25), but were not seen in our analysis. Alkaloids of the closely related C. zanzibarica have not previously been investigated, and our GC-MS analysis demonstrated the presence of low levels of the same two alkaloids, integerrimine (20) and usaramine (30), in this species.…”

Section: Resultssupporting

confidence: 86%

“…Monocrotaline (17) was identified by co-injection with a commercial standard and spectabiline (22) by comparison with literature MS data (30). Previous analyses of C. retusa have also reported monocrotaline (17) as the major alkaloid with various minor alkaloids including spectabiline (22) (26)(27)(28)(31)(32)(33). Our analysis of C. retusa var.…”

Section: Resultsmentioning

confidence: 99%

“…22), 81(20), 70(23), 69(32), 58(22), 57(26), 55(25), 53(48),44 (47), 43 (60) O-crotaverrine (32) 2710 365 365 (0.4), 337(1), 294 (5), 266 (11), 250 (10), 168 (29), 153 (39), 151 (34), 123 (40), 122 (42), 110 (59), 96 (35), 94 (30), 83 (31), 82 (55), 81 (51), 70 (46), 58 (51), 57 (35), 55 (51), 54 (32), 53 (76), 44 (69), 43 (100) grahamine (33) 2711 409 409 (0.3), 324 (3), 280 (7), 237 (8), 236 (31), 194 (2), 157 (4), 137 (13), 136 (50), 121 (12), 120 (77), 119 (100), 118 (14), 94 (33), 93 (54), 80 (18), 57 (64), 44 (17), 43 (48) O-acetylcrotaverrine (34) 2830 407 407 (1), 364 (2), 347 (17), 266 (10), 166 (26), 153 (58), 136 (26), 122 (65), 110 (74), 109 (28), 108 (27), 107 (49), 100 (33), 96 (35), 94 (37), 83 (65), 82 (55), 81 (58), 70 (38), 58 (54), 57 (32), 55 (66), 54 (31), 53 (77), 44 (69), 43 (100)…”

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Pyrrolizidine Alkaloids in Crotalaria Taxa from Northern Australia: Risk to Grazing Livestock

Fletcher¹,

McKenzie²,

Blaney³

et al. 2008

J. Agric. Food Chem.

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Crotalaria species containing hepatotoxic pyrrolizidine alkaloids grow widely in pastures in northern Australia and have sporadically poisoned grazing livestock. The diverse Crotalaria taxa present in these pastures include varieties, subspecies, and chemotypes not previously chemically examined. This paper reports the pyrrolizidine alkaloid composition and content of 24 Crotalaria taxa from this region and assesses the risk of poisoning in livestock consuming them. Alkaloids present in C. goreensis , C. aridicola subsp. densifolia, and C. medicaginea var. neglecta lack the esterified 1,2-unsaturated functionality required for pyrrole adduct formation, and these taxa are not hepatotoxic. Taxa with high levels of hepatotoxic alkaloids, abundance, and biomass pose the greatest risk to livestock health, particularly C. novae-hollandiae subsp. novae-hollandiae, C. ramosissima , C. retusa var. retusa, and C. crispata . Other species containing moderate alkaloid levels, C. spectabilis and C. mitchellii , also pose significant risk when locally abundant.

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