Further alkaloids from Glaucium flavum CR.

Novák, V.; Slavík, Jiří

doi:10.1135/cccc19743352

Cited by 13 publications

(3 citation statements)

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“…The concentration of the aporphinic alkaloids found in roots of Algerian G. flavum was higher than that reported previously in Brno, Czech Republic [14]. These differences and discrepancies could be explained by differences in method of analysis or geographical origin and the stage of development of the plant [15].…”

Section: Resultsmentioning

confidence: 85%

Identification and Quantification of the Main Active Anticancer Alkaloids from the Root of Glaucium flavum

Bournine

Bensalem

Wauters

et al. 2013

IJMS

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Glaucium flavum is used in Algerian folk medicine to remove warts (benign tumors). Its local appellations are Cheqiq el-asfar and Qarn el-djedyane. We have recently reported the anti-tumoral activity of Glaucium flavum root alkaloid extract against human cancer cells, in vitro and in vivo. The principal identified alkaloid in the extract was protopine. This study aims to determine which component(s) of Glaucium flavum root extract might possess potent antitumor activity on human cancer cells. Quantitative estimation of Glaucium flavum alkaloids was realized by HPLC-DAD. Glaucium flavum effect on human normal and cancer cell viability was determined using WST-1 assay. Quantification of alkaloids in Glaucium flavum revealed that the dried root part contained 0.84% of protopine and 0.07% of bocconoline (w/w), while the dried aerial part contained only 0.08% of protopine, glaucine as the main alkaloid, and no bocconoline. In vitro evaluation of the growth inhibitory activity on breast cancer and normal cells demonstrated that purified protopine did not reproduce the full cytotoxic activity of the alkaloid root extract on cancer cell lines. On the other hand, bocconoline inhibited strongly the viability of cancer cells with an IC50 of 7.8 μM and only a low cytotoxic effect was observed against normal human cells. Our results showed for the first time that protopine is the major root alkaloid of Glaucium flavum. Finally, we are the first to demonstrate a specific anticancer effect of Glaucium flavum root extract against breast cancer cells, which can be attributed, at least in part, to bocconoline.

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Section: Resultsmentioning

confidence: 85%

Identification and Quantification of the Main Active Anticancer Alkaloids from the Root of Glaucium flavum

Bournine

Bensalem

Wauters

et al. 2013

IJMS

View full text Add to dashboard Cite

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“…U8.S Hz)7.49d IR: (nujol) 1655 (118) 'H-NMR: (CDClj) (118) See also 185. 223-224°( CHClj) (119) 228-231°( CHClj-EtOH) (130) 232-233°(MeOH) (115,119) UV: (MeOH) 230 (4.52), 283 (4.61), 320 (4.11); Xmi" 255 (4.17), 314 (4.10) (184) See also 115 C23H21N05: 390-42752 MP: 206-210°( CHCl3-MeOH) (47) [ct]D: 0° (47) UV: (EtOH) 230 (4.54), 284 IR: 1715, 1610 (49) See also 47, 156. 'H-NMR: (CDCl,) (47) See also 49, 156. NOE: 100 MHz (CDC13) (156) NCH, irr., H-l (30%), H-8 (23%) OCH3s irr., H-ll (24%); H-4 irr., H-5 (27%) MS: 405 (M+), 348, 299.5 (49) See also 47, 156. Sources: Rutaceae: Toddalia (49,91,231) Xylocarpus (37) Zantboxylum (47,146) C2,H25N05: 419.4817 MP: 206-208.5°(EtOAc) (9) lH-NMR: (CDC13) (9) MS: 419 (M+, 12), 349 (22), 348 (100), 333, 332 (17), 318 (12), 304, 290 (15), 276, 261, 247, 233, 218 (9) Sources:…”

Section: Angolinementioning

confidence: 99%

“…Papaveraceae: Glaucium (32,184,239,256) For absolute configuration, see 211, 278. Cl9HrN05: 339.35104 MP: 212-217° (191) Remaining physical properties resemble those of ( -)norchelidonine (excluding [ 137°( Et20) (158) See also 104a, 137,…”

Section: Angolinementioning

confidence: 99%