Minor alkaloids of Fumaria indica seeds

Pandey, Vaibhav; Ray, Arnab; Dasgupta, B.

doi:10.1016/s0031-9422(00)84306-x

Cited by 40 publications

(19 citation statements)

References 6 publications

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“…The double bond equivalence was calculated as 15. The IR spectrum of 1 showed an absorption band at 1665 cm Ð1 indicating the presence of amide carbonyl (Pandey et al, 1979). The 1 H NMR showed six aromatic protons and two methylenedioxy groups at δ 6.11 and 6.30 (each 2H, s), suggesting the presence of benzophenanthridine nucleus (Krane et al,1984).…”

Section: Resultsmentioning

confidence: 99%

“…It is widely used in folk medicine to alleviate several ailments especially for its analgesic effects (Capasso et al, 1997). Chemical investigations of this plant have revealed the presence of alkaloids (Hussain et al, 1983;Nakkady et al, 1988), amino acids (Dinda et al, 1986), phenolics (Harborne et al, 1983) and fatty acids (Gunstone et al, 1977). Recently, fifteen alkaloids have been isolated from the same species by our group; some with anti-HIV activity (Chang et al, 2003).…”

Section: Introductionmentioning

confidence: 99%

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Cytotoxic Benzophenanthridine and Benzylisoquinoline Alkaloids from Argemone mexicana

Chang

Khalil

et al. 2003

Zeitschrift Für Naturforschung C

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Fractionation of the chloroform extract from the aerial part of Argemone mexicana led to the isolation of two benzophenanthridine-type alkaloids, N-demethyloxysanguinarine and pancorine; three benzylisoquinoline-type alkaloids, (+)-1,2,3,4-tetrahydro-1-(2-hydroxymethyl- 3,4-dimethoxyphenylmethyl)-6,7-methylenedioxyisoquinoline, (+)-higenamine and (+)-reticuline. Among them, N-demethyloxysanguinarine is a new compound, and (+)-1,2,3,4- tetrahydro-1-(2-hydroxymethyl-3,4-dimethoxyphenylmethyl)-6,7-methylenedioxy-isoquinoline was isolated form a natural source for the first time, to which was assigned a trivial name, (+)-argenaxine. In addition, six known non-alkaloidal compounds were also isolated and identified. All compounds were characterized on the basis of their spectral data and chemical evidences. Some isolated alkaloids from this species were evaluated for their cytotoxicity to human nasopharyngeal carcinoma (HONE-1) and human gastric cancer (NUGC) cell lines. Chelerythrine was found to exhibit significant activity against NUGC cell line, while angoline inhibited both types. (+)-Argenaxine showed moderate activity against the NUGC cell line.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Cytotoxic Benzophenanthridine and Benzylisoquinoline Alkaloids from Argemone mexicana

Chang

Khalil

et al. 2003

Zeitschrift Für Naturforschung C

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“…More importantly, the latter is present as an optically active form in seeds rather than as a racemic mixture [17] . Then, three new alkaloids, i.e., fumariline, 8-methoxy dihydro sanguinarine and oxysanguinarine, were separated from F. indica [18] . A secopthalide isoquinoline alkaloid narceimine has also been isolated from F. indica seeds and its structure was established by spectroscopic method [19] .…”

Section: Phytochemistry/major Chemical Constituentsmentioning

confidence: 99%

“…Nimbkar have also reported that F. indica have good hepatoprotective activity against hepatotoxicity caused by anti-tubercular drug [28 ]. Recently, protopine present in F. indica at doses of [10][11][12][13][14][15][16][17][18][19][20] mg/kg (p.o.) also proved to be equally effective hepatoprotectants as standard drug silymarine (single dose of 25 mg/kg, p.o.)…”

Section: Hepatoprotective Activitymentioning

confidence: 99%

A review on ethnobotany, phytochemistry and pharmacology of Fumaria indica (Fumitory)

Gupta

Sharma

Rao

2012

Asian Pacific Journal of Tropical Biomedicine

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“…IR (KBr) cm −1 : 3640,3371,3000,2897,2783,1652,1485,1354,1266,1233,1078,1042 The data were in agreement with the reported literature values. Thus, the structure of compound was determined as chelidonine, its molecular formula is C 20 H 19 NO 5 (Zhang et al 1995;Pandey et al 1977;Swinehart and Stermitz 1980).…”

Section: Resultsmentioning

confidence: 99%

In vivo anthelmintic activity of chelidonine from Chelidonium majus L. against Dactylogyrus intermedius in Carassius auratus

Yao

Zhang

et al. 2011

Parasitol Res

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Dactylogyrus intermedius is one of the most common and serious cause of parasitic diseases of freshwater fish in aquaculture, and can cause morbidity and high mortality in most species of freshwater fish worldwide. To attempt controlling this parasite and explore novel potential antiparasitic agents, the present study was designed to ascertain the anthelmintic activity of Chelidonium majus L. whole plant and to isolate and characterize the active constituents against D. intermedius. The ethanol extract from C. majus whole plant showed significant anthelmintic activity against D. intermedius [EC(50) (median effective concentration) value = 71.5 mg L(-1)] and therefore subjected to further isolation and purification using various chromatographic techniques. A quaternary benzo[c]phenanthridine alkaloid exhibited significant activity against D. intermedius was obtained and identified as chelidonine. In vivo anthelmintic efficacy tests exhibited that chelidonine was 100% effective against D. intermedius at a concentration of 0.9 mg L(-1), with EC(50) value of 0.48 mg L(-1) after 48 h of exposure, which is more effective than the positive control, mebendazole (EC(50) value = 1.3 mg L(-1)). In addition, the 48-h median lethal concentration (LC(50)) for chelidonine against the host (Carassius auratus) was 4.54 mg L(-1). The resulting therapeutic index for chelidonine was 9.46. These results provided evidence that chelidonine might be potential sources of new antiparasitic drugs for the control of Dactylogyrus.

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Minor alkaloids of Fumaria indica seeds

Cited by 40 publications

References 6 publications

Cytotoxic Benzophenanthridine and Benzylisoquinoline Alkaloids from Argemone mexicana

Cytotoxic Benzophenanthridine and Benzylisoquinoline Alkaloids from Argemone mexicana

A review on ethnobotany, phytochemistry and pharmacology of Fumaria indica (Fumitory)

In vivo anthelmintic activity of chelidonine from Chelidonium majus L. against Dactylogyrus intermedius in Carassius auratus

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