dihydrosanguinarine

Modify Date: 2024-01-09 15:02:59

dihydrosanguinarine structure	Common Name	dihydrosanguinarine
	CAS Number	3606-45-9	Molecular Weight	333.337
	Density	1.4±0.1 g/cm3	Boiling Point	566.9±29.0 °C at 760 mmHg
	Molecular Formula	C₂₀H₁₅NO₄	Melting Point	N/A
	MSDS	N/A	Flash Point	176.8±21.5 °C

Use of dihydrosanguinarine

Dihydrosanguinarine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal and anticancer activity.IC50 value:Target:in vitro: Dihydrosanguinarine showed much less cytotoxicity than sanguinarine: at the highest concentration tested (20 microM) and 24h exposure, dihydrosanguinarine decreased viability only to 52% [1]. Dihydrosanguinarine showed the highest antifungal activity against B. cinerea Pers, with 95.16% mycelial growth inhibition at 50 μg/ml [2]. dihydrosanguinarine showed the most potent leishmanicidal activities (IC(50) value: 0.014 microg/ml, respectively) [4].in vivo: Repeated dosing of DHSG for 90 days at up to 500 ppm in the diet (i.e. approximately 58 mg/kg/day) showed no evidence of toxicity in contrast to results published in the literature [3].

Name	dihydrosanguinarine
Synonym	More Synonyms

Description	Dihydrosanguinarine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal and anticancer activity.IC50 value:Target:in vitro: Dihydrosanguinarine showed much less cytotoxicity than sanguinarine: at the highest concentration tested (20 microM) and 24h exposure, dihydrosanguinarine decreased viability only to 52% [1]. Dihydrosanguinarine showed the highest antifungal activity against B. cinerea Pers, with 95.16% mycelial growth inhibition at 50 μg/ml [2]. dihydrosanguinarine showed the most potent leishmanicidal activities (IC(50) value: 0.014 microg/ml, respectively) [4].in vivo: Repeated dosing of DHSG for 90 days at up to 500 ppm in the diet (i.e. approximately 58 mg/kg/day) showed no evidence of toxicity in contrast to results published in the literature [3].
Related Catalog	Signaling Pathways >> Others >> Others Natural Products >> Alkaloid Research Areas >> Infection
References	[1]. Vrba J, et al. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol In Vitro. 2009 Jun;23(4):580-8. [2]. Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9. [3]. Vrublova E, et al. The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study. Food Chem Toxicol. 2008 Jul;46(7):2546-53. [4]. Fuchino H, et al. In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1047-50.

Description

Related Catalog

Signaling Pathways >> Others >> Others

Natural Products >> Alkaloid

Research Areas >> Infection

References

[1]. Vrba J, et al. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol In Vitro. 2009 Jun;23(4):580-8.

[2]. Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9.

[3]. Vrublova E, et al. The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study. Food Chem Toxicol. 2008 Jul;46(7):2546-53.

[4]. Fuchino H, et al. In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1047-50.

Density	1.4±0.1 g/cm3
Boiling Point	566.9±29.0 °C at 760 mmHg
Molecular Formula	C₂₀H₁₅NO₄
Molecular Weight	333.337
Flash Point	176.8±21.5 °C
Exact Mass	333.100098
PSA	40.16000
LogP	4.68
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.720
Storage condition	2-8℃

Precursor 6
CAS#:2447-54-3 SANGUINARINE CAS#:130-86-9 Protopine CAS#:76786-86-2 Chelidonine N-oxide CAS#:476-32-4 chelidonine
CAS#:5578-73-4 sanguinarium ch... CAS#:87264-51-5 protopine N-oxide
DownStream 3
CAS#:2447-54-3 SANGUINARINE CAS#:5578-73-4 sanguinarium ch... CAS#:522-30-5 Norsanguinarine