3606-45-9

3606-45-9 structure

Name: dihydrosanguinarine
Chemical Name: dihydrosanguinarine
CAS Number: 3606-45-9
Molecular Formula: C₂₀H₁₅NO₄
Molecular Weight: 333.337
Catalog: Research Areas Infection
Create Date: 2018-05-11 08:00:00
Modify Date: 2024-01-09 15:02:59
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
Synonyms	(1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridine, 13,14-dihydro-13-methyl- dihydrosanguinarine 13-Methyl-13,14-dihydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridine [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine, 13,14-dihydro-13-methyl- dihydroavicine Dihydro Sanguinarine 3lle Hydrosanguinarine

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.

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
2447-54-3 130-86-9 76786-86-2 476-32-4
5578-73-4 87264-51-5
DownStream 3
2447-54-3 5578-73-4 522-30-5

3606-45-9	131984-76-4
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6506-87-2