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Dihydrochelerythrine

Dihydrochelerythrine (DHC) is a benzophenanthridine alkaloid originally found in the stem bark of Garcinia. This compound exhibits a wide variety of antimicrobial activities (anti-parasitic, antifungal, and antibacterial) as well as anticancer, analgesic, and anti-inflammatory properties. DHC is active against Trypanosoma, Leishmania, Botrytis, Erysiphe, Candida, and various gram positive and gram negative bacteria. Additionally, DHC induces dissipation of the mitochondrial membrane potential in leukemia cells, resulting in apoptosis and necrosis. This compound also binds DNA sequences containing contiguous G or C base pairs.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/1886949

Cas No.

6880-91-7

Purity

≥98%

Formula

C21H19NO4

Formula Wt.

349.38

IUPAC Name

1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine

Appearance

White to off white powder

Yao JY, Zhou ZM, Li XL, et al. Antiparasitic efficacy of dihydrosanguinarine and dihydrochelerythrine from Macleaya microcarpa against Ichthyophthirius multifiliis in richadsin (Squaliobarbus curriculus). Vet Parasitol. 2011 Dec 29;183(1-2):8-13. PMID: 21813242.

Feng G, Zhang J, Liu YQ. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9. PMID: 21500094.

Vrba J, Dolezel P, Vicar J, et al. Chelerythrine and dihydrochelerythrine induce G1 phase arrest and bimodal cell death in human leukemia HL-60 cells. Toxicol In Vitro. 2008 Jun;22(4):1008-17. PMID: 18358694.

Fotie J, Bohle DS, Olivier M, et al. Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida. J Nat Prod. 2007 Oct;70(10):1650-3. PMID: 17880175.

Hu J, Zhang WD, Liu RH, et al. Benzophenanthridine alkaloids from Zanthoxylum nitidum (Roxb.) DC, and their analgesic and anti-inflammatory activities. Chem Biodivers. 2006 Sep;3(9):990-5. PMID: 17193331.

Bai LP, Zhao ZZ, Cai Z, et al. DNA-binding affinities and sequence selectivity of quaternary benzophenanthridine alkaloids sanguinarine, chelerythrine, and nitidine. Bioorg Med Chem. 2006 Aug 15;14(16):5439-45. PMID: 16730995.

Navarro V, Delgado G. Two antimicrobial alkaloids from Bocconia arborea. J Ethnopharmacol. 1999 Aug;66(2):223-6. PMID: 10433482.

ACP196