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Haemanthamine

Catalog No. T11534   CAS 466-75-1

Haemanthamine is an alkaloid isolated from the Amaryllidaceae plants with potent anticancer activity. It inhibits protein biosynthesis during the elongation stage of translation. It has antimalarial, pro-apoptotic, antiviral, antioxidant, and anticonvulsant activities.

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Haemanthamine Chemical Structure
Haemanthamine, CAS 466-75-1
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Biological Description
Chemical Properties
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Description Haemanthamine is an alkaloid isolated from the Amaryllidaceae plants with potent anticancer activity. It inhibits protein biosynthesis during the elongation stage of translation. It has antimalarial, pro-apoptotic, antiviral, antioxidant, and anticonvulsant activities.
In vitro Haemanthamine binds at the A-site cleft of the peptidyl transferase center on the large ribosomal subunit, creating unique molecular interactions with the 25S rRNA. Haemanthamine has a highly specific inhibitory effect on pre-rRNA processing, leading to the activation of a p53-dependent antitumoral surveillance pathway known as nucleolar stress.Haemanthamine (1-100 μM; 24-48 hours; A2780 cells) treatment shows a time- and dose-dependent decrease in cell viability. Haemanthamine (10 μM; 24-72 hours; A2780 cells) treatment leads to a significant inhibition of A2780 cell proliferation.
In vivo A pharmacokinetic study on Haemanthamine in rats indicates a swift distribution phase lasting 30 minutes, followed by a half-life of 70.4 minutes, primarily undergoing renal clearance. The extensive distribution volume of 13.7 L/kg implies robust intracellular penetration, with plasma concentrations exceeding 1 μM for over an hour following a single 10-mg/kg dose.
Molecular Weight 301.34
Formula C17H19NO4
CAS No. 466-75-1

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

TargetMolReferences and Literature

1. Pellegrino S, et al. The Amaryllidaceae Alkaloid Haemanthamine Binds the Eukaryotic Ribosome to Repress Cancer Cell Growth. Structure. 2018 Mar 6;26(3):416-425.e4. 2. Seifrtová M, et al. Haemanthamine alters sodium butyrate-induced histone acetylation, p21WAF1/Cip1 expression, Chk1 and Chk2 activation and leads to increased growth inhibition and death in A2780 ovarian cancer cells. Phytomedicine. 2017 Nov 15;35:1-10.

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Haemanthamine 466-75-1 Others inhibitor inhibit

 

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