NSC403140
- CAS No.
- 466-75-1
- Chemical Name:
- NSC403140
- Synonyms
- Haemanthamine;NSC403140;Natalensine;Hemanthamine;3-Epicrinamine
- CBNumber:
- CB41250334
- Molecular Formula:
- C17H19NO4
- Molecular Weight:
- 301.33706
- MDL Number:
- MFCD30834689
- MOL File:
- 466-75-1.mol
- MSDS File:
- SDS
| storage temp. | Store at -20°C |
|---|---|
| solubility | DMSO : 100 mg/mL (331.85 mM; Need ultrasonic) |
| form | Solid |
| color | White to off-white |
| FDA UNII | VBL6HZX2ZB |
NSC403140 price
NSC403140 Chemical Properties, Uses, Production
Uses
Haemanthamine is a crinine-type alkaloid isolated from the Amaryllidaceae plants with potent anticancer activity. Haemanthamine targets ribosomal that inhibits protein biosynthesis during the elongation stage of translation. Haemanthamine has pro-apoptotic, antioxidant, antiviral, antimalarial and anticonvulsant activities[1][2].
Definition
ChEBI: Haemanthamine is an alkaloid.
Biological Activity
Haemanthamine is a rhodophylline-like alkaloid isolated from the Amaryllidaceae plant with potent anticancer activity. It targets the ribosome to inhibit protein biosynthesis during the elongation phase of translation, and has proapoptotic, antioxidant, antiviral, antimalarial and anticonvulsant activities.
in vitro
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.
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.
Cell Viability Assay
| A2780 ovarian cancer cells | |
| Concentration: | 1 μM, 10 μM, 50 μM, 100 μM |
| Incubation Time: | 24 hours, 48 hours |
| Result: | Showed a time- and dose-dependent decrease in cell viability. |
Cell Proliferation Assay
| Cell Line: | A2780 ovarian cancer cells |
| Concentration: | 10 μM |
| Incubation Time: | 24 hours, 48 hours, 72 hours |
| Result: | Led to a significant inhibition of A2780 cell proliferation. |
in vivo
A pharmacokinetic study of Haemanthamine in rats shows a rapid distribution phase of 30 min, a half-life of 70.4 min, and a major clearance through renal elimination. The high distribution volume of 13.7 L/kg suggests a high intracellular penetration, and its plasmatic concentration remains higher than 1 μM for at least 1 hr after a single 10-mg/kg administration.
References
[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. DOI:10.1016/j.str.2018.01.009
[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. DOI:10.1016/j.phymed.2017.08.019
NSC403140 Preparation Products And Raw materials
NSC403140 Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| Changzhou Xianglong Pharmaceutical Technology Co., LTD | 18661161657 | sales@xianglongpharm.com | China | 9998 | 58 |
| RD International Technology Co., Limited | 18024082417 | market@ubiochem.com | China | 9831 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 29874 | 58 |
| Guangzhou Ruidi Biotechnology Co., Ltd. | 020-82099279 18988941402 | sales@ubiochem.com | China | 9998 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 50068 | 58 |
