A3731

Artesunate

from Artemisia annua

• Synonym(s): Artesunic acid, dihydroartemisinine-12-alpha-succinate, succinyl dihydroartemisinin
• Empirical Formula (Hill Notation): C₁₉H₂₈O₈
• CAS Number: 88495-63-0
• Molecular Weight: 384.42
• MDL number: MFCD00866204
• UNSPSC Code: 51101914
• NACRES: NA.85

Properties

• biological source: Artemisia annua
• Quality Segment: 100
• form: crystalline powder
• color: white to off-white
• solubility: acetone: 33.4 mg/mL
• antibiotic activity spectrum: neoplastics, parasites
• mode of action: protein synthesis | interferes
• storage temp.: room temp
• SMILES string: O1OC2(O[C@H]3O[C@@H]([C@@H]([C@H]4[C@]31[C@H]([C@@H](CC4)C)CC2)C)OC(=O)CCC(=O)O)C
• InChI: 1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16+,17-,18?,19-/m1/s1
• InChI key: FIHJKUPKCHIPAT-JQXDXKTESA-N

Description

General description

Artesunate is a semisynthetic derivative of artemisinin used to treat malaria. It has also been shown to effective against other parasites such as liver flukes. Artesunate also demonstrates cytotoxic action against cancer cell lines of different tumor types.

Application

• Unrevealing the therapeutic potential of artesunate against emerging zoonotic Babesia microti infection in the murine model.: This study explores the efficacy of artesunate in treating Babesia microti infection, a zoonotic disease, in mice. The findings suggest that artesunate significantly reduces parasitemia, indicating its potential as a therapeutic agent for zoonotic infections (Fazilani et al., 2024).


• Antitumour effects of artesunate via cell cycle checkpoint controls in human oesophageal squamous carcinoma cells.: The study investigates artesunate′s antitumor properties in oesophageal squamous carcinoma cells, highlighting its ability to regulate cell cycle checkpoints and inhibit cancer cell proliferation. These findings underscore artesunate′s potential in cancer therapy (Mao et al., 2024).


• 3D printing of multi-unit gastro-retentive tablets for the pulsatile release of artesunate.: This study presents a novel approach to drug delivery using 3D-printed gastro-retentive tablets for the pulsatile release of artesunate. The technology promises improved bioavailability and therapeutic efficacy of artesunate for various medical conditions (Yan et al., 2024).

Biochem/physiol Actions

Artesunate acts on the electron transport chain, generates local reactive oxygen species, and causes the depolarization of the mitochondrial membrane[1]. It inhibits TNFα-induced production of proinflammatory cytokines via inhibition of NF-κB and PI3 kinase/Akt signal pathway in human rheumatoid arthritis fibroblast-like synoviocytes[2].

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Safety Information

• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves
• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H242,H302 + H312 + H332
• pcodes: P210 - P235 - P280 - P302 + P352 + P312 - P304 + P340 + P312 - P370 + P378
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Org. Perox. D
• Storage Class: 5.2 - Organic peroxides and self-reacting hazardous materials