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A3731

Artesunate

from Artemisia annua

Synonym(s):

Artesunic acid, dihydroartemisinine-12-alpha-succinate, succinyl dihydroartemisinin

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About This Item

Empirical Formula (Hill Notation):
C19H28O8
CAS Number:
88495-63-0
Molecular Weight:
384.42
MDL number:
MFCD00866204
UNSPSC Code:
51101914
NACRES:
NA.85
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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

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. 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.

Other Notes

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

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flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

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

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