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A3731

Sigma-Aldrich

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:
Molecular Weight:
384.42
UNSPSC Code:
51101914
NACRES:
NA.85

biological source

Artemisia annua

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

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

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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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H Xu et al.
Rheumatology (Oxford, England), 46(6), 920-926 (2007-02-23)
Recent studies indicate that the anti-malarial agent artemisinin and its derivatives may exert an anti-inflammatory effect. In this study, we explored the effect of artesunate, an artemisinin derivative, on tumour necrosis factor (TNF)-alpha-induced production of interleukins, IL-1beta, IL-6 and IL-8
Wei Li et al.
PLoS genetics, 1(3), e36-e36 (2005-09-20)
Artemisinins, derived from the wormwood herb Artemisia annua, are the most potent antimalarial drugs currently available. Despite extensive research, the exact mode of action of artemisinins has not been established. Here we use yeast, Saccharamyces cerevisiae, to probe the core
Shunyang Fan et al.
Annals of translational medicine, 8(20), 1291-1291 (2020-11-20)
The various anti-inflammatory, anti-apoptotic, and antioxidant effects of Artesunate (Art) have been explored in numerous studies. This study aimed to evaluate the function of Art on myocardial necrosis in apoptotic cardiomyocytes in vivo and in vitro. Sprague Dawley (SD) rats
Erica L L Warkus et al.
Toxicological sciences : an official journal of the Society of Toxicology, 157(1), 235-245 (2017-02-12)
Establishment of effective non-animal alternatives for developmental toxicity screening assays is desirable to ensure maternal and fetal health outcomes. Validation of such assays requires a comparison between the in vitro responses to chemical exposures and the in vivo impacts of
Anais Laleve et al.
Biochimica et biophysica acta. Molecular cell research, 1867(5), 118661-118661 (2020-01-29)
Artemisinin and its derivatives kill malaria parasites and inhibit the proliferation of cancer cells. In both processes, heme was shown to play a key role in artemisinin bioactivation. We found that artemisinin and clinical artemisinin derivatives are able to compensate

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