Annonacin

• CAS: 111035-65-5
• Catalog Number: ACM111035655
• Category: Main Products
• Molecular Weight: 596.9
• Molecular Formula: C35H64O7
• Synonyms: annonacin;(5S)-5-Methyl-3-[(2R,8R,13R)-2,8,13-trihydroxy-13-[[(2R)-tetrahydro-5α-[(R)-1-hydroxytridecyl]furan]-2β-yl]tridecyl]-2(5H)-furanone
• Melting Point: 69-71 °C
• Appearance: Powder

Case Study

Study on the Anti-Tumor Activity and Mechanism of Annonacin

Chee Voon Yap, et al. Pharmacognosy Res. 2017, 9(4), 378-383.

Extracted from cherimoya seeds, annonacin is a natural compound that has shown potential as an alternative treatment for endometrial cancer (EC). Research has demonstrated that annonacin has antiproliferative effects on various EC cell lines and primary cells, with EC50 values between 4.62 and 4.92 μg/ml. Treatment with annonacin at 4 μg/ml resulted in EC cells being arrested at the G2/M phase, leading to a significant increase in apoptotic cell death compared to untreated cells. This apoptotic cell death was linked to increased caspase-3 cleavage and DNA fragmentation, as well as downregulation of survival protein expression and induction of G2/M cell cycle arrest.
Materials and Methods
· The viability of ECCs treated with annonacin for 72 hours was assessed through the methyl thiazolyl tetrazolium assay.
· Cell cycle arrest and apoptotic cell death were examined using propidium iodide and annexin V-PE/7-AAD assay.
· DNA strand breaks were observed with the transferase dUTP nick end labeling assay, and the impact of annonacin on survival signaling was studied through western blotting.

Annonacin's Larvicidal and Enzyme Inhibitory Effects on Ae. Aegypti And Ae. Albopictus.

Rodrigues, Alzeir Machado, et al. Pharmaceuticals, 2019, 12(3), 112.

The study evaluated the larvicidal activity of an acetogenin-rich fraction (ACERF) and annonacin obtained from Annona muricata seeds on Ae. aegypti and Ae. albopictus. Annonacin exhibited higher activity against Ae. aegypti (LC50 2.65 μg·mL-1) than Ae. albopictus (LC50 8.34 μg·mL-1). Treatment with annonacin led to notable differences in the inhibition of metabolic enzymes in Ae. aegypti and Ae. albopictus larvae when compared to untreated larvae.
Experimental Design
· Larvicidal assay: The larvicidal experiment involved testing ACERF and annonacin at concentrations ranging from 0.5 to 75 μg·mL-1, with each test being conducted in triplicate. The substances were diluted in a solution of 5% dimethyl sulfoxide (DMSO) and 95% distilled water, while a negative control using only DMSO and water was included. Each test included twenty larvae, and mortality was assessed after 24 hours of exposure.
· To analyze the impact of ACERF and annonacin on mosquito larvae, enzymatic assays were carried out using the Bioplus Bio-200 biochemical analyzer. Larvae of Ae. aegypti and Ae. albopictus were exposed to a concentration of 25 μg·mL-1 of the substances for 24 hours to evaluate their effects on key enzymes involved in Culicidae larvae metabolism. The enzymes studied included alkaline phosphatase, acid phosphatase, proteases, esterases, and amylases, with all experiments focusing on larval stages.