109175-37-3
Chemical Structure
Oxophoebine
- CAS No.: 109175-37-3
- Formula:C20H15NO6
- Molecular Weight:365.34
InChIKey: JHBLLXUDHWJZMA-UHFFFAOYSA-N
SMILES: O=C1C2=NC=CC3=C(C(OC)=C(C(C4=C1C=C5OCOC5=C4)=C23)OC)OC
Biological Activity: Oxophoebine is a biologically active oxoaporphine alkaloid and also a DNA topoisomerase inhibitor. Oxophoebine acts as a cytotoxic agent against certain cancer cells. Oxophoebine binds to Measles Virus fusion protein, hemagglutinin and phosphoprotein, and interferes with viral entry, replication and particle assembly processes. Oxophoebine exhibits selective toxicity towards yeast mutants with defects in DNA repair and recombination. Oxophoebine can be used in studies related to measles and coronavirus disease 2019 (COVID-19)[1][2][3][4][5].
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Oxophoebine | Oxophoebine is a biologically active oxoaporphine alkaloid and also a DNA topoisomerase inhibitor. Oxophoebine acts as a cytotoxic agent against certain cancer cells. Oxophoebine binds to Measles Virus fusion protein, hemagglutinin and phosphoprotein, and interferes with viral entry, replication and particle assembly processes. Oxophoebine exhibits selective toxicity towards yeast mutants with defects in DNA repair and recombination. Oxophoebine can be used in studies related to measles and coronavirus disease 2019 (COVID-19). | |||||||||||||||||||||
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- [1]. Rayanil KO, et al. The first total syntheses of (±)-norphoebine, dehydrophoebine, oxophoebine, dehydrocrebanine, oxocrebanine and uthongine and their cytotoxicity against three human cancer cell lines. Journal of Asian natural products research. 2016 Nov;18(11):1042-56. [Content Brief]
- [2]. Oloche JJ, et al. Molecular Modeling Identification of Key Secondary Metabolites from Xylopia aethiopica as Promising Therapeutics Targeting Essential Measles Viral Proteins. Evid Based Complement Alternat Med. 2023 Feb 9;2023:1575358. [Content Brief]
- [3]. Harrigan GG, et al. Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, Xylopia aethiopica and Miliusa cf. banacea. Journal of natural products. 1994 Jan;57(1):68-73. [Content Brief]
- [4]. Ogunyemi BT, et al. In-silico investigation of oxoaporphine alkaloids of Xylopia aethiopica against SARS-COV-2 main protease. AROC in Natural Products Research. 2022;2(1):01-12.
- [5]. Dholvitayakhun A, et al. Potential applications for Annona squamosa leaf extract in the treatment and prevention of foodborne bacterial disease. Natural product communications. 2013 Mar;8(3):385-8. [Content Brief]
Keywords