85547-22-4
Chemical Structure
Aaptamine
- CAS No.: 85547-22-4
- Formula:C13H12N2O2
- Molecular Weight:228.25
IUPAC Name: 8,9-dimethoxy-1H-benzo[de][1,6]naphthyridine
InChIKey: IVXSXOFPZFVZTM-UHFFFAOYSA-N
SMILES: COC1=C2C3=C(N=CC=C3C=C1OC)C=CN2
Biological Activity: Aaptamine is an alkaloid that can be isolated from the sponge Aaptos suberitoides. Aaptamine is a competitive antagonist of the α-adrenergic receptor, as well as an inhibitor of the proteasome and cholinesterase. Aaptamine is cytotoxic to tumor cells and can induce apoptosis, cell cycle arrest of tumor cells, and the expression of p21 through a p53-independent pathway. Aaptamine has multiple activities such as anti-tumor, antioxidant, antibacterial, and analgesic effects[1][2][3][4][5][6][7].
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Aaptamine | 99.71% | Aaptamine is an alkaloid that can be isolated from the sponge Aaptos suberitoides. Aaptamine is a competitive antagonist of the α-adrenergic receptor, as well as an inhibitor of the proteasome and cholinesterase. Aaptamine is cytotoxic to tumor cells and can induce apoptosis, cell cycle arrest of tumor cells, and the expression of p21 through a p53-independent pathway. Aaptamine has multiple activities such as anti-tumor, antioxidant, antibacterial, and analgesic effects. | ||||||||||||||||||||
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- [1]. Ohizumi Y, et al. Alpha-adrenoceptor blocking action of aaptamine, a novel marine natural product, in vascular smooth muscle. J Pharm Pharmacol. 1984 Nov;36(11):785-6. [Content Brief]
- [2]. Aoki S, et al. Aaptamine, a spongean alkaloid, activates p21 promoter in a p53-independent manner. Biochem Biophys Res Commun. 2006 Mar 31;342(1):101-6. [Content Brief]
- [3]. Tsukamoto S, et al. Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor. Bioorg Med Chem Lett. 2010 Jun 1;20(11):3341-3. [Content Brief]
- [4]. Dyshlovoy SA, et al. Aaptamines from the marine sponge Aaptos sp. display anticancer activities in human cancer cell lines and modulate AP-1-, NF-κB-, and p53-dependent transcriptional activity in mouse JB6 Cl41 cells. Biomed Res Int. 2014;2014:469309. [Content Brief]
- [5]. Suciati S, et al. In vitro and in silico cholinesterase inhibitory activities of aaptamine and derivatives from Aaptos suberitoides. Journal of Pharmacy and Pharmacognosy Research, 2025, 13(3): 757-773.
- [6]. Rajivgandhi G, et al. Marine sponge alkaloid aaptamine enhances the anti-bacterial and anti-cancer activity against ESBL producing Gram negative bacteria and HepG 2 human liver carcinoma cells. Biocatalysis and Agricultural Biotechnology, 2019, 17: 628-637.
- [7]. Sung CS, et al. Antinociceptive Effects of Aaptamine, a Sponge Component, on Peripheral Neuropathy in Rats. Mar Drugs. 2023 Feb 4;21(2):113. [Content Brief]
Keywords
