910050-51-0
Chemical Structure
Phaeosphaeride A
- CAS No.: 910050-51-0
- Formula:C15H23NO5
- Molecular Weight:297.35
InChIKey: PQXBZFLVJGBOAD-XEGUGMAKSA-N
SMILES: C=C1C2=C([C@@H]([C@@](O)([C@@H](O2)CCCCC)C)O)C(N1OC)=O
Biological Activity: Phaeosphaeride A is a STAT3 inhibitor with an IC50 of 0.61 mM against human STAT3. It exhibits higher selectivity for STAT3 over STAT1 and STAT5. Phaeosphaeride A inhibits the binding of STAT3 to DNA, STAT3-dependent transcriptional activity, as well as IL-6-induced phosphorylation and signaling of STAT3. Phaeosphaeride A activates the JNK, p38, Akt, CREB and STAT5A/B signaling pathways. Phaeosphaeride A induces oxidative stress (ROS), exerts antiproliferative and growth-inhibitory effects in cancer cells, and shows low cytotoxicity toward non-cancerous cells. Phaeosphaeride A is a phytotoxin and a weak animal toxin, with no antimicrobial activity against tested bacteria and fungi. Phaeosphaeride A can be used in research related to conditions such as cervical cancer and multiple myeloma, as well as weed infestations[1][2][3][4][5].
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Phaeosphaeride A | Phaeosphaeride A is a STAT3 inhibitor with an IC50 of 0.61 mM against human STAT3. It exhibits higher selectivity for STAT3 over STAT1 and STAT5. Phaeosphaeride A inhibits the binding of STAT3 to DNA, STAT3-dependent transcriptional activity, as well as IL-6-induced phosphorylation and signaling of STAT3. Phaeosphaeride A activates the JNK, p38, Akt, CREB and STAT5A/B signaling pathways. Phaeosphaeride A induces oxidative stress (ROS), exerts antiproliferative and growth-inhibitory effects in cancer cells, and shows low cytotoxicity toward non-cancerous cells. Phaeosphaeride A is a phytotoxin and a weak animal toxin, with no antimicrobial activity against tested bacteria and fungi. Phaeosphaeride A can be used in research related to conditions such as cervical cancer and multiple myeloma, as well as weed infestations. | |||||||||||||||||||||
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References
- [1]. Abzianidze V, et al. Natural Phaeosphaeride A Derivatives Overcome Drug Resistance of Tumor Cells and Modulate Signaling Pathways. Pharmaceuticals (Basel, Switzerland). 2022 Mar 24;15(4):395. [Content Brief]
- [2]. Chatzimpaloglou A, et al. Total synthesis and biological activity of the proposed structure of phaeosphaeride A. The Journal of organic chemistry. 2012 Nov 02;77(21):9659-67. [Content Brief]
- [3]. Hirayama Y, et al. Biological evaluation of signal transducer and activator of transcription 3 (STAT3) targeting by phaeosphaeride A and its analogs. Bioorganic & medicinal chemistry letters. 2024 Dec 01;114:130004. [Content Brief]
- [4]. Maloney KN, et al. Phaeosphaeride A, an inhibitor of STAT3-dependent signaling isolated from an endophytic fungus. Organic letters. 2006 Aug 31;8(18):4067-70. [Content Brief]
- [5]. Poluektova E, et al. Curvulin and Phaeosphaeride A from Paraphoma sp. VIZR 1.46 Isolated from Cirsium arvense as Potential Herbicides. Molecules. 2018 Oct 28;23(11):2795. [Content Brief]
