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Dimethylaminoparthenolide (DMAPT) is a parthenolide analog with improved solubility and bioavailability showing anticancer activities in various tumor models. It suppresses in vivo tumor growth of tobacco-associated lung and bladder cancer by inhibiting NFkB DNA binding and cellular proliferation. DMAPT inhibits NF-κB and prevents double-stranded DNA break repair. In vitro and in vivo DMAPT decreases activity of STAT3 and MCL-1, decreasing cell proliferation and lung tumor growth.
| Cas No. | 870677-05-7 |
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| Purity | ≥98% |
| Formula | C17H27NO3 |
| Formula Wt. | 293.41 |
| Chemical Name | (4E,8S)-8-[(dimethylamino)methyl]-2,3,6,7,7aS,8,10aS,10bR-octahydro-1aR,5-dimethyl-oxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one |
| IUPAC Name | (4E,8S)-8-[(dimethylamino)methyl]-2,3,6,7,7aS,8,10aS,10bR-octahydro-1aR,5-dimethyl-oxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one |
| Synonym | Dimethylaminoparthenolide; DMAPT |
| Melting Point | 149°C t° 143°C |
| Solubility | DMSO (10 mg/mL), Ethanol (10 mg/mL). DMF (20 mg/mL). DMF:H2O (5:95). |
| Appearance | White crystalline solid |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
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| Info Sheet |
Shanmugam R , Kusumanchi P, Appaiah H, et al. A water soluble parthenolide analog suppresses in vivo tumor growth of two tobacco-associated cancers, lung and bladder cancer, by targeting NF-κB and generating reactive oxygen species. Int J Cancer. 2011;128(10):2481-94. PMID: 20669221 PMCID: PMC2982935 DOI: 10.1002/ijc.25587.
Song JM, Qian X, Upadhyayya P, et al. Dimethylaminoparthenolide, a water soluble parthenolide, suppresses lung tumorigenesis through down-regulating the STAT3 signaling pathway. Curr Cancer Drug Targets. 2014 Jan;14(1):59-69. PMID: 24200081.
Estabrook NC, Chin-Sinex H, Borgmann AJ, et al. Inhibition of NF-κB and DNA double-strand break repair by DMAPT sensitizes non-small-cell lung cancers to X-rays. Free Radic Biol Med. 2011 Dec 15;51(12):2249-58. PMID: 22019440.
Guzman M, Rossi R, Neelakantan S, et al. An orally bioavailable parthenolide analog selectively eradicates acute myelogenous leukemia stem and progenitor cells. Blood. 2007 Dec 15;110(13):4427-4435. PMID: 17804695.