2-Methylanthraquinone - CAS 84-54-8
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Molecular Formula:
C15H10O2
Molecular Weight:
222.24
COA:
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Chemical Family:
Quinones
Description:
2-Methylanthraquinone is extracted from the roots of Morinda umbellata L. It shows the strongest mosquito larvicidal activity. It is a component of a potential biomarker and may be used to prepare bioreducible anthraquinone derivatives.
Purity:
98.0%
Appearance:
Yellow powder
Synonyms:
b-Methylanthraquinone; Thiophene-3-carbonyl thiophene-3-carboperoxoate; 2-Methyl-9,10-anthraquinone; Tectoquinone; 2-Methylanthracene-9,10-dione
MSDS:
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InChIKey:
NJWGQARXZDRHCD-UHFFFAOYSA-N
InChI:
InChI=1S/C15H10O2/c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16/h2-8H,1H3
Canonical SMILES:
CC1=CC2=C(C=C1)C(=O)C3=CC=CC=C3C2=O
1.Apoptosis induction and G2/M arrest of 2-methyl-1,3,6-trihydroxy-9,10-anthraquinone from Rubia yunnanensis in human cervical cancer Hela cells.
Zeng GZ1, Fan JT, Xu JJ, Li Y, Tan NH. Pharmazie. 2013 Apr;68(4):293-9.
2-Methyl-1,3,6-trihydroxy-9,10-anthraquinone (MTA), one of the major components isolated from the traditional Chinese medicine Rubia yunnanensis, exhibited inhibitory activity on the proliferation of several human cancer cell lines. The results from an annexin V-FITC (fluoresein-5-isothiocyanate) apoptosis assay and DNA content analysis showed that MTA exerted cytotoxicity via apoptosis induction and G2/M cell cycle arrest in human cervical carcinoma HeLa cells. Further, MTA was found to induce apoptosis of HeLa cells through the mitochondria-mediated pathway. It caused the translocation of Bax to the mitochondria and release of cytochrome c into the cytosol, which caused the cleavage of caspase and poly(ADP-ribose) polymerase and finally triggered the apoptosis. Furthermore, the p53/p21/Cdc2-cyclin B1 signaling was found related to the G2/M arrest caused by MTA. The over-expression of p21 and down-expression of cyclin B1 caused by MTA inactivated the Cdc2-cyclin B1 complex of G2/M checkpoint and finally caused the G2/M arrest in HeLa cells.
2.In vitro activities of 3-hydroxy-1,5,6-trimethoxy-2-methyl-9,10-anthraquinone against non-small cell lung carcinoma.
Feng SX1, Guan Q, Chen T, Du C. Arch Pharm Res. 2012 Jul;35(7):1251-8. doi: 10.1007/s12272-012-0716-4. Epub 2012 Aug 3.
Medicinal herbs are the preferred candidates for drug discovery against human diseases including cancer. The roots of Prismatomeris connata have been used in traditional herbal medicine to treat many health problems, particularly pneumoconiosis. This study was to test the anti-tumor activity of 3-hydroxy-1,5,6-trimethoxy-2-methyl-9,10-anthraquinone (PCON6), a major anthraquinone derivative from C. connata, against lung cancer. Cell viability in cultures was assessed by MTT assay. Cell death or apoptosis was determined with annexin-V and 7-aminoactinomycin D staining. Cell cycle was analyzed by both propidium iodide DNA staining and BrdU incorporation assay. Here we showed that in a panel of fifteen different tumor cells lines, a group of four non-small cell lung carcinoma (NSCLC) cell lines exhibited a relatively higher sensitivity to PCON6 growth inhibition than the rest of most non-lung cancer cell lines (p = 0.0461). Further studies demonstrated that the suppression of NSCLC H520 cell growth by PCON6 was associated with its induction of apoptosis at 20 μM (p = 0.
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CAS 84-54-8 2-Methylanthraquinone

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