Mahanine
CAS 28360-49-8 MFCD28360498
化学结构图
SMILES:
化学属性
| Mol. Weight | 347.45 |
|---|
别名和识别编码
| Chemical Name | Mahanine |
|---|---|
| Formula | C23H25NO2 |
| Synonym | Mahanine. |
| IUPAC Name | (R)-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol |
| InChIKey | DWMBXHWBPZZCTN-HSZRJFAPSA-N |
| InChI | InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-18-21-19(12-15(3)22(18)26-23)17-8-7-16(25)13-20(17)24-21/h6-9,11-13,24-25H,5,10H2,1-4H3/t23-/m1/s1 |
| Canonical SMILES | OC1=CC2=C(C=C1)C3=C(C(C=C[C@](CC/C=C(C)/C)(C)O4)=C4C(C)=C3)N2. |
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产品应用
- Mahanine, a carbazole alkaloid (occurs in the edible part of Micromelum minutum, Murraya koenigii and related species), is a DNA minor groove binding agent with potent anticancer activity. Mahanine down regulates cell survival factors by activation of caspase-3 through mitochondrial dependent pathway. Mahanine was found to inhibit growth of PC3 and LNCaP prostate cancer cells in a dose and time-dependent manner. Mechanistically, mahanine inhibited cell-survival pathway by dephosphorylation of PIP3 dependent kinase 1 (PDK1) thereby deactivation of Akt and downregulation of Bcl-xL. In addition, mahanine activated caspase pathway (caspases 9 and 3) and eventually cleavage of DNA repair enzyme, PARP resulting DNA fragmentation and apoptosis.
