Mahanine(CAT: I007901) is a natural alkaloid that is isolated from the leaves and bark of the Murraya koenigii (curry leaf) tree. It has been shown to possess a wide range of pharmacological activities, including anti-inflammatory, antioxidant, anti-cancer, and anti-microbial properties. Mahanine has been found to induce cell cycle arrest and apoptosis in various types of cancer cells, including breast cancer, lung cancer, and colon cancer. It has also been shown to inhibit the growth and spread of cancer cells by suppressing the activity of various signaling pathways involved in tumor development and progression. Mahanine has been proposed as a potential therapeutic agent for the treatment of cancer, as well as other inflammatory and infectious diseases.
| Catalog Number | I007901 |
| CAS Number | 28360-49-8 |
| Molecular Formula | C23H25NO2 |
| Purity | 95% |
| Solubility | Soluble in DMSO, not in water |
| Storage | 0 - 4 °C for short term, or -20 °C for long term |
| IUPAC Name | (3R)-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol |
| 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 |
| InChIKey | DWMBXHWBPZZCTN-HSZRJFAPSA-N |
| SMILES | CC1=C2C(=C3C(=C1)C4=C(N3)C=C(C=C4)O)C=CC(O2)(C)CCC=C(C)C |
| Reference | </br>1:Total Synthesis of 7-Hydroxymurrayazolinine, Murrayamine D, and Mahanine via m-Nitro Group Activated Pyran Annulation. Hou S, Liu Y, Kong Y, Brown ML.Org Lett. 2015 May 15;17(10):2298-301. doi: 10.1021/acs.orglett.5b00422. Epub 2015 Apr 28. PMID: 25919697 </br>2:Mahanine, a novel mitochondrial complex-III inhibitor induces G0/G1 arrest through redox alteration-mediated DNA damage response and regresses glioblastoma multiforme. Bhattacharya K, Bag AK, Tripathi R, Samanta SK, Pal BC, Shaha C, Mandal C.Am J Cancer Res. 2014 Nov 19;4(6):629-47. eCollection 2014. PMID: 25520856 Free PMC Article</br>3:Improved chemosensitivity in cervical cancer to cisplatin: synergistic activity of mahanine through STAT3 inhibition. Das R, Bhattacharya K, Samanta SK, Pal BC, Mandal C.Cancer Lett. 2014 Aug 28;351(1):81-90. doi: 10.1016/j.canlet.2014.05.005. Epub 2014 May 14. PMID: 24831030 </br>4:Mahanine synergistically enhances cytotoxicity of 5-fluorouracil through ROS-mediated activation of PTEN and p53/p73 in colon carcinoma. Das R, Bhattacharya K, Sarkar S, Samanta SK, Pal BC, Mandal C.Apoptosis. 2014 Jan;19(1):149-64. doi: 10.1007/s10495-013-0907-6. PMID: 24052409 </br>5:Mahanine restores RASSF1A expression by down-regulating DNMT1 and DNMT3B in prostate cancer cells. Agarwal S, Amin KS, Jagadeesh S, Baishay G, Rao PG, Barua NC, Bhattacharya S, Banerjee PP.Mol Cancer. 2013 Aug 30;12(1):99. doi: 10.1186/1476-4598-12-99. PMID: 24001151 Free PMC Article</br>6:Mahanine, a DNA minor groove binding agent exerts cellular cytotoxicity with involvement of C-7-OH and -NH functional groups. Samanta SK, Dutta D, Roy S, Bhattacharya K, Sarkar S, Dasgupta AK, Pal BC, Mandal C, Mandal C.J Med Chem. 2013 Jul 25;56(14):5709-21. doi: 10.1021/jm400290q. Epub 2013 Jul 5. PMID: 23829449 </br>7:RP-HPLC-DAD for simultaneous estimation of mahanine and mahanimbine in Murraya koenigii. Pandit S, Kumar M, Ponnusankar S, Pal BC, Mukherjee PK.Biomed Chromatogr. 2011 Sep;25(9):959-62. doi: 10.1002/bmc.1561. Epub 2011 Mar 4. PMID: 21381062 </br>8:Insulin resistance due to lipid-induced signaling defects could be prevented by mahanine. Biswas A, Bhattacharya S, Dasgupta S, Kundu R, Roy SS, Pal BC, Bhattacharya S.Mol Cell Biochem. 2010 Mar;336(1-2):97-107. doi: 10.1007/s11010-009-0257-4. Epub 2009 Oct 14. PMID: 19826769 </br>9:Apoptotic effects of mahanine on human leukemic cells are mediated through crosstalk between Apo-1/Fas signaling and the Bid protein and via mitochondrial pathways. Bhattacharya K, Samanta SK, Tripathi R, Mallick A, Chandra S, Pal BC, Shaha C, Mandal C.Biochem Pharmacol. 2010 Feb 1;79(3):361-72. doi: 10.1016/j.bcp.2009.09.007. Epub 2009 Sep 12. PMID: 19751707 </br>10:Mahanine reverses an epigenetically silenced tumor suppressor gene RASSF1A in human prostate cancer cells. Jagadeesh S, Sinha S, Pal BC, Bhattacharya S, Banerjee PP.Biochem Biophys Res Commun. 2007 Oct 12;362(1):212-7. Epub 2007 Aug 9. PMID: 17698033 |
