Department of Chemistry, School of Chemical Sciences, Bharathiar University, Coimbatore 641 046, Tamil Nadu, India; Department of Chemistry, Richardson College for the Environmental and Science Complex, The University of Winnipeg, 599 Portage Avenue, Winnipeg, Manitoba R3B 2G3, Canada.
Department of Agricultural Microbiology, Tamil Nadu Agricultural University, Coimbatore 641 003, Tamil Nadu, India.
Fitoterapia. 2014 Apr;94:10-20. doi: 10.1016/j.fitote.2014.01.004. Epub 2014 Jan 18.
Chemical investigation of the fruit pulp of Murraya koenigii resulted in the identification of two new dimeric carbazole alkaloids, bisgerayafoline D (1) and bismahanimbinol (2) along with four known alkaloids, bispyrayafoline (3), O-methyl mahanine (4), O-methyl mukonal (5), and mahanine (6). Structures of 1-6 were determined with the aid of UV, IR, Mass and extensive NMR spectroscopic studies. Absolute configurations of biaryls in 1 and 2 were assigned using a combination of computational Circular Dichroism (CD) and experimental electronic CD spectroscopic data. Compounds 1-6 were evaluated for anti-oxidant, anti-α-glucosidase, DNA binding, protein interactions and cytotoxic activities. Among all the isolates, mahanine (6) was found to exhibit significant radical scavenging and α-glucosidase inhibitory activities. Compound 6 was also found to be active in cytotoxicity assay against three human cancer cell lines HeLa, HCT116, AGS and this compound was weakly active against normal mouse embryonic fibroblasts (NIH3T3).
对九里香果实的化学成分研究,分离得到了两个新的二聚咔唑生物碱:bisgerayafoline D(1)和 bismahanimbinol(2),以及四个已知的生物碱:bispyrayafoline(3)、O-甲基千里光菲灵碱(4)、O-甲基 mukonal(5)和千里光菲灵碱(6)。通过 UV、IR、质谱和广泛的 NMR 光谱研究确定了 1-6 的结构。通过计算圆二色性(CD)和实验电子 CD 光谱数据的组合,确定了 1 和 2 中双芳基的绝对构型。对化合物 1-6 进行了抗氧化、抗α-葡萄糖苷酶、DNA 结合、蛋白质相互作用和细胞毒性活性评价。在所有分离得到的化合物中,千里光菲灵碱(6)表现出显著的自由基清除和α-葡萄糖苷酶抑制活性。该化合物对三种人癌细胞系 HeLa、HCT116、AGS 具有细胞毒性活性,对正常小鼠胚胎成纤维细胞(NIH3T3)的活性较弱。