Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia.
Molecules. 2012 Sep 10;17(9):10791-800. doi: 10.3390/molecules170910791.
An investigation on biologically active secondary metabolites from the stem bark of Mesua beccariana was carried out. A new cyclodione, mesuadione, along with several known constituents which are beccamarin, 2,5-dihydroxy-1,3,4-trimethoxy anthraquinone, 4-methoxy-1,3,5-trihydroxyanthraquinone, betulinic acid and stigmasterol were obtained from this ongoing research. Structures of these compounds were elucidated by extensive spectroscopic methods, including 1D and 2D-NMR, GC-MS, IR and UV techniques. Preliminary tests of the in vitro cytotoxic activities of all the isolated metabolites against a panel of human cancer cell lines Raji (lymphoma), SNU-1 (gastric carcinoma), K562 (erythroleukemia cells), LS-174T (colorectal adenocarcinoma), HeLa (cervical cells), SK-MEL-28 (malignant melanoma cells), NCI-H23 (lung adenocarcinoma), IMR-32 (neuroblastoma) and Hep-G2 (hepatocellular liver carcinoma) were carried out using an MTT assay. Mesuadione, beccamarin, betulinic acid and stigmasterol displayed strong inhibition of Raji cell proliferation, while the proliferation rate of SK-MEL-28 and HeLa were strongly inhibited by stigmasterol and beccamarin, indicating these secondary metabolites could be anti-cancer lead compounds in drug discovery.
对贝卡木茎皮中的生物活性次生代谢产物进行了研究。从正在进行的研究中得到了一种新的环二酮,即贝卡酮,以及几种已知成分,包括贝卡马林、2,5-二羟基-1,3,4-三甲氧基蒽醌、4-甲氧基-1,3,5-三羟基蒽醌、桦木酸和豆甾醇。这些化合物的结构通过广泛的光谱方法阐明,包括 1D 和 2D-NMR、GC-MS、IR 和 UV 技术。对所有分离得到的代谢产物进行了体外细胞毒性活性测试,采用 MTT 法对人癌细胞系 Raji(淋巴瘤)、SNU-1(胃癌)、K562(红白血病细胞)、LS-174T(结肠直肠腺癌)、HeLa(宫颈细胞)、SK-MEL-28(恶性黑色素瘤细胞)、NCI-H23(肺腺癌)、IMR-32(神经母细胞瘤)和 Hep-G2(肝癌)进行了测试。贝卡酮、贝卡马林、桦木酸和豆甾醇对 Raji 细胞增殖具有强烈的抑制作用,而豆甾醇和贝卡马林对 SK-MEL-28 和 HeLa 的增殖率有强烈的抑制作用,表明这些次生代谢产物可能是药物发现中的抗癌先导化合物。