College of Science and Technology, Nihon University, 1-8-14 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan.
Chem Biodivers. 2012 Jun;9(6):1172-87. doi: 10.1002/cbdv.201100349.
Five new saccharide fatty acid esters, named nonioside P (3), nonioside Q (4), nonioside R (8), nonioside S (10), and nonioside T (14), and one new succinic acid ester, butyl 2-hydroxysuccinate (=4-butoxy-3-hydroxy-4-oxobutanoic acid) (31), were isolated, along with 26 known compounds, including eight saccharide fatty acid esters, 1, 2, 5, 6, 7, 9, 12, and 13, three hemiterpene glycosides, 15, 17, and 18, six iridoid glycosides, 21-25, and 27, and nine other compounds, 20, 28, 29, and 32-37, from a MeOH extract of the fruit of Morinda citrifolia (noni). Upon evaluation of these and five other glycosidic compounds, 11, 16, 19, 26, and 30, from M. citrifolia fruit extract for their inhibitory activities against melanogenesis in B16 melanoma cells induced with α-melanocyte-stimulating hormone (α-MSH), most of the saccharide fatty acid esters, hemiterpene glycosides, and iridoid glycosides showed inhibitory effects with no or almost no toxicity to the cells. These compounds were further evaluated with respect to their cytotoxic activities against two human cancer cell lines (HL-60 and AZ521) and their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced with 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells.
从诺丽果的甲醇提取物中分离得到了 27 个化合物，包括 8 个糖酯，1、2、5、6、7、9、12 和 13；3 个裂环烯醚萜糖苷，15、17 和 18；6 个环烯醚萜糖苷，21-25 和 27；以及 9 个其他化合物，20、28、29 和 32-37。此外，还评估了来自诺丽果的另外 5 个糖苷化合物，11、16、19、26 和 30，对 α-促黑素细胞激素（α-MSH）诱导的 B16 黑色素瘤细胞黑素生成的抑制活性。大多数糖酯、裂环烯醚萜糖苷和环烯醚萜糖苷表现出抑制作用，对细胞无毒性或几乎无毒性。这些化合物还进一步评估了它们对两种人类癌细胞系（HL-60 和 AZ521）的细胞毒性活性以及对 12-O-十四烷酰佛波醇-13-醋酸酯（TPA）诱导的 Raji 细胞中 Epstein-Barr 病毒早期抗原（EBV-EA）激活的抑制作用。
