Kyoto Pharmaceutical University , Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
J Nat Prod. 2014 Apr 25;77(4):990-9. doi: 10.1021/np401091f. Epub 2014 Mar 6.
The methanolic extract from the flower buds of Cananga odorata showed an inhibitory effect on melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. From the methanolic extract, two new lignan dicarboxylates, canangalignans I and II, three new terpenoids, canangaterpenes I, II, and III, and eight known compounds were isolated. The structures of these compounds were elucidated on the basis of chemical/physicochemical evidence. Several mono- and sesquiterpene analogues significantly inhibited melanogenesis. In particular, canangaterpene I and (3R,3aR,8aS)-3-isopropyl-8a-methyl-8-oxo-1,2,3,3a,6,7,8,8a-octahydroazulene-5-carbaldehyde exhibited a potent inhibitory effect on melanogenesis [inhibition (%): 34.7±4.2 (p<0.01), 45.5±5.7 (p<0.01) at 1 μM, respectively] without inducing cytotoxicity. Moreover, the biological effect of these compounds was much stronger than that of the reference compound, arbutin. Thus, these isolated terpenoid derivatives may be promising therapeutic agents for the treatment of several skin disorders.
从黄花夹竹桃花蕾的甲醇提取物中分离得到两种新的木脂素二羧酸酯（canangalignans I 和 II）、三种新的萜类化合物（canangaterpenes I、II 和 III）和八种已知化合物。这些化合物的结构是基于化学/物理化学证据阐明的。一些单萜和倍半萜类似物对黑色素生成有显著的抑制作用。特别是，canangaterpene I 和 (3R,3aR,8aS)-3-异丙基-8a-甲基-8-氧代-1,2,3,3a,6,7,8,8a-八氢薁-5-甲醛对黑色素生成表现出很强的抑制作用 [抑制率（%）：1 μM 时分别为 34.7±4.2（p<0.01）和 45.5±5.7（p<0.01），而没有诱导细胞毒性。此外，这些化合物的生物学效应比对照化合物熊果苷强得多。因此，这些分离得到的萜类衍生物可能是治疗多种皮肤疾病的有前途的治疗剂。
