Department of Pharmacy, No.202 Hospital of PLA, Shenyang 110003, China.
Molecules. 2013 Jan 24;18(2):1405-17. doi: 10.3390/molecules18021405.
The ethanol extract of the whole plants of Viburnum mongolicum afforded six new nor-dammarane triterpenoids: 3β,12β-dihydroxy-25,26,27-trinordammara-22-en -24,20-olide (1), 3β,12β-dihydroxy-24α-methoxy-25,26,27-trinordammara-20,24-epoxy (2), 3β-O-acetyl-12β-hydroxy-23,24,25,26,27-hexanordammarane-20-one (3), 12β-O- acetyl-15α-hydroxy-17β-methoxy-3-oxo-20,21,22-23,24,25,26,27-octanordammanrane (4), 12β-O-acetyl-15α,17β-dihydroxy-3-oxo-20,21,22-23,24,25,26,27-octanordammanrane (5), and 12β,15α-dihydroxy-3-oxo-17-en-20,21,22-23,24,25,26,27-octanordammanrane (6), together with two known nor-dammarane triterpenoids, 12β-hydroxy-3-oxo-24α-methoxy- 25,26,27-trinordammara-20,24-epoxy (7) and 3β,12β-dihydroxy-23,24,25,26,27- hexanordammarane-20-one (8). The structures of the isolated compounds were established based on 1D and 2D (¹H-¹H COSY, HMQC, and HMBC) NMR spectroscopy, in addition to high resolution mass spectrometry. The isolated compounds were tested in vitro for cytotoxic potential against seven tumor cell lines and radical scavenging activities. Compounds 4-6 exhibited significant cytotoxic activities against all tested tumor cell lines and radical scavenging activities against ABTS·+ radicals comparable with the standard drug Trolox.
3β,12β-二羟基-25,26,27-三去甲-22-烯-24,20-内酯(1)、3β,12β-二羟基-24α-甲氧基-25,26,27-三去甲-20,24-环氧(2)、3β-O-乙酰基-12β-羟基-23,24,25,26,27-六去甲-20-酮(3)、12β-O-乙酰基-15α-羟基-17β-甲氧基-3-氧代-20,21,22-23,24,25,26,27-辛烷二氢达玛烷(4)、12β-O-乙酰基-15α,17β-二羟基-3-氧代-20,21,22-23,24,25,26,27-辛烷二氢达玛烷(5)和 12β,15α-二羟基-3-氧代-17-烯-20,21,22-23,24,25,26,27-辛烷二氢达玛烷(6),以及两个已知的达玛烷型三萜:12β-羟基-3-氧代-24α-甲氧基-25,26,27-三去甲-20,24-环氧(7)和 3β,12β-二羟基-23,24,25,26,27-六去甲-20-酮(8)。通过 1D 和 2D(¹H-¹H COSY、HMQC 和 HMBC)NMR 光谱以及高分辨率质谱,确定了分离化合物的结构。对分离得到的化合物进行了体外细胞毒活性测试,以评估其对七种肿瘤细胞系的抑制作用,并测试了其对 ABTS·+自由基的清除能力。化合物 4-6 对所有测试的肿瘤细胞系均表现出显著的细胞毒活性,对 ABTS·+自由基的清除能力与标准药物 Trolox 相当。