Departament de Productes Naturals, Biologia Vegetal i Edafologia, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Catalonia, Spain.
Phytother Res. 2011 Nov;25(11):1686-92. doi: 10.1002/ptr.3468. Epub 2011 Mar 25.
Crinum zeylanicum is used in folk medicine as a rubefacient in rheumatism, a treatment for malaria or as a poison. Complex alkaloid profiles in C. zeylanicum plant organs were revealed by GC-MS analysis, including several bioactive compounds. Crinine, lycorine, 11-O-acetoxyambelline, ambelline, 6-hydroxybuphanidrine and 6-ethoxybuphanidrine (an artefact of the isolation procedure) were isolated. Crinine, 6-hydroxybuphanidrine and 6-ethoxybuphanidrine showed antiproliferative effects against human tumor cell lines, crinine being the most active (IC₅₀ 14.04 μM against HL-60/Dox). The latter compound induced apoptosis in a dose-dependent manner in HL-60 and MDA-MB-231 cell lines. Structure-activity relationships in the studied molecules indicated that the hydrogenation of the double bond at C1-C2 leads to a loss of activity, whereas substitutions at C6, C8 and C11 affect their cytotoxicity.
文殊兰被民间医学用作治疗风湿的刺激剂，治疗疟疾或作为毒药。GC-MS 分析揭示了文殊兰植物器官中的复杂生物碱谱，包括几种生物活性化合物。分离得到了可鲁因、石蒜碱、11-O-乙酰氧基安贝灵、安贝灵、6-羟基布非那定和 6-乙氧基布非那定（分离过程中的一种人工产物）。可鲁因、6-羟基布非那定和 6-乙氧基布非那定对人肿瘤细胞系表现出抗增殖作用，其中可鲁因最为活跃（对 HL-60/Dox 的 IC₅₀ 为 14.04 μM）。后一种化合物在 HL-60 和 MDA-MB-231 细胞系中以剂量依赖性方式诱导细胞凋亡。所研究分子的构效关系表明，C1-C2 处双键的加氢导致活性丧失，而 C6、C8 和 C11 处的取代会影响其细胞毒性。
