Instituto de Química, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico.
Facultad de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico.
Molecules. 2017 Oct 18;22(10):1690. doi: 10.3390/molecules22101690.
From the aerial parts of , eleven diterpenoids were isolated; among them, four icetexanes and one abietane (-) are reported for the first time. Their structures were established by spectroscopic means, mainly ¹H- and C-NMR, including 1D and 2D homo- and hetero-nuclear experiments. Most of the isolated diterpenoids were tested for their antiproliferative, anti-inflammatory, and radical scavenging activities using the sulforhodamine B assay on six cancer cell lines, the TPA-induced ear edema test in mice, and the reduction of the DPPH assay, respectively. Some diterpenoids showed anti-proliferative activity, these being icetexanes and , which were the most active with IC (μM) = 0.27 ± 0.08 and 1.40 ± 0.03, respectively, for U251 (human glioblastoma) and IC (μM) = 0.0.46 ± 0.05 and 0.82 ± 0.06 for SKLU-1 (human lung adenocarcinoma), when compared with adriamycin (IC (μM) = 0.08 ± 0.003 and 0.05 ± 0.003, as the positive control), respectively. Compounds and showed significant reduction of the induced ear edema of 37.4 ± 2.8 and 25.4 ± 3.0% (at 1.0 μmol/ear), respectively. Compound was the sole active diterpenoid in the antioxidant assay (IC = 98. 4 ± 3.3), using α-tocopherol as the positive control (IC (μM) = 31.7 ± 1.04). The diterpenoid profile found is of chemotaxonomic relevance and reinforces the evolutionary link of with other members of the section Tomentellae.
从 的地上部分分离得到 11 个二萜类化合物;其中,4 个异冷杉烷和 1 个枞烷(-)为首次报道。通过光谱学手段,主要是 ¹H-NMR 和 C-NMR,包括 1D 和 2D 同核和异核实验,确定了它们的结构。大多数分离得到的二萜类化合物都进行了抗增殖、抗炎和自由基清除活性测试,采用六株癌细胞系的磺酰罗丹明 B 测定法、小鼠 TPA 诱导的耳肿胀试验和 DPPH 还原法分别进行。一些二萜类化合物表现出抗增殖活性,其中异冷杉烷 和 最为活跃,对 U251(人胶质母细胞瘤)的 IC(μM)分别为 0.27 ± 0.08 和 1.40 ± 0.03,对 SKLU-1(人肺腺癌)的 IC(μM)分别为 0.0.46 ± 0.05 和 0.82 ± 0.06,与阿霉素(IC(μM)= 0.08 ± 0.003 和 0.05 ± 0.003,作为阳性对照)相比。化合物 和 对诱导的耳肿胀的抑制作用分别为 37.4 ± 2.8% 和 25.4 ± 3.0%(在 1.0 μmol/耳)。化合物 是唯一具有抗氧化活性的二萜类化合物(IC = 98.4 ± 3.3),以 α-生育酚作为阳性对照(IC(μM)= 31.7 ± 1.04)。所发现的二萜类化合物图谱具有化学生态学相关性,并加强了 与其他 Tomentellae 成员之间的进化联系。