State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, PR China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming, 650201, PR China; University of Chinese Academy of Sciences, Beijing, 100049, PR China.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, PR China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming, 650201, PR China.
Phytochemistry. 2019 Jan;157:43-52. doi: 10.1016/j.phytochem.2018.10.010. Epub 2018 Oct 23.
Twenty-four diterpenoids of abietane family, including thirteen undescribed compounds and eleven known ones, were isolated from the leaves of Leucosceptrum canum. Their structures were elucidated by comprehensive spectroscopic analyses (including 1D and 2D-NMR and HRMS), and in the case of 15-hydroxy-abieta-8,11,13-trien-3-one by single-crystal X-ray diffraction. Their frameworks are highly diversified, involving normal abietane, 9,10-epoxy-9,10-seco-abietane, 18(4 → 3)-abeo-abietane, 3,4-seco-18(4 → 3)-abeo-abietane, and 16-nor-abietane. Selected compounds were evaluated for their cytotoxic activity against three human tumor cell lines, NCI-H1975, HepG2 and MCF-7. Among them, 3β-hydroxy-abieta-8,13-diene, 3β-hydroxy-abieta-8,11,13,15-tetraene, and 3β-hydroxy-9,10-epoxy-9,10-seco-abieta-8,11,13-triene exhibited moderate cytotoxicity against all three cell lines with IC values ranging from 8.11 to 50.73 μM, while 3α-hydroxy-abieta-8,11,13,15-tetraene, 3β-hydroxy-abieta-8,11,13,15-tetraen-7-one, and 15-hydroxy-18(4 → 3)-abeo-abieta-3,8,11,13-tetraene were selectively active with IC values ranging from 28.80 to 71.29 μM.
从 Leucosceptrum canum 的叶子中分离得到了 24 种松香烷二萜类化合物，包括 13 种未描述的化合物和 11 种已知化合物。通过全面的光谱分析（包括 1D 和 2D-NMR 和 HRMS）以及 15-羟基-abiata-8,11,13-trien-3-one 的单晶 X 射线衍射确定了它们的结构。它们的骨架高度多样化，涉及到正常的松香烷、9,10-环氧-9,10-降松香烷、18(4 → 3)-abeo-松香烷、3,4-降 18(4 → 3)-abeo-松香烷和 16-降松香烷。对部分化合物进行了抗三种人肿瘤细胞系（NCI-H1975、HepG2 和 MCF-7）的细胞毒性活性评价。其中，3β-羟基-abiata-8,13-二烯、3β-羟基-abiata-8,11,13,15-四烯和 3β-羟基-9,10-环氧-9,10-降松香烷-8,11,13-三烯对三种细胞系均表现出中等的细胞毒性，IC 值范围为 8.11-50.73μM，而 3α-羟基-abiata-8,11,13,15-四烯、3β-羟基-abiata-8,11,13,15-四烯-7-酮和 15-羟基-18(4 → 3)-abeo-abiata-3,8,11,13-四烯则具有选择性活性，IC 值范围为 28.80-71.29μM。
