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乳香树胶脂中的柏烷型二萜:Boscartins L-O

Boscartins L-O: Cembrane-type diterpenoids from the gum resin of Boswellia sacra Flueck.

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

出版信息

Phytochemistry. 2019 Jul;163:126-131. doi: 10.1016/j.phytochem.2019.03.005. Epub 2019 May 3.

DOI:10.1016/j.phytochem.2019.03.005
PMID:31059964
Abstract

Four undescribed cembrane-type diterpenoids, boscartins L-O, as well as five known compounds (1S, 3R, 11S, 12R, 7E)-1,12-epoxy-4-methylenecembr-7- ene- 3,11-diol, isoincensole oxide, incensole oxide, incensole acetate and incensole oxide acetate were isolated from the gum resin of Boswellia sacra Flueck. (Burseraceae). The structures of these compounds were elucidated by extensive 1D and 2D NMR spectroscopic and mass spectrometric analysis, as well as comparisons with known compounds. The absolute configurations of the known compound (1S, 3R, 7E, 11S, 12R)-1,12-epoxy-4-methylenecembr-7-ene-3,11-diol was unequivocally confirmed by single-crystal X-ray diffraction analysis with Cu Kα radiation. Incensole acetate exhibited significant hepatoprotective activity at 10 μM against paracetamol-induced HepG2 cell damage.

摘要

从乳香树(橄榄科)的胶树脂中分离得到四个未描述的海松烷型二萜类化合物,分别为 boscartin L-O,以及五个已知化合物(1S, 3R, 11S, 12R, 7E)-1,12-环氧-4-亚甲基-7-烯-3,11-二醇、异莪术脑、莪术脑、乙酸莪术醇和乙酸莪术脑。通过广泛的 1D 和 2D NMR 光谱和质谱分析以及与已知化合物的比较,确定了这些化合物的结构。通过单晶 X 射线衍射分析用 Cu Kα 辐射,明确确定了已知化合物(1S, 3R, 7E, 11S, 12R)-1,12-环氧-4-亚甲基-7-烯-3,11-二醇的绝对构型。乙酸莪术醇在 10 μM 时对扑热息痛诱导的 HepG2 细胞损伤表现出显著的保肝活性。

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