当前位置: X-MOL 学术Nat. Prod. Bioprospect. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Kaemtakols A–D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis
Natural Products and Bioprospecting Pub Date : 2023-12-01 , DOI: 10.1007/s13659-023-00420-0
Orawan Jongsomjainuk 1 , Jutatip Boonsombat 1, 2 , Sanit Thongnest 1, 2 , Hunsa Prawat 1, 2 , Paratchata Batsomboon 3 , Sitthivut Charoensutthivarakul 4 , Saroj Ruchisansakun 5 , Kittipong Chainok 6 , Jitnapa Sirirak 7 , Chulabhorn Mahidol 1, 8 , Somsak Ruchirawat 2, 3, 8
Affiliation  

Four highly oxidized pimarane diterpenoids were isolated from Kaempferia takensis rhizomes. Kaemtakols A–C possess a tetracyclic ring with either a fused tetrahydropyran or tetrahydrofuran motif. Kaemtakol D has an unusual rearranged A/B ring spiro-bridged pimarane framework with a C-10 spirocyclic junction and an adjacent 1-methyltricyclo[3.2.1.02,7]octene ring. Structural characterization was achieved using spectroscopic analysis, DP4 + and ECD calculations, as well as X-ray crystallography, and their putative biosynthetic pathways have been proposed. Kaemtakol B showed significant potency in inhibiting nitric oxide production with an IC50 value of 0.69 μM. Molecular docking provided some perspectives on the action of kaemtakol B on iNOS protein.

Graphical Abstract



中文翻译:

Kaemtakols A–D,高度氧化的山柰烷二萜类化合物,具有有效的抗炎活性,来自山柰

从山柰根茎中分离出四种高度氧化的海螺烷二萜类化合物。Kaemtakols A–C 具有带有稠合四氢吡喃或四氢呋喃基序的四环。Kaemtakol D 具有不寻常的重排 A/B 环螺桥 Pimarane 框架,具有 C-10 螺环连接和相邻的 1-甲基三环[3.2.1.0 2,7 ]辛烯环。使用光谱分析、DP4 + 和 ECD 计算以及 X 射线晶体学实现了结构表征,并提出了它们的假定生物合成途径。Kaemtakol B 显示出显着的抑制一氧化氮生成的功效,IC 50值为 0.69 μM。分子对接为 kaemtakol B 对 iNOS 蛋白的作用提供了一些视角。

图形概要

更新日期:2023-12-01
down
wechat
bug