Jongsomjainuk Orawan, Boonsombat Jutatip, Thongnest Sanit, Prawat Hunsa, Batsomboon Paratchata, Charoensutthivarakul Sitthivut, Ruchisansakun Saroj, Chainok Kittipong, Sirirak Jitnapa, Mahidol Chulabhorn, Ruchirawat Somsak
Laboratory of Natural Products, Chulabhorn Research Institute, Bangkok, Thailand.
Center of Excellence on Environmental Health and Toxicology (EHT), OPS, MHESI, Bangkok, Thailand.
Nat Prod Bioprospect. 2023 Dec 1;13(1):55. doi: 10.1007/s13659-023-00420-0.
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[3.2.1.0]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 IC value of 0.69 μM. Molecular docking provided some perspectives on the action of kaemtakol B on iNOS protein.
从高良姜根茎中分离出四种高度氧化的海松烷二萜类化合物。高良姜醇A - C具有一个带有稠合四氢吡喃或四氢呋喃基序的四环环。高良姜醇D具有一个不寻常的重排A/B环螺桥联海松烷骨架，带有C - 10螺环连接和相邻的1 - 甲基三环[3.2.1.0]辛烯环。通过光谱分析、DP4 +和ECD计算以及X射线晶体学实现了结构表征，并提出了它们可能的生物合成途径。高良姜醇B在抑制一氧化氮产生方面表现出显著效力，IC值为0.69 μM。分子对接为高良姜醇B对诱导型一氧化氮合酶（iNOS）蛋白的作用提供了一些见解。
