Kaemtakols A-D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis

被引：4

作者：

Jongsomjainuk, Orawan ^{[1
]}

Boonsombat, Jutatip ^{[1
,4
]}

Thongnest, Sanit ^{[1
,4
]}

Prawat, Hunsa ^{[1
,4
]}

Batsomboon, Paratchata ^{[2
]}

Charoensutthivarakul, Sitthivut ^{[5
,6
]}

Ruchisansakun, Saroj ^{[7
]}

Chainok, Kittipong ^{[8
]}

Sirirak, Jitnapa ^{[9
]}

Mahidol, Chulabhorn ^{[1
,3
]}

Ruchirawat, Somsak ^{[2
,3
,4
]}

机构：

[1] Chulabhorn Res Inst, Lab Nat Prod, Bangkok, Thailand

[2] Chulabhorn Res Inst, Lab Med Chem, Bangkok, Thailand

[3] Chulabhorn Royal Acad, Chulabhorn Grad Inst, Program Chem Sci, Bangkok, Thailand

[4] MHESI, Ctr Excellence Environm Hlth & Toxicol EHT, OPS, Bangkok, Thailand

[5] Mahidol Univ, Excellent Ctr Drug Discovery ECDD, Sch Bioinnovat & Biobased Prod Intelligence, Bangkok, Thailand

[6] Mahidol Univ, Fac Sci, Ctr Neurosci, Bangkok, Thailand

[7] Mahidol Univ, Fac Sci, Dept Plant Sci, Bangkok, Thailand

[8] Thammasat Univ, Thammasat Univ Res Unit Multifunct Crystalline Mat, Fac Sci & Technol, Bangkok, Pathum Thani, Thailand

[9] Silpakorn Univ, Dept Chem, Fac Sci, Nakhon Pathom, Thailand

来源：

NATURAL PRODUCTS AND BIOPROSPECTING | 2023年 / 13卷 / 01期

关键词：

Kaempferia takensis; Diterpenoid; Structure elucidation; Anti-inflammatory; DP4+; Molecular docking; BASIS-SETS; INHIBITION; RHIZOMES; DESIGN; CELLS; INOS;

D O I：

10.1007/s13659-023-00420-0

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 mu M. Molecular docking provided some perspectives on the action of kaemtakol B on iNOS protein.

引用

页数：13

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