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1.
J Nat Med ; 76(4): 849-856, 2022 Sep.
Article in English | MEDLINE | ID: mdl-35639239

ABSTRACT

Two new clerodane diterpenoids (1 and 2), a new pyran-2-one derivative (3), along with five known compounds (4‒8), were isolated from Croton crassifolius. Notably, crassifolin X (1) is a novel clerodane diterpenoid, characterized with a peculiar δ-lactone core being formed between C-1 and C-4. Their structures, including absolute configurations, were established on the basis of spectroscopic methods (UV, IR, HRESIMS and NMR), and circular dichroism experiments. In addition, all compounds were evaluated for their anti-neuroinflammatory activities based on the expression of TNF-α and IL-6 levels on LPS-induced BV2 cells, and compounds 1‒3 and 5 showed potential anti-neuroinflammatory activity.


Subject(s)
Croton , Diterpenes, Clerodane , Diterpenes , Croton/chemistry , Diterpenes/chemistry , Diterpenes, Clerodane/chemistry , Diterpenes, Clerodane/pharmacology , Molecular Structure , Plant Roots/chemistry , Pyrans/analysis
2.
Nat Prod Res ; 36(14): 3619-3625, 2022 Jul.
Article in English | MEDLINE | ID: mdl-33886391

ABSTRACT

Three new sesquiterpene lactones, named scabertopinolides H - J (1 - 3), along with four known ones, desacylisodeoxyelephantopin 2-methylbutyrate (4), iso-17,19-dihydrodeoxyelephantopin (5), scabertopinolide D (6) and (2R,6R,7R,8S)-8-tigloyloxy-1(10),4(5),11(13)-germacratrien-2,15,6,12-diolide (7) were isolated from the whole plants of Elephantopus scaber. Their structures were elucidated by extensive analysis of spectroscopic data (including IR, UV, HRESIMS, 1 D and 2 D NMR) and single-crystal X-ray. These isolated compounds showed effective anti-inflammatory effects on LPS-stimulated RAW 264.7 cells with IC50 values of 6.27 ± 0.18 to 18.31 ± 1.38 µM.


Subject(s)
Asteraceae , Sesquiterpenes , Animals , Asteraceae/chemistry , Lactones/chemistry , Lactones/pharmacology , Mice , Molecular Structure , Phytochemicals , RAW 264.7 Cells , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology
3.
J Nat Med ; 75(3): 682-687, 2021 Jun.
Article in English | MEDLINE | ID: mdl-33656740

ABSTRACT

Five matrine-type alkaloids (1‒5) including two new compounds (1 and 3) and a new natural product (2) were isolated from the roots of Sophora tonkinesis. Their structures were identified by extensive spectroscopic analysis (UV, IR, HRESIMS and NMR). The absolute configurations of 2 and 3 were determined by X-ray diffraction. Compounds 1‒5 were evaluated their activity against inflammatory cytokines TNF-α and IL-6 levels on LPS-induced RAW 264.7 macrophages, and compound 1 showed the most significant activity, potent than that of matrine, the representative ingredient from Sophora plants.


Subject(s)
Alkaloids/pharmacology , Anti-Inflammatory Agents/chemistry , Quinolizines/pharmacology , Sophora/chemistry , Alkaloids/chemistry , Animals , China , Magnetic Resonance Spectroscopy , Mice , Molecular Structure , Plant Roots/chemistry , RAW 264.7 Cells , Matrines
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