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1.
Chin J Nat Med ; 21(11): 852-858, 2023 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-38035940

RESUMO

We reported the discovery of six novel coumarins, toddasirins A-F (1-6), each endowed with modified isoprenyl or geranyl side chains, derived from the roots of Toddalia asiatica. Comprehensive structural elucidation was achieved through multispectroscopic analyses, single-crystal X-ray diffraction experiments, and advanced quantum mechanical electronic circular dichroism (ECD) calculations. Furthermore, the anti-inflammatory activity of these compounds was assessed. Notably, compounds 1-3 and 6 demonstrated notable inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW 264.7 cells, with 50% inhibitory concentration (IC50) values of 3.22, 4.78, 8.90, and 4.31 µmol·L-1, respectively.


Assuntos
Cumarínicos , Rutaceae , Camundongos , Animais , Cumarínicos/farmacologia , Cumarínicos/química , Rutaceae/química , Anti-Inflamatórios/farmacologia , Extratos Vegetais/química , Células RAW 264.7 , Óxido Nítrico , Estrutura Molecular
2.
Fitoterapia ; 163: 105303, 2022 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-36152926

RESUMO

Two novel prenylated acetophenones with new carbon skeletons, acronyrones A and B (1 and 2), and a new analogue, acronyrone C (3), together with two known compounds (4 and 5) were isolated from the leaves of Acronychia pedunculata. Their structures with absolute configurations were identified by interpretation of spectroscopic data, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 represent the first example of prenylated acetophenones possessed a C7 (1) and a C6 (2) side chain, forming a 4-isobutylchroman-2-one unit and a 3-(2-methylpropylidene)benzofuran-2(3H)-one moiety with the acetophenone core, respectively. In addition, compound 4 exhibited significant dose-dependent transcriptional activation effect against retinoid X receptor-α (RXRα), and could be regarded as a new type of non-classical RXR ligand.


Assuntos
Rutaceae , Thoracica , Animais , Estrutura Molecular , Rutaceae/química , Acetofenonas/química , Folhas de Planta/química
3.
Fitoterapia ; 118: 112-117, 2017 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-28300700

RESUMO

Five new koumine-type alkaloids (1-5) along with six known ones were isolated from the roots of Gelsemium elegans. Their structures with absolute configurations were elucidated on the basis of NMR spectroscopy and electronic circular dichroism spectral analyses. The inhibitory effects of compounds 1-11 on the viability of three tumor cell lines (A-649, HepG2, and HuH7) were evaluated by the MTT assay.


Assuntos
Gelsemium/química , Alcaloides Indólicos/química , Linhagem Celular Tumoral , Dicroísmo Circular , Humanos , Alcaloides Indólicos/isolamento & purificação , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Extratos Vegetais/química , Raízes de Plantas/química
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