干旱区生态环境知识资源中心(Arid): New dimer and trimer of chalcone derivatives from anti-inflammatory and antinociceptive extracts of Schinopsis brasiliensis roots

Arid

DOI	10.1016/j.jep.2022.115089
	New dimer and trimer of chalcone derivatives from anti-inflammatory and antinociceptive extracts of Schinopsis brasiliensis roots
	Moreira, Bruno Oliveira; Souza Vilar, Vanessa Lima; Santos de Almeida, Ramine Nascimento; Brito Morbeck, Lorena Lobo; Andrade, Bruno Silva; Moreno Barros, Rafael Gomes; Neves, Breno Magalhaes; de Carvalho, Anaildes Lago; Cruz, Mariluze Peixoto; Yatsuda, Regiane; David, Jorge Mauricio
通讯作者	David, JM
来源期刊	JOURNAL OF ETHNOPHARMACOLOGY
ISSN	0378-8741
EISSN	1872-7573
出版年	2022
卷号	289
英文摘要	Ethnopharmacology relevance: Schinopsis brasiliensis Engl. is an endemic tree of the Brazilian semi-arid regions belonging to the Anacardiaceae family. It is the main representative of the genus Schinopsis, mostly native to Brazil and popularly known as brauna or barauna. Different parts of this plant are employed in Brazilian folk medicines to treat inflammation in general, sexual impotence, cough, and influenza. Aim of the study: This work describes the antinociceptive (acetic acid-induced writhing and formalin-induced nociception) and anti-inflammatory (paw edema and neutrophil migration) activities of the extract of the root of S. brasiliensis. Besides, the evaluation of total phenolic compounds and antioxidant, antimicrobial (including MRSA bacteria), and acetylcholinesterase inhibition activities were also determined. Material and methods: The pure compounds were isolated by different chromatographic techniques and their chemical structures have been unambiguously elucidated based on extensive spectroscopic methods, including 1D (H-1, C-13, DEPT, and NOEdiff) and 2D (HSQC, HMBC, and NOESY) NMR experiments, MS data, and comparison with the literature data of similar compounds. The antinociceptive and anti-inflammatory activities were evaluated by acid acetic writhing test, formalin paw edema, and by the investigation of neutrophil migration to the peritoneal cavities of mice. For antimicrobial evaluation were determined MIC and MBC, antioxidant activities were obtained by TPC and DPPH tests, and AChE inhibition by Elmann's methodology. Results: The extracts showed antinociceptive and anti-inflammatory activities and two unusual new compounds, a cyclobutanyl chalcone trimer (schinopsone A) and a cyclohexene-containing chalcone dimer (schinopsone B), with six known compounds were isolated from the active extracts. Additionally, the acetylcholinesterase inhibitory activity for isolated compounds was reported for the first time in this study. Molecular docking studies indicated that the isolated compounds are responsible for the interaction with anti-inflammatory targets (COX 1 and 2 and LOX) with variable binding affinities, indicating a possible mechanism of action of these compounds. Conclusions: These findings indicate for the first time the correlation between the anti-inflammatory activity different enriched polyphenol-organic soluble fractions of S. brasiliensis, and it contributes to the understanding of the anti-inflammatory potential of S. brasiliensis.
英文关键词	Chalcone trimer Chalcone dimer Acetylcholinesterase inhibitory activity Antinociceptive and anti-inflammatory activity Molecular docking Schinopsis brasiliensis
类型	Article
语种	英语
收录类别	SCI-E
WOS记录号	WOS:000811389800005
WOS关键词	MEDICINAL-PLANTS ; CRYSTAL-STRUCTURE ; SEED EXTRACTS ; GALLIC ACID ; ICU UNITS ; CONSTITUENTS ; INHIBITION ; PHENOLICS ; TOXICITY ; PAIN
WOS类目	Plant Sciences ; Chemistry, Medicinal ; Integrative & Complementary Medicine ; Pharmacology & Pharmacy
WOS研究方向	Plant Sciences ; Pharmacology & Pharmacy ; Integrative & Complementary Medicine
资源类型	期刊论文
条目标识符	http://119.78.100.177/qdio/handle/2XILL650/393427
推荐引用方式 GB/T 7714	Moreira, Bruno Oliveira,Souza Vilar, Vanessa Lima,Santos de Almeida, Ramine Nascimento,et al. New dimer and trimer of chalcone derivatives from anti-inflammatory and antinociceptive extracts of Schinopsis brasiliensis roots[J],2022,289.
APA	Moreira, Bruno Oliveira.,Souza Vilar, Vanessa Lima.,Santos de Almeida, Ramine Nascimento.,Brito Morbeck, Lorena Lobo.,Andrade, Bruno Silva.,...&David, Jorge Mauricio.(2022).New dimer and trimer of chalcone derivatives from anti-inflammatory and antinociceptive extracts of Schinopsis brasiliensis roots.JOURNAL OF ETHNOPHARMACOLOGY,289.
MLA	Moreira, Bruno Oliveira,et al."New dimer and trimer of chalcone derivatives from anti-inflammatory and antinociceptive extracts of Schinopsis brasiliensis roots".JOURNAL OF ETHNOPHARMACOLOGY 289(2022).