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Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects

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收录情况： ◇ SCIE

作者：
Xu-Jie Qin [a] * ; Hui Liu [a,b] * ; Pan-Pan Li [a] * ; Wei Ni [a] ; Li He [c] ; Afsar Khan [d] ; Xiao-Jiang Hao [a] ; Hai-Yang Liu [a] ;
机构： [a]State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China [b]University of Chinese Academy of Sciences, Beijing, 100049, China [c]Department of Dermatology, The First Affiliated Hospital of Kunming Medical University, Kunming, 650032, China [d]Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad, 22060, Pakistan
出处：
DOI： 10.1016/j.bioorg.2020.104519
ISSN：

关键词： AChE inhibitory effect Molecular docking Polymethylated acyphloroglucinols Rhodomyrtus tomentosa

摘要：
Chemical investigation of the twigs and leaves of Rhodomyrtus tomentosa led to the isolation and structural identification of a novel polymethylated phloroglucinol meroterpenoid (PPM) featuring a 6/6/6/6 tetracyclic system, rhotomentodione F (1), five new polymethylated polycyclic phloroglucinols (PPPs) with a rare bis-furan framework, rhotomentosones A–E (2–6), and one new adduct composed of an acylphloroglucinol and two β-triketone units, rhotomentosone F (7), as well as five known analogues (8–12). Their structures and absolute configurations were unambiguously determined by comprehensive spectroscopic data and electronic circular dichroism (ECD) calculations. All isolates were evaluated for their anti-inflammatory and acetylcholinesterase (AChE) inhibitory activities. Compound 6 displayed significant AChE inhibitory effect with an IC50 value of 8.68 μM. Further molecular docking studies of 6 revealed that the interactions with AChE residues Ser125, Glu202, and Tyr133 are crucial for AChE inhibitory activity. The current study not only enriches the chemical diversity of phloroglucinols in Myrtaceae species, but also provides potential lead compounds for the further design and development of new AChE inhibitors to treat Alzheimer's disease. © 2020 Elsevier Inc.

基金：
This work is financially supported by the National Natural Science Foundation of China (No. 31970377 ), the Ten Thousand Talents Plan of Yunnan Province for Industrial Technology Leading Talents, the Yunnan Science Foundation for Excellent Young Scholars (No. 202001AW070010), the Youth Innovation Promotion Association CAS (No. 2019381), the Major Biomedical Project of Yunnan Province (No. 2019ZF010), the State Key Laboratory of Phytochemistry and Plant Resources in West China (No. P2019-ZZ02 ), the Top Young Talent of Ten Thousand Talents Program of Yunnan Province, the Reserve Talents of Young and Middle-aged Academic and Technical Leaders of Yunnan Province, and the State Key Laboratory of Functions and Applications of Medicinal Plants (No. FAMP201901K ) for financial support. We are very appreciated Professor John A. Porco, Jr. (Boston Universtity, USA) and Dr. Tyler J. Rauwolf (Boston Universtity, USA) for helpful discussions and assistance with the manuscript. We also thank China National Grid ( http://www.cngrid.org )/China Scientific Computing Grid ( http://www.scgrid.cn ) for NMR and ECD calculations.
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外文
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中科院(CAS)分区：
出版当年[2022]版：
大类 | 1 区 化学
小类 | 1 区 有机化学 2 区 生化与分子生物学
最新[2023]版：
大类 | 2 区 医学
小类 | 1 区 有机化学 2 区 生化与分子生物学
JCR分区：
出版当年[2021]版：
Q1 CHEMISTRY, ORGANIC Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY
最新[2023]版：
Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY Q1 CHEMISTRY, ORGANIC

影响因子： 最新[2023版] 最新五年平均 出版当年[2021版] 出版当年五年平均 出版前一年[2020版] 出版后一年[2022版]

第一作者：
第一作者机构： [a]State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China
共同第一作者：
通讯作者：
推荐引用方式(GB/T 7714)：
Xu-Jie Qin,Hui Liu,Pan-Pan Li,et al.Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects[J].BIOORGANIC CHEMISTRY.2021,107:doi:10.1016/j.bioorg.2020.104519.
APA：
Xu-Jie Qin,Hui Liu,Pan-Pan Li,Wei Ni,Li He...&Hai-Yang Liu.(2021).Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects.BIOORGANIC CHEMISTRY,107,
MLA：
Xu-Jie Qin,et al."Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects".BIOORGANIC CHEMISTRY 107.(2021)

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