Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects
Qin,Xu-Jie; Liu,Hui; Li,Pan-Pan; Ni,Wei; He,Li; Khan,Afsar; Hao,Xiao-Jiang; Liu,Hai-Yang
AbstractChemical 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 beta-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 mu M. 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.
KeywordRhodomyrtus tomentosa Polymethylated acyphloroglucinols AChE inhibitory effect Molecular docking PHLOROGLUCINOL MEROTERPENOIDS LEAVES DERIVATIVES TWIGS BETA
WOS IDWOS:000618105400005
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Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Kunming Med Univ, Affiliated Hosp 1, Dept Dermatol, Kunming 650032, Yunnan, Peoples R China
4.COMSATS Univ Islamabad, Dept Chem, Abbottabad Campus, Abbottabad 22060, Pakistan
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Qin,Xu-Jie,Liu,Hui,Li,Pan-Pan,et al. Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects[J]. BIOORGANIC CHEMISTRY,2021,107:104519.
APA Qin,Xu-Jie.,Liu,Hui.,Li,Pan-Pan.,Ni,Wei.,He,Li.,...&Liu,Hai-Yang.(2021).Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects.BIOORGANIC CHEMISTRY,107,104519.
MLA Qin,Xu-Jie,et al."Polymethylated acylphloroglucinols from Rhodomyrtus tomentosa exert acetylcholinesterase inhibitory effects".BIOORGANIC CHEMISTRY 107(2021):104519.
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