Polybenzyls from Gastrodia elata, their agonistic effects on melatonin receptors and structure-activity relationships
Chen, Si-Yue1,2,3; Geng, Chang-An1,2; Ma, Yun-Bao1,2; Huang, Xiao-Yan1,2; Yang, Xiao-Tong1,2,3; Su, Li-Hua1,2,3; He, Xiao-Feng1,2,3; Li, Tian-Ze1,2; Deng, Zhen-Tao1,2,3; Gao, Zhen1,2,3; Zhang, Xue-Mei1,2; Chen, Ji-Jun1,2,3
Corresponding AuthorChen, Ji-Jun(chenjj@mail.kib.ac.cn)
2019-08-01
Source PublicationBIOORGANIC & MEDICINAL CHEMISTRY
ISSN0968-0896
Volume27Issue:15Pages:3299-3306
AbstractGastrodia elata is a famous traditional Chinese herb with medicinal and edible application. In this study, nine polybenzyls (1-9), including six new ones (2-5, 7 and 9), were isolated from the EtOAc extract of G. elata. Five compounds 1, 3, 4, 6 and 8 were found to activate melatonin receptors. Especially, compound 1 showed agonistic effects on MT1 and MT2 receptors with EC50 values of 237 and 244 mu M. For better understanding their structure-activity relationships (SARs), ten polybenzyl analogs were further synthesized and assayed for their activities on melatonin receptors. Preliminary SARs study suggested that two para-hydroxy groups were the key pharmacophore for maintaining activity. Molecular docking simulations verified that compound 1 could strongly interact with MT2 receptor by bonding to Phe 118, Gly 121, His 208, Try 294 and Ala 297 residues.
KeywordGastrodia elata Polybenzyls Melatonin receptors Structure-activity relationships Docking study
DOI10.1016/j.bmc.2019.06.008
Indexed BySCI
Language英语
WOS Research AreaBiochemistry & Molecular Biology ; Pharmacology & Pharmacy ; Chemistry
WOS SubjectBiochemistry & Molecular Biology ; Chemistry, Medicinal ; Chemistry, Organic
WOS IDWOS:000476649400009
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Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/68130
Collection植物化学与西部植物资源持续利用国家重点实验室
Corresponding AuthorChen, Ji-Jun
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Chen, Si-Yue,Geng, Chang-An,Ma, Yun-Bao,et al. Polybenzyls from Gastrodia elata, their agonistic effects on melatonin receptors and structure-activity relationships[J]. BIOORGANIC & MEDICINAL CHEMISTRY,2019,27(15):3299-3306.
APA Chen, Si-Yue.,Geng, Chang-An.,Ma, Yun-Bao.,Huang, Xiao-Yan.,Yang, Xiao-Tong.,...&Chen, Ji-Jun.(2019).Polybenzyls from Gastrodia elata, their agonistic effects on melatonin receptors and structure-activity relationships.BIOORGANIC & MEDICINAL CHEMISTRY,27(15),3299-3306.
MLA Chen, Si-Yue,et al."Polybenzyls from Gastrodia elata, their agonistic effects on melatonin receptors and structure-activity relationships".BIOORGANIC & MEDICINAL CHEMISTRY 27.15(2019):3299-3306.
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