title: Synthesis of novel derivatives of murrayafoline A and their inhibitory effect on LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells.
abstract: A series of N-substituted-1,2,3-triazole murrayafoline A derivatives were successfully synthesized using click azide-alkyne Huisgen cycloaddition reaction between 1-methoxy-3-methyl-9-(3-azido)-propyl-9H-carbazole and substituted alkynes. Their chemical structures were confirmed by (1)H, (13)C NMR and HR-ESI-MS spectral data. In addition, the interested effects on LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells of synthetic murrayafoline A derivatives were also investigated. Our results indicated that murrayafoline A derivatives containing 1,2,3-triazole nucleus potentially possessed anti-inflammatory action through inhibiting production of IL-6, IL-12 p40 and TNF-α.
authors.affiliation: Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam, thuytran.inpc@gmail.com.
authors.forename: Tran Thi Thu
authors.initials: TT
authors.lastname: Thuy
authors.forename: Nguyen Manh
authors.initials: NM
authors.lastname: Cuong
authors.forename: Tran Quoc
authors.initials: TQ
authors.lastname: Toan
authors.forename: Ngo Ngoc
authors.initials: NN
authors.lastname: Thang
authors.forename: Bui Huu
authors.initials: BH
authors.lastname: Tai
authors.forename: Nguyen Xuan
authors.initials: NX
authors.lastname: Nhiem
authors.forename: Hye-Jin
authors.initials: HJ
authors.lastname: Hong
authors.forename: Sohyun
authors.initials: S
authors.lastname: Kim
authors.forename: Stephanie
authors.initials: S
authors.lastname: Legoupy
authors.forename: Young Sang
authors.initials: YS
authors.lastname: Koh
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Kim
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D001854:Bone Marrow Cells / Q000187:drug effects* / Q000378:metabolism; D002227:Carbazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D002478:Cells, Cultured; D016207:Cytokines / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D003713:Dendritic Cells / Q000187:drug effects* / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D018836:Inflammation Mediators / Q000037:antagonists & inhibitors* / Q000502:physiology; D008070:Lipopolysaccharides / Q000633:toxicity; D051379:Mice; D008810:Mice, Inbred C57BL; D018517:Plant Roots; D027821:Rutaceae
chemical_list: D000470:Alkaloids; D000894:Anti-Inflammatory Agents, Non-Steroidal; D002227:Carbazoles; D016207:Cytokines; D018836:Inflammation Mediators; D008070:Lipopolysaccharides; C443728:murrayafoline A