title: Trichiconlides A and B: two novel limonoids from the fruits of Trichilia connaroides.
abstract: Trichiconlides A (1) and B (2), two novel limonoids, were isolated from the fruits of Trichilia connaroides. Compound 1 is a novel limonoid with a highly rearranged A/B ring system and an intact D ring, which formed an unprecedented 5/6/5/6/5 carbon skeleton. Trichiconlide B (2) possesses a 10-oxatricyclo[3.3.1.(3,8)]decane core and formed a cage-like structure located between rings A and C. Their structures and absolute configurations were elucidated by spectroscopic methods, single crystal X-ray diffraction, the ECD exciton chirality method and TDDFT/ECD calculations. 1 showed a moderate inhibitory effect on nitric oxide (NO) production.
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China. cpu_lykong@126.com.
authors.forename: Fa-Liang
authors.initials: FL
authors.lastname: An
authors.forename: Jun
authors.initials: J
authors.lastname: Luo
authors.forename: Xiao-Bing
authors.initials: XB
authors.lastname: Wang
authors.forename: Ming-Hua
authors.initials: MH
authors.lastname: Yang
authors.forename: Ling-Yi
authors.initials: LY
authors.lastname: Kong
mesh_terms: D000818:Animals; D002460:Cell Line; D004305:Dose-Response Relationship, Drug; D005638:Fruit / Q000737:chemistry*; D036701:Limonins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000037:antagonists & inhibitors / Q000494:pharmacology; D029582:Meliaceae / Q000737:chemistry*; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D009569:Nitric Oxide / Q000037:antagonists & inhibitors / Q000096:biosynthesis; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D036701:Limonins; D008070:Lipopolysaccharides; C000610515:trichiconlide A; D009569:Nitric Oxide