title: Bioactive constituents of the seeds of Brucea javanica.
abstract: A new quassinoid, yadanziolide S (1), was isolated from the seeds of the traditional Chinese medicinal herb, Brucea javanica, along with ten known compounds, flazin, bruceine D, yadanziolide B, bruceoside A, yadanziolide S, yadanzigan, glycerol 1,3-bisoleate, azelaic acid, (+/-)-8-hydroxyhexadecanoic acid, and vanillin. Compound 1 is the first quassinoid to have been isolated from B. javanica without a methyleneoxy bridge between C-8 and C-13, and its structure was determined using spectroscopic methods, and confirmed by single-crystal X-ray diffraction. All isolates were evaluated for their potential to induce human promyelocytic leukemia (HL-60) cell differentiation, and to inhibit cyclooxygenase-1 (COX-1), -2 (COX-2), and 7,12-dimethylbenz[a]anthracene (DMBA)-induced lesions in a mouse mammary organ culture model.
authors.affiliation: Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA.
authors.forename: Bao-Ning
authors.initials: BN
authors.lastname: Su
authors.forename: Leng Chee
authors.initials: LC
authors.lastname: Chang
authors.forename: Eun Jung
authors.initials: EJ
authors.lastname: Park
authors.forename: Muriel
authors.initials: M
authors.lastname: Cuendet
authors.forename: Bernard D
authors.initials: BD
authors.lastname: Santarsiero
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Mesecar
authors.forename: Rajendra G
authors.initials: RG
authors.lastname: Mehta
authors.forename: Harry H S
authors.initials: HH
authors.lastname: Fong
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D032269:Brucea / Q000737:chemistry*; D002454:Cell Differentiation / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D051379:Mice; D015394:Molecular Structure; D009924:Organ Culture Techniques; D010936:Plant Extracts / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D011714:Pyrans / Q000737:chemistry* / Q000494:pharmacology*; D012639:Seeds / Q000737:chemistry*; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; D010936:Plant Extracts; D011714:Pyrans; C467918:standishinal