title: Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia.
abstract: The bark of the giant neem tree Melia dubia was found to contain 11 euphane-type triterpenes. Five new compounds, meliastatins 1-5 (1-5), proved to inhibit growth of the P388 lymphocytic leukemia cell line (ED(50) 1.7-5.6 microg/mL). Four of the others, the previously known methyl kulonate (8), kulinone (9), 16-hydroxybutyrospermol (10), and kulactone (11), were also found to inhibit (ED(50) 2.5-6.2 microg/mL) the P388 cancer cell line. In addition, two new euphane triterpenes were isolated and named dubione A (6) and dubione B (7). Structures for each of the 11 euphane triterpenes were established by spectral techniques that included HRMS and 2D NMR.
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1, Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: George R
authors.initials: GR
authors.lastname: Pettit
authors.forename: Atsushi
authors.initials: A
authors.lastname: Numata
authors.forename: Chika
authors.initials: C
authors.lastname: Iwamoto
authors.forename: Hideaki
authors.initials: H
authors.lastname: Morito
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yamada
authors.forename: Animesh
authors.initials: A
authors.lastname: Goswami
authors.forename: Paul J
authors.initials: PJ
authors.lastname: Clewlow
authors.forename: Gordon M
authors.initials: GM
authors.lastname: Cragg
authors.forename: Jean M
authors.initials: JM
authors.lastname: Schmidt
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D007941:Leukemia P388; D031585:Melia / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010679:Philippines; D010946:Plants, Medicinal / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D014315:Triterpenes