title: Pierreiones A-D, solid tumor selective pyranoisoflavones and other cytotoxic constituents from Antheroporum pierrei.
abstract: Bioassay-guided fractionation of a solid tumor selective extract of the leaves and twigs of Antheroporum pierrei acquired from the U.S. National Cancer Institute extract repository afforded four new pyranoisoflavones, pierreiones A-D (1-4), together with rotenone (5), 12a-hydroxyrotenone (6), and tephrosin (7). The structures of all new compounds were determined on the basis of their spectroscopic data, and the absolute configuration of 1 was assigned with the help of (1)H NMR analysis of its Mosher's ester derivatives. Compounds 1 and 5-7 accounted for the majority of the biological activity in terms of either cytotoxicity and/or selective toxicity to solid tumor cell lines. Pierreiones A (1) and B (2) demonstrated solid tumor selectivity with minimal cytotoxicity, while pierreione C (3) exhibited no activity.
authors: Southwest Center for Natural Products Research and Commercialization, School of Natural Resources and the Environment, College of Agriculture and Life Sciences, The University of Arizona, 250 E. Valencia Road, Tucson, Arizona 85706-6800, USA.
authors: Song
authors: S
authors: Gao
authors: Ya-ming
authors: YM
authors: Xu
authors: Frederick A
authors: FA
authors: Valeriote
authors: A A Leslie
authors: AA
authors: Gunatilaka
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D051379:Mice; D015394:Molecular Structure; D054547:National Cancer Institute (U.S.); D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013785:Thailand; D014481:United States
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D007529:Isoflavones; D011714:Pyrans