title: Antiproliferative Constituents of Geopropolis from the Bee Melipona scutellaris.
abstract: Fractionation of geopropolis from Melipona scutellaris, guided by antiproliferative activity against two colon cancer cell lines (COLO205 and KM12), led to the isolation of two new cinnamic acid esters, mammea-type coumarins 5,7-dihydroxy-6-(3-methyl-2-butenyl)-8-(4-cinnamoyl-3-methyl-1-oxobutyl)-4-propyl-coumarin (1) and 5,7-dihydroxy-6-(4-cinnamoyl-3-methyl-1-oxobutyl)-4-phenylcoumarin (2), along with five known coumarins, mammeigin (3), hydroxymammeigin (4), mammeisin (5), cinnamoyloxy-mammeisin (6), and mammein (7), and the prenylated benzophenone ent-nemorosone (8). Among the isolated compounds, 5 and 7 showed the highest cell growth inhibition against COLO205 (GI50 9.7 and 10.7 µM, respectively) and KM12 (GI50 12.0 and 10.9 µM, respectively). The presence of these compounds suggests that plants of Clusiaceae family, especially the genera Kielmeyera and Clusia, are likely to be major sources of geopropolis produced by M. scutellaris.
authors.affiliation: Piracicaba Dental School, University of Campinas, Piracicaba, SP, Brazil.
authors.forename: Marcos Guilherme
authors.initials: MG
authors.lastname: da Cunha
authors.affiliation: Piracicaba Dental School, University of Campinas, Piracicaba, SP, Brazil.
authors.forename: Pedro Luiz
authors.initials: PL
authors.lastname: Rosalen
authors.affiliation: Piracicaba Dental School, University of Campinas, Piracicaba, SP, Brazil.
authors.forename: Marcelo
authors.initials: M
authors.lastname: Franchin
authors.affiliation: "Luiz de Queiroz" College of Agriculture, University of São Paulo, Piracicaba, SP, Brazil.
authors.forename: Severino Matias
authors.initials: SM
authors.lastname: de Alencar
authors.affiliation: Federal University of Alfenas, Alfenas, MG, Brazil.
authors.forename: Masaharu
authors.initials: M
authors.lastname: Ikegaki
authors.affiliation: Molecular Targets Laboratory, Center for Cancer Research, National Cancer Institute, Frederick, MD, USA.
authors.forename: Tanya
authors.initials: T
authors.lastname: Ransom
authors.affiliation: Molecular Targets Laboratory, Center for Cancer Research, National Cancer Institute, Frederick, MD, USA.
authors.forename: John Albert
authors.initials: JA
authors.lastname: Beutler
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000302:isolation & purification* / Q000494:pharmacology*; D001516:Bees / Q000737:chemistry*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D003374:Coumarins / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D011429:Propolis / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D003374:Coumarins; D011429:Propolis