title: Discovery of a Novel Diterpene in Brown Propolis from the State of Parana, Brazil.
abstract: Propolis is a resinous substance collected by honeybees from certain plant sources. The components of propolis depend on the vegetation of the area in which apiculture is practiced. In Brazil, there are several types of propolis including 'green,' 'red' and 'brown'. Brazilian brown propolis from the state of Parana characteristically includes diterpenes, and we discovered a novel clerodane diterpene, rel-(5S,6S,8R,9R,10S,18R,19S)-18,19-epoxy-2-oxocleroda-3,12(E),14- triene-6,18,19-triol 18,19-diacetate 6-benzoate (3) and five known diterpenes (1, 2, 4, 5 and 6). The chemical structure of the novel diterpene 3 was determined using 1D- and 2D-NMR spectroscopic analyses. Furthermore, the activities of the isolated diterpenes on growth inhibition of several human cancer cell lines (LNCaP, MCF-7, DLD-1 and A549) were evaluated in vitro; diterpene 3 exhibited a potent inhibition of cell growth, and its activity was approximately 15 times higher than that of the other diterpenes.
authors.forename: Shigemi
authors.initials: S
authors.lastname: Tazawa
authors.forename: Yasuko
authors.initials: Y
authors.lastname: Arai
authors.forename: Sho
authors.initials: S
authors.lastname: Hotta
authors.forename: Taichi
authors.initials: T
authors.lastname: Mitsui
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Nozaki
authors.forename: Kenji
authors.initials: K
authors.lastname: Ichihara
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D001938:Brazil; D045744:Cell Line, Tumor; D045785:Diterpenes, Clerodane / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure; D011429:Propolis / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D045785:Diterpenes, Clerodane; D011429:Propolis