title: Cadinane sesquiterpenoids of Phomopsis cassiae, an endophytic fungus associated with Cassia spectabilis (Leguminosae).
abstract: Five cadinane sesquiterpenes derivatives were isolated by bioassay-guided fractionation from Phomopis cassiae, an endophytic fungus isolated from Cassia spectabilis. The structures of the two diastereoisomeric 3,9,12-trihydroxycalamenenes (1, 2); 3,12-dihydroxycalamenene (3); 3,12-dihydroxycadalene (4) and 3,11,12-trihydroxycadalene (5) were established on the basis of analyses of 1D and 2D NMR and HRTOFMS experiments. Antifungal activity of the isolates was evaluated against Cladosporium sphaerospermum and Cladosporium cladosporioides, revealing 5 as the most active compound.
authors.affiliation: NuBBE-Núcleo de Bioensaio, Biossíntese e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, CP 355, CEP 14801-970, Araraquara, SP, Brazil.
authors.forename: Geraldo Humberto
authors.initials: GH
authors.lastname: Silva
authors.forename: Helder Lopes
authors.initials: HL
authors.lastname: Teles
authors.forename: Lisinéia Maria
authors.initials: LM
authors.lastname: Zanardi
authors.forename: Maria Claudia
authors.initials: MC
authors.lastname: Marx Young
authors.forename: Marcos Nogueira
authors.initials: MN
authors.lastname: Eberlin
authors.forename: Renato
authors.initials: R
authors.lastname: Hadad
authors.forename: Ludwig H
authors.initials: LH
authors.lastname: Pfenning
authors.forename: Claudio Miguel
authors.initials: CM
authors.lastname: Costa-Neto
authors.forename: Ian
authors.initials: I
authors.lastname: Castro-Gamboa
authors.forename: Vanderlan
authors.initials: V
authors.lastname: da Silva Bolzani
authors.forename: Angela Regina
authors.initials: AR
authors.lastname: Araújo
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry* / Q000378:metabolism; D002366:Cassia / Q000382:microbiology*; D002470:Cell Survival / Q000187:drug effects; D002963:Cladosporium / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C508039:cadinane