Aromatic compounds produced by Periconia atropurpurea, an endophytic fungus associated with Xylopia aromatica.
6,8-Dimethoxy-3-(2'-oxo-propyl)-coumarin (1) and 2,4-dihydroxy-6-[(1'E,3'E)-penta-1',3'-dienyl]-benzaldehyde (2), in addition to the known compound periconicin B (3), were isolated from the ethyl acetate extract of Periconia atropurpurea, an endophytic fungus obtained from the leaves of Xylopia aromatica, a native plant of the Brazilian Cerrado. Their chemical structures were assigned based on analyses of MS, 1D and 2D-NMR spectroscopic experiments. Biological analyses were performed using two mammalian cell lines, human cervix carcinoma (HeLa) and Chinese hamster ovary (CHO). The results showed that compound 1 had no effect when compared to the control group, which was treated with the vehicle (DMSO). Compound 2 was able to induce a slight increase in cell proliferation of HeLa (37% of increase) and CHO (38% of increase) cell lines. Analysis of compound 3 showed that it has potent cytotoxic activity against both cell lines, with an IC50 of 8.0 microM. Biological analyses using the phytopathogenic fungi Cladosporium sphaerospermum and C. cladosporioides revealed that also 2 showed potent antifungal activity compared to nystatin.
Teles
Helder Lopes
HL
Núcleo de Bioensaio, Biossíntese e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, CP 355, CEP 14801-970, Araraquara, SP, Brazil.
Sordi
Renata
R
Silva
Geraldo Humberto
GH
Castro-Gamboa
Ian
I
Bolzani
Vanderlan da Silva
Vda S
Pfenning
Ludwig Heinrich
LH
de Abreu
Lucas Magalhães
LM
Costa-Neto
Claudio Miguel
CM
Young
Maria Claudia Marx
MC
Araújo
Angela Regina
AR
D000818:Animals; D029061:Annonaceae / Q000382:microbiology*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D016466:CHO Cells; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D002963:Cladosporium / Q000187:drug effects / Q000254:growth & development; D006224:Cricetinae; D003412:Cricetulus; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
D000935:Antifungal Agents; D011084:Polycyclic Aromatic Hydrocarbons