Bioprospecção e isolamento de metabólitos de Microsphaeropsis arundinis, um fungo endofítico de Paepalanthus planifolius (Eriocaulaceae)
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Data
2018-02-23
Autores
Botero, Weslei Bruno [UNESP]
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Universidade Estadual Paulista (Unesp)
Resumo
As espécies da família Eriocaulaceae apresentam estudos químicos na literatura que descrevem a presença de substâncias com potencial biológico, com destaque para a planifolina em Paepalanthus planifolius. Apesar disso, existem poucos dados sobre a química dos microrganismos associados a essas espécies, como fungos endofíticos. Para esse estudo, selecionamos o fungo endofítico Microsphaeropsis arundinis, isolado dos capítulos de P. planifolius. O endófito foi cultivado em meios de cultivo líquido (Caldo Batata Dextrose, Caldo YM, Extrato de Malte, Caldo Nutrient e Caldo Czapek-Dox) e sólido (arroz parboilizado e milho canjica) e os extratos acetato de etila obtidos foram analisados quimicamente quanto a seu perfil cromatográfico por HPLC-PDA e biologicamente a partir da atividade antitumoral contra linhagens de câncer de mama e de câncer de pulmão. O extrato acetato de etila cultivado em arroz parboilizado demonstrou-se o mais ativo frente as linhagens de adenocarcinoma de mama murino (IC50 = 39,91 μg mL-1) e adenocarcinoma de mama humano (IC50 = 51,93 μg mL-1), sendo cultivado em escala ampliada e estudado fitoquimicamente buscando-se o isolamento das substâncias produzidas. A utilização de técnicas espectroscópicas e espectrométricas permitiu a identificação de oito substâncias, sendo as substâncias 1, 2, 3 e 7 inéditas na literatura e a substância 5 descrita pela primeira vez como produto natural. Uma análise biossintética mostra que as substâncias são provenientes da via do acetato.
Species of Eriocaulaceae family showed some chemical studies that describe the presence of compounds with biological potential, such as planifolin in Paepalanthus planifolius . Despite these compounds, there are few data about the chemistry of the microorganisms associated with these species, such as endophytic fungi. For this study, we selected the endophytic fungus Microsphaeropsis arundinis , isolated from P. planifolius capitula. The endophyte was cu ltivate in liquid culture media (Potato Dextrose Broth, YM Broth, Malt Extract, Nutrient Broth and Czapek - Dox Broth) and solid culture media ( parboiled rice and corn) and the ethyl acetate extracts were chemically analyzed by HPLC - PDA and biologically eval uated against adenocarcinoma cell lines using MTT assay. The ethyl acetate extrac t cultivated in parboiled rice was the most active one against murine breast adenocarcinoma (IC 50 = 39,91 μg mL - 1 ) and human breast adenocarcinoma (IC 50 = 51,93 μg mL - 1 ), being select to cultivated on an enlarged scale and fractionated result in the isolation of major compounds . The use of spectroscopic and spectrometric techniques result in the ide ntification of eight compounds , with 1 ( 2Z , 5E ) - 4,7,9 - trihydroxy - 2,5 - decadienoic acid) 2 ( ( 2Z, 5E ) - 4 - acetoxy - 7,9 - dihydroxydeca - 2,5 - dienoic acid ) , 3 ( ( 2Z,5E ) - 7 - acetoxy - 4,9 - dihydroxydeca - 2,5 - dienoic acid) and 7 ( 1 - (2,5 - dihydroxypheny l) - 3' - oxobutan - 2’ ' - yl acetate) unpublished in the literature . The compound 5 (1 - (2,5 - dihydroxypheny l) - 3 - hydroxybutanone) was described for the first time as a natural product . A biosynthetic analysis shows that this compounds come from the acetate pathway.
Species of Eriocaulaceae family showed some chemical studies that describe the presence of compounds with biological potential, such as planifolin in Paepalanthus planifolius . Despite these compounds, there are few data about the chemistry of the microorganisms associated with these species, such as endophytic fungi. For this study, we selected the endophytic fungus Microsphaeropsis arundinis , isolated from P. planifolius capitula. The endophyte was cu ltivate in liquid culture media (Potato Dextrose Broth, YM Broth, Malt Extract, Nutrient Broth and Czapek - Dox Broth) and solid culture media ( parboiled rice and corn) and the ethyl acetate extracts were chemically analyzed by HPLC - PDA and biologically eval uated against adenocarcinoma cell lines using MTT assay. The ethyl acetate extrac t cultivated in parboiled rice was the most active one against murine breast adenocarcinoma (IC 50 = 39,91 μg mL - 1 ) and human breast adenocarcinoma (IC 50 = 51,93 μg mL - 1 ), being select to cultivated on an enlarged scale and fractionated result in the isolation of major compounds . The use of spectroscopic and spectrometric techniques result in the ide ntification of eight compounds , with 1 ( 2Z , 5E ) - 4,7,9 - trihydroxy - 2,5 - decadienoic acid) 2 ( ( 2Z, 5E ) - 4 - acetoxy - 7,9 - dihydroxydeca - 2,5 - dienoic acid ) , 3 ( ( 2Z,5E ) - 7 - acetoxy - 4,9 - dihydroxydeca - 2,5 - dienoic acid) and 7 ( 1 - (2,5 - dihydroxypheny l) - 3' - oxobutan - 2’ ' - yl acetate) unpublished in the literature . The compound 5 (1 - (2,5 - dihydroxypheny l) - 3 - hydroxybutanone) was described for the first time as a natural product . A biosynthetic analysis shows that this compounds come from the acetate pathway.
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Palavras-chave
Fungos endofíticos, Eriocaulaceae, Citotoxicidade, Cromatografia líquida de alta eficiência, Biossíntese