3-Hydroxypropionic Acid as an Antibacterial Agent from Endophytic Fungi Diaporthe phaseolorum


Autoria(s): Sebastianes, Fernanda L. S.; Cabedo, Nuria; El Aouad, Noureddine; Valente, Angela M. M. P.; Lacava, Paulo T.; Azevedo, Joao L.; Pizzirani-Kleiner, Aline A.; Cortes, Diego
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

02/10/2013

02/10/2013

01/11/2012

Resumo

Endophytic fungi are considered a rich source of active compounds resulting from their secondary metabolism. Fungi from marine environment grow in a habitat with unique conditions that can contribute to the activation of metabolic pathways of synthesis of different unknown molecules. The production of these compounds may support the adaptation and survival of the fungi in the marine ecosystem. Mangroves are ecosystems situated between land and sea. They are frequently found in tropical and subtropical areas and enclose approximately 18.1 million hectares of the planet. The great biodiversity found in these ecosystems shows the importance of researching them, including studies regarding new compounds derived from the endophytic fungi that inhabit these ecosystems. 3-hydroxypropionic acid (3-HPA) has been isolated from the mangrove endophytic fungus Diaporthe phaseolorum, which was obtained from branches of Laguncularia racemosa. The structure of this compound was elucidated by spectroscopic methods, mainly 1D and 2D NMR. In bioassays, 3-HPA showed antimicrobial activities against both Staphylococcus aureus and Salmonella typhi. The structure of this antibiotic was modified by the chemical reaction of Fischer-Speier esterification to evaluate the biologic activity of its chemical analog. The esterified product, 3-hydroxypropanoic ethyl ester, did not exhibit antibiotic activity, suggesting that the free carboxylic acid group is important to the pharmacological activity. The antibiotic-producing strain was identified with internal transcribed spacer sequence data. To the best of our knowledge, this is the first report of antibacterial activity by 3-HPA against the growth of medically important pathogens.

National Council of Technological and Scientific Development

National Council of Technological and Scientific Development

Fundacao de Amparo a Pesquisa do Estado de Sao Paulo [04/13910-6, 06/57060-1]

Fundacao de Amparo a Pesquisa do Estado de Sao Paulo

Identificador

CURRENT MICROBIOLOGY, NEW YORK, v. 65, n. 5, pp. 622-632, NOV, 2012

0343-8651

http://www.producao.usp.br/handle/BDPI/33908

10.1007/s00284-012-0206-4

http://dx.doi.org/10.1007/s00284-012-0206-4

Idioma(s)

eng

Publicador

SPRINGER

NEW YORK

Relação

CURRENT MICROBIOLOGY

Direitos

restrictedAccess

Copyright SPRINGER

Palavras-Chave #PHOMOPSIS SP #FUSARIUM-VERTICILLIOIDES #SALMONELLA-TYPHI #NATURAL-PRODUCTS #USTILAGO-MAYDIS #FILAMENTOUS FUNGI #MANGROVE FORESTS #PHOMOXANTHONE-A #HOST PLANTS #IN-VITRO #MICROBIOLOGY
Tipo

article

original article

publishedVersion