Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis
A new meroditerpene, sartorypyrone C (5), was isolated, together with the known tryptoquivalines L (1a), H (1b), F (1c), 3′-(4-oxoquinazolin-3-yl) spiro [1H-indole-3,5′]-2,2′-dione (2) and 4(3H)-quinazolinone (3), from the culture of the marine sponge-associated fungus Neosartorya paulistensis (KUFC...
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MDPI AG
2014-01-01
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Online Access: | http://www.mdpi.com/1660-3397/12/2/822 |
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author | Nelson M. Gomes Lucinda J. Bessa Suradet Buttachon Paulo M. Costa Jamrearn Buaruang Tida Dethoup Artur M. S. Silva Anake Kijjoa |
author_facet | Nelson M. Gomes Lucinda J. Bessa Suradet Buttachon Paulo M. Costa Jamrearn Buaruang Tida Dethoup Artur M. S. Silva Anake Kijjoa |
author_sort | Nelson M. Gomes |
collection | DOAJ |
description | A new meroditerpene, sartorypyrone C (5), was isolated, together with the known tryptoquivalines L (1a), H (1b), F (1c), 3′-(4-oxoquinazolin-3-yl) spiro [1H-indole-3,5′]-2,2′-dione (2) and 4(3H)-quinazolinone (3), from the culture of the marine sponge-associated fungus Neosartorya paulistensis (KUFC 7897), while reexamination of the fractions remaining from a previous study of the culture of the diseased coral-derived fungus N. laciniosa (KUFC 7896) led to isolation of a new tryptoquivaline derivative tryptoquivaline T (1d). Compounds 1a–d, 2, 3, and 5, together with aszonapyrones A (4a) and B (4b), chevalones B (6) and C (7a), sartorypyrones B (7b) and A (8), were tested for their antibacterial activity against four reference strains (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa), as well as the environmental multidrug-resistant isolates. Only aszonapyrone A (4a) and sartorypyrone A (8) exhibited significant antibacterial activity as well as synergism with antibiotics against the Gram-positive multidrug-resistant strains. Antibiofilm assays of aszonapyrone A (4a) and sartorypyrone A (8) showed that practically no biofilm was formed in the presence of their 2× MIC and MIC. However, the presence of a sub-inhibitory concentration of ½ MIC of 4a and 8 was found to increase the biofilm production in both reference strain and the multidrug-resistant isolates of S. aureus. |
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spelling | doaj.art-ab17d3c64c6e4a508f9a4da7c612ba8f2022-12-22T03:09:23ZengMDPI AGMarine Drugs1660-33972014-01-0112282283910.3390/md12020822md12020822Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensisNelson M. Gomes0Lucinda J. Bessa1Suradet Buttachon2Paulo M. Costa3Jamrearn Buaruang4Tida Dethoup5Artur M. S. Silva6Anake Kijjoa7ICBAS—Instituto de Ciências Biomédicas de Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, Porto 4050-313, PortugalICBAS—Instituto de Ciências Biomédicas de Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, Porto 4050-313, PortugalICBAS—Instituto de Ciências Biomédicas de Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, Porto 4050-313, PortugalICBAS—Instituto de Ciências Biomédicas de Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, Porto 4050-313, PortugalDivision of Environmental Science, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, ThailandDepartment of Plant Pathology, Faculty of Agriculture, Kasetsart University, Bangkok 10240, ThailandDepartamento de Química, Universidade de Aveiro, Aveiro 4810-1933, PortugalICBAS—Instituto de Ciências Biomédicas de Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, Porto 4050-313, PortugalA new meroditerpene, sartorypyrone C (5), was isolated, together with the known tryptoquivalines L (1a), H (1b), F (1c), 3′-(4-oxoquinazolin-3-yl) spiro [1H-indole-3,5′]-2,2′-dione (2) and 4(3H)-quinazolinone (3), from the culture of the marine sponge-associated fungus Neosartorya paulistensis (KUFC 7897), while reexamination of the fractions remaining from a previous study of the culture of the diseased coral-derived fungus N. laciniosa (KUFC 7896) led to isolation of a new tryptoquivaline derivative tryptoquivaline T (1d). Compounds 1a–d, 2, 3, and 5, together with aszonapyrones A (4a) and B (4b), chevalones B (6) and C (7a), sartorypyrones B (7b) and A (8), were tested for their antibacterial activity against four reference strains (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa), as well as the environmental multidrug-resistant isolates. Only aszonapyrone A (4a) and sartorypyrone A (8) exhibited significant antibacterial activity as well as synergism with antibiotics against the Gram-positive multidrug-resistant strains. Antibiofilm assays of aszonapyrone A (4a) and sartorypyrone A (8) showed that practically no biofilm was formed in the presence of their 2× MIC and MIC. However, the presence of a sub-inhibitory concentration of ½ MIC of 4a and 8 was found to increase the biofilm production in both reference strain and the multidrug-resistant isolates of S. aureus.http://www.mdpi.com/1660-3397/12/2/822antibacterialantibiofilmmultidrug-resistanttryptoquivalinesmeroditerpenesNeosartoryamarine-derived fungi |
spellingShingle | Nelson M. Gomes Lucinda J. Bessa Suradet Buttachon Paulo M. Costa Jamrearn Buaruang Tida Dethoup Artur M. S. Silva Anake Kijjoa Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis Marine Drugs antibacterial antibiofilm multidrug-resistant tryptoquivalines meroditerpenes Neosartorya marine-derived fungi |
title | Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis |
title_full | Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis |
title_fullStr | Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis |
title_full_unstemmed | Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis |
title_short | Antibacterial and Antibiofilm Activities of Tryptoquivalines and Meroditerpenes Isolated from the Marine-Derived Fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the Soil Fungi N. fischeri and N. siamensis |
title_sort | antibacterial and antibiofilm activities of tryptoquivalines and meroditerpenes isolated from the marine derived fungi neosartorya paulistensis n laciniosa n tsunodae and the soil fungi n fischeri and n siamensis |
topic | antibacterial antibiofilm multidrug-resistant tryptoquivalines meroditerpenes Neosartorya marine-derived fungi |
url | http://www.mdpi.com/1660-3397/12/2/822 |
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