Erubescensoic Acid, a New Polyketide and a Xanthonopyrone SPF-3059-26 from the Culture of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA 0220 and Antibacterial Activity Evaluation of Some of Its Constituents

被引:18
|
作者
Kumla, Decha [1 ,2 ]
Dethoup, Tida [3 ]
Gales, Luis [1 ,4 ]
Pereira, Jose A. [1 ,2 ]
Freitas-Silva, Joana [1 ,2 ]
Costa, Paulo M. [1 ,2 ]
Silva, Artur M. S. [5 ,6 ]
Pinto, Madalena M. M. [2 ,7 ]
Kijjoa, Anake [1 ,2 ]
机构
[1] Univ Porto, ICBAS, Rua Jorge Viterbo Ferreira 228, P-4050313 Porto, Portugal
[2] Interdisciplinary Ctr Marine & Environm Res CIIMA, Terminal Cruzeiros Porto Lexoes, Av Gen Norton De Matos S-N, P-4450208 Matosinhos, Portugal
[3] Kasetsart Univ, Dept Plant Pathol, Fac Agr, Bangkok 10240, Thailand
[4] Univ Porto, IBMC, I3S, Rua Jorge Viterbo Ferreira 228, P-4050313 Porto, Portugal
[5] Univ Aveiro, Dept Quim, P-3810193 Aveiro, Portugal
[6] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal
[7] Univ Porto, Dept Ciencias Quim, Lab Quim Organ, Fac Farm, Rua Jorge Viterbo Ferreira 228, P-4050313 Porto, Portugal
来源
MOLECULES | 2019年 / 24卷 / 01期
关键词
Penicillium erubescens; marine sponge-associated fungus; polyketides; erubescensoic acid; SPF-3059-267; antibacterial activity; antibiofilm activity; antibiotic synergy; QUANTIFICATION; VINAXANTHONE; DERIVATIVES; INHIBITOR; BIOFILM;
D O I
10.3390/molecules24010208
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new polyketide erubescensoic acid (1), and the previously reported xanthonopyrone, SPF-3059-26 (2), were isolated from the uninvestigated fractions of the ethyl acetate crude extract of the marine sponge-associated fungus Penicillium erubescens KUFA0220. The structures of the new compound, erubescensoic acid (1), and the previously reported SPF-3059-26 (2), were elucidated by extensive analysis of 1D and 2D-NMR spectra as well as HRMS. The absolute configuration of the stereogenic carbon of erubescensoic acid (1) was determined by X-ray analysis. Erubescensoic acid (1) and SPF-3059-26 (2), together with erubescenschromone B (3), penialidin D (4), and 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromen-5-carboxylic acid (5), recently isolated from this fungus, were assayed for their antibacterial activity against gram-positive and gram-negative reference strains and the multidrug-resistant (MDR) strains from the environment. The capacity of these compounds to interfere with the bacterial biofilm formation and their potential synergism with clinically relevant antibiotics for the MDR strains were also investigated.
引用
收藏
页数:10
相关论文
共 1 条
  • [1] Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
    Kumla, Decha
    Pereira, Jose A.
    Dethoup, Tida
    Gales, Luis
    Freitas-Silva, Joana
    Costa, Paulo M.
    Lee, Michael
    Silva, Artur M. S.
    Sekeroglu, Nazim
    Pinto, Madalena M. M.
    Kijjoa, Anake
    MARINE DRUGS, 2018, 16 (08)