Production and Identification of Two Antifungal Terpenoids from the Posidonia Oceanica Epiphytic Ascomycota Mariannaea Humicola IG100

Overview

Journal Microb Cell Fact

Publisher Biomed Central

Specialties Biotechnology
Microbiology

Date 2020 Oct 2

PMID 33004054

Citations 3

Authors

Lorenzo Botta

Raffaele Saladino

Paolo Barghini

Massimiliano Fenice

Marcella Pasqualetti

Affiliations

Soon will be listed here.

Abstract

Background: Marine fungi are an important repository of bioactive molecules with great potential in different technological fields, the annual number of new compounds isolated from marine fungi is impressive and the general trend indicates that it is still on the rise. In this context, the antifungal and antimicrobial activity of the marine strain Mariannaea humicola IG100 was evaluated and two active terpenoids were isolated and characterized.

Methods: Preliminary screening of activity of marine strain IG100 was carried out by agar plug diffusion methods against fungal (Penicillium griseofulvum TSF04) and bacterial (Bacillus pumilus KB66 and Escherichia coli JM109) strains. Subsequently, inhibition tests were done by using the cultural broth and the organic extract (ethyl acetate, EtOAc) by the agar well diffusion methods. The main active fractions were identified and tested for their antifungal activity against P. griseofulvum TSF04 in a 24 wells microplate at different concentrations (1000, 100, 10 and 1.0 µg/mL). Two active compounds were characterized and their relative MIC measured by the broth micro-dilution methods in a 96-well microplate against Aspergillus flavus IG133, P. griseofulvum TSF04, and Trichoderma pleuroticola IG137.

Results: Marine strain IG100 presented significant antifungal activity associated with two active compounds, the terpenoids terperstacin 1 and 19-acetyl-4-hydroxydictyodiol 2. Their MIC values were measured for A. flavus (MIC of 7.9 µg/mL and 31.3 µg/mL for 1 and 2, respectively), P. griseofulvum (MIC of 25 µg/mL and 100 µg/mL for 1 and 2, respectively) and T. pleuroticola (MIC > 500 µg/mL and 125 µg/mL for 1 and 2, respectively). They showed a rather good fungistatic effect.

Conclusions: In this study, the first marine strain of M. humicola (IG100) was investigated for the production of bioactive molecules. Strain IG100 produced significant amounts of two bioactive terpenoids, terperstacin 1 and 19-acetyl-4-hydroxydictyodiol 2. The two compounds showed significant antifungal activities against A. flavus IG133, T. pleuroticola IG137 and P. griseofulvum TSF04. Compound 2 was identified for the first time in fungi.

Citing Articles

Antifungal Natural Products Originating from Endophytic and Rhizospheric Microbes Isolated from Coastal Vegetation.

Jayaweera S, Van T, Dias D J Xenobiot. 2025; 15(1).

PMID: 39997375 PMC: 11856389. DOI: 10.3390/jox15010032.

From marine neglected substrata new fungal taxa of potential biotechnological interest: the case of .

Pasqualetti M, Braconcini M, Barghini P, Gorrasi S, Schillaci D, Ferraro D Front Microbiol. 2024; 15:1473269.

PMID: 39464400 PMC: 11502404. DOI: 10.3389/fmicb.2024.1473269.

Exploring Fungal Diversity in Seagrass Ecosystems for Pharmaceutical and Ecological Insights.

Rajakaruna O, Wijayawardene N, Udagedara S, Jayasinghe P, Gunasekara S, Boonyuen N J Fungi (Basel). 2024; 10(9).

PMID: 39330387 PMC: 11433010. DOI: 10.3390/jof10090627.

and , gen. et spp. nov. (Lulworthiaceae) from the Marine Tunicate .

Braconcini M, Gorrasi S, Fenice M, Barghini P, Pasqualetti M J Fungi (Basel). 2024; 10(2).

PMID: 38392799 PMC: 10890369. DOI: 10.3390/jof10020127.

References

Posada D, Buckley T . Model selection and model averaging in phylogenetics: advantages of akaike information criterion and bayesian approaches over likelihood ratio tests. Syst Biol. 2004; 53(5):793-808. DOI: 10.1080/10635150490522304. View

Logrieco A, Moretti A, Fornelli F, Fogliano V, Ritieni A, Caiaffa M . Fusaproliferin production by Fusarium subglutinans and its toxicity to Artemia salina, SF-9 insect cells, and IARC/LCL 171 human B lymphocytes. Appl Environ Microbiol. 1996; 62(9):3378-84. PMC: 168135. DOI: 10.1128/aem.62.9.3378-3384.1996. View

Chan J, Jamison T . Synthesis of (-)-terpestacin via catalytic, stereoselective fragment coupling: siccanol is terpestacin, not 11-epi-terpestacin. J Am Chem Soc. 2003; 125(38):11514-5. DOI: 10.1021/ja0373925. View

Geiser D, Dorner J, Horn B, Taylor J . The phylogenetics of mycotoxin and sclerotium production in Aspergillus flavus and Aspergillus oryzae. Fungal Genet Biol. 2001; 31(3):169-79. DOI: 10.1006/fgbi.2000.1215. View

Masi M, Meyer S, Gorecki M, Pescitelli G, Clement S, Cimmino A . Phytotoxic Activity of Metabolites Isolated from , the Causal Agent of Bleach Blonde Syndrome on Cheatgrass (). Molecules. 2018; 23(7). PMC: 6100615. DOI: 10.3390/molecules23071734. View

Gnavi G, Ercole E, Panno L, Vizzini A, Varese G . Dothideomycetes and Leotiomycetes sterile mycelia isolated from the Italian seagrass Posidonia oceanica based on rDNA data. Springerplus. 2014; 3:508. PMC: 4179639. DOI: 10.1186/2193-1801-3-508. View

Balouiri M, Sadiki M, Ibnsouda S . Methods for evaluating antimicrobial activity: A review. J Pharm Anal. 2018; 6(2):71-79. PMC: 5762448. DOI: 10.1016/j.jpha.2015.11.005. View

Banani H, Marcet-Houben M, Ballester A, Abbruscato P, Gonzalez-Candelas L, Gabaldon T . Genome sequencing and secondary metabolism of the postharvest pathogen Penicillium griseofulvum. BMC Genomics. 2016; 17:19. PMC: 4700700. DOI: 10.1186/s12864-015-2347-x. View

Corral P, Palma Esposito F, Tedesco P, Falco A, Tortorella E, Tartaglione L . Identification of a Sorbicillinoid-Producing Aspergillus Strain with Antimicrobial Activity Against Staphylococcus aureus: a New Polyextremophilic Marine Fungus from Barents Sea. Mar Biotechnol (NY). 2018; 20(4):502-511. DOI: 10.1007/s10126-018-9821-9. View

10.

Overy D, Bayman P, Kerr R, Bills G . An assessment of natural product discovery from marine () and marine-derived fungi. Mycology. 2014; 5(3):145-167. PMC: 4205923. DOI: 10.1080/21501203.2014.931308. View

11.

Jung H, Shim J, Lee J, Song Y, Park K, Choi S . Terpestacin inhibits tumor angiogenesis by targeting UQCRB of mitochondrial complex III and suppressing hypoxia-induced reactive oxygen species production and cellular oxygen sensing. J Biol Chem. 2010; 285(15):11584-95. PMC: 2857036. DOI: 10.1074/jbc.M109.087809. View

12.

Ronquist F, Huelsenbeck J . MrBayes 3: Bayesian phylogenetic inference under mixed models. Bioinformatics. 2003; 19(12):1572-4. DOI: 10.1093/bioinformatics/btg180. View

13.

Lukassen M, Saei W, Sondergaard T, Tamminen A, Kumar A, Kempken F . Identification of the Scopularide Biosynthetic Gene Cluster in Scopulariopsis brevicaulis. Mar Drugs. 2015; 13(7):4331-43. PMC: 4515620. DOI: 10.3390/md13074331. View

14.

Oka M, Iimura S, Tenmyo O, Sawada Y, Sugawara M, Ohkusa N . Terpestacin, a new syncytium formation inhibitor from Arthrinium sp. J Antibiot (Tokyo). 1993; 46(3):367-73. DOI: 10.7164/antibiotics.46.367. View

15.

Cueto M, Jensen P, Kauffman C, Fenical W, Lobkovsky E, Clardy J . Pestalone, a new antibiotic produced by a marine fungus in response to bacterial challenge. J Nat Prod. 2001; 64(11):1444-6. DOI: 10.1021/np0102713. View

16.

Passarini M, Rodrigues M, da Silva M, Sette L . Marine-derived filamentous fungi and their potential application for polycyclic aromatic hydrocarbon bioremediation. Mar Pollut Bull. 2010; 62(2):364-70. DOI: 10.1016/j.marpolbul.2010.10.003. View

17.

Pasqualetti M, Barghini P, Giovannini V, Fenice M . High Production of Chitinolytic Activity in Halophilic Conditions by a New Marine Strain of . Molecules. 2019; 24(10). PMC: 6571954. DOI: 10.3390/molecules24101880. View

18.

Cimmino A, Sarrocco S, Masi M, Diquattro S, Evidente M, Vannacci G . Fusaproliferin, Terpestacin and Their Derivatives Display Variable Allelopathic Activity Against Some Ascomycetous Fungi. Chem Biodivers. 2016; 13(11):1593-1600. DOI: 10.1002/cbdv.201600145. View

19.

Yue Y, Yu H, Li R, Xing R, Liu S, Li P . Exploring the Antibacterial and Antifungal Potential of Jellyfish-Associated Marine Fungi by Cultivation-Dependent Approaches. PLoS One. 2015; 10(12):e0144394. PMC: 4670088. DOI: 10.1371/journal.pone.0144394. View

20.

Masi M, Aloi F, Nocera P, Cacciola S, Surico G, Evidente A . Phytotoxic Metabolites Isolated from the Causal Agent of the Scabby Canker of Cactus Pear ( L.). Toxins (Basel). 2020; 12(2). PMC: 7077194. DOI: 10.3390/toxins12020126. View