Trichoderins, novel aminolipopeptides from a marine sponge-derived Trichoderma sp., are active against dormant mycobacteria

Pruksakorn, Patamaporn; Arai, Masayoshi; Kotoku, Naoyuki; Vilchèze, Catherine; Baughn, Anthony D.; Moodley, Prashini; Jacobs, William R.; Kobayashi, Mariko

doi:10.1016/j.bmcl.2010.04.100

Cited by 149 publications

(79 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Bioactive compounds from marine organisms are also considered to be useful tools for identification of novel drug targets and biological functions in the cells and microorganisms. Our previous work focused on the discovery of anti-dormant mycobacterial substances from marine organisms, and we discovered several active compounds such as halicyclamines 12,13) (marine spongean macrocyclic alkaloid) and trichoderins 14) (novel aminolipopeptides from a marine sponge-derived Trichoderma sp. ).…”

mentioning

confidence: 99%

Inhibitory Effect of Cyclic Trihydroxamate Siderophore, Desferrioxamine E, on the Biofilm Formation of Mycobacterium Species

Ishida

Arai

Niikawa

et al. 2011

Biological & Pharmaceutical Bulletin

Self Cite

View full text Add to dashboard Cite

Biofilm is an assemblage of microorganisms enclosed in a matrix of extracellular materials such as polysaccharide, 1) and relates to bacterial virulence, pathogenesis, and environmental survival. Indeed, microorganisms existing in biofilm have remarkably high resistance to antibiotics and the immune system of a host's life. [2][3][4][5] Therefore, investigation of the molecular mechanisms of biofilm formation and search for new substances counteracting such formation are becoming an attractive research area.Tuberculosis is one of the most common causes of morbidity and mortality in human immunodeficiency virus (HIV)-positive adults living in poverty.6) Although the role of biofilm formation in the pathogenesis of Mycobacterium (M.) tuberculosis remains unclear, many species of Mycobacterium including M. tuberculosis are known to form biofilm. Several studies suggested that biofilm formation may play an important role in the pathogenesis of M. ulcerans as a causative agent of chronic skin ulcers and the virulence of M. avium subspecies paratuberculosis as a potent risk factor for Crohn's disease. 7,8) In addition, it is speculated that novel molecular events and regulatory circuitries of biofilm formation would still exist in Mycobacterium species. For instance, the cell wall biosynthesis, especially biosynthesis of mycolic acids, is involved in the process of biofilm formation in M. smegmatis and M. tuberculosis. 9-11)On the other hand, the marine environment provides rich chemical and biological diversity and has been a source of potent drug leads. Bioactive compounds from marine organisms are also considered to be useful tools for identification of novel drug targets and biological functions in the cells and microorganisms. Our previous work focused on the discovery of anti-dormant mycobacterial substances from marine organisms, and we discovered several active compounds such as halicyclamines 12,13) (marine spongean macrocyclic alkaloid) and trichoderins 14) (novel aminolipopeptides from a marine sponge-derived Trichoderma sp.).On the basis of this background, we established a screening system searching for inhibitors of biofilm formation against Mycobacterium species. We rediscovered desferrioxamine E, a cyclic trihydroxamate siderophore, 15) from the culture of the marine-derived Actinomycete MS67 as an inhibitor of biofilm formation against M. smegmatis. In this paper, the selective inhibitory activity of biofilm formation and the action-mechanism of desferrioxamine E against Mycobacterium species are presented. MATERIALS AND METHODS MaterialsMiddlebrook 7H9 broth, Middlebrook 7H10 agar, and Middlebrook OADC Enrichment were obtained from BD (Franklin Lakes, NJ, U.S.A.). Artificial sea water (MARINE ART BR) was purchased from Osakayakken Co., Ltd. (Osaka, Japan). Isoniazid, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), and other chemicals were obtained from Sigma (St. Louis, MO, U.S.A.).Isolation of Desferrioxamine E The actinomycete MS67 was isolated from marine sediment collected fro...

show abstract

mentioning

confidence: 99%

Inhibitory Effect of Cyclic Trihydroxamate Siderophore, Desferrioxamine E, on the Biofilm Formation of Mycobacterium Species

Ishida

Arai

Niikawa

et al. 2011

Biological & Pharmaceutical Bulletin

Self Cite

View full text Add to dashboard Cite

show abstract

“…Quantification of ATP in the M. bovis BCG M. bovis BCG (3ϫ10 8 colony forming unit (CFU)) in the log phase culture was incubated for 24 h with various concentrations of trichoderin A (MIC 0.02 mg/ml; 5ϫMIC 0.1 mg/ml; 10ϫMIC 0.2 mg/ml), isoinazid (MIC 0.03 mg/ml) or the known inhibitor of ATP synthase, dicyclohexylcarbodiimide (DCCD, 4ϫMIC 100 mg/ml). After incubation, the bacilli were disrupted in the buffer of 100 mM Tris-HCl (pH 7.5) containing 4 mM ethylenediaminetetraacetic acid (EDTA) by 5 cycles of freeze (in methanol and dry ice)-thaw (on ice) with sonication.…”

Section: Action-mechanism Of Trichoderinmentioning

confidence: 99%

“…and determined their chemical structures. 8) Among them, trichoderin A showed most potent anti-microbial activity against the non-pathogenic strain of M. smegmatis (MICϭ0.1 mg/ml), the vaccine strain of M. bovis BCG (MICϭ0.02 mg/ml), and the drug susceptible laboratory strain of M. tuberculosis H37Rv (MICϭ0.12 mg/ml) under the both aerobic condition and hypoxic condition inducing dormant state, while its action-mechanism was not investigated. 8) In this paper, the mechanistic-analysis of trichoderin A is presented.…”

mentioning

confidence: 99%

“…8) Among them, trichoderin A showed most potent anti-microbial activity against the non-pathogenic strain of M. smegmatis (MICϭ0.1 mg/ml), the vaccine strain of M. bovis BCG (MICϭ0.02 mg/ml), and the drug susceptible laboratory strain of M. tuberculosis H37Rv (MICϭ0.12 mg/ml) under the both aerobic condition and hypoxic condition inducing dormant state, while its action-mechanism was not investigated. 8) In this paper, the mechanistic-analysis of trichoderin A is presented. Bacterial Culture Mycobacterium strains were grown in Middlebrook 7H9 broth containing 10% Middlebrook OADC enrichment, 0.2% glycerol, and 0.05% Tween 80, or on Middlebrook 7H10 agar containing 10% Middlebrook OADC enrichment and 0.5% glycerol.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Action-Mechanism of Trichoderin A, an Anti-dormant Mycobacterial Aminolipopeptide from Marine Sponge-Derived Trichoderma sp.

Pruksakorn

Arai

Liu

et al. 2011

Biological & Pharmaceutical Bulletin

Self Cite

View full text Add to dashboard Cite

Tuberculosis (TB) is one of the most common causes of morbidity and mortality in human immunodeficiency virus (HIV)-positive adults living in poverty.1) Eight million new TB cases and two million deaths by TB are estimated each year.2) It is now generally accepted that the requirement for minimum 6 months treatment for TB is due to the difficulty in eradicating non-replicating persistent Mycobacterium (M.) tuberculosis. Therefore, new lead compounds, which are effective against M. tuberculosis in both active and dormant states, are urgently needed. Although physiology of latent M. tuberculosis infection is still unclear, hypoxic condition was found to induce dormant state of Mycobacterium sp., which has a drug susceptibility profile resembling that of the latent M. tuberculosis infection.3-5) Recently, we have established a screening system for anti-dormant mycobacterial substances. 6,7) In this assay system, M. tuberculosis H37Rv under hypoxic condition became highly resistant against isoniazid, which is one of the first-line drugs for TB. Thus, the minimum inhibitory concentration (MIC) value of isoniazid against M. tuberculosis H37Rv was 0.05 mg/ml under aerobic condition. While, the MIC value of isoniazid was more than 100 mg/ml under nitrogen atmosphere containing 0.2% oxygen. In the course of our search for anti-dormant mycobacterial substances from marine organisms by using this assay system, we isolated three new aminolipopeptides, named trichoderins A, A1 and B, from the culture of the marine sponge-derived fungus of Trichoderma sp. and determined their chemical structures.8) Among them, trichoderin A showed most potent anti-microbial activity against the non-pathogenic strain of M. smegmatis (MICϭ0.1 mg/ml), the vaccine strain of M. bovis BCG (MICϭ0.02 mg/ml), and the drug susceptible laboratory strain of M. tuberculosis H37Rv (MICϭ0.12 mg/ml) under the both aerobic condition and hypoxic condition inducing dormant state, while its action-mechanism was not investigated. 8) In this paper, the mechanistic-analysis of trichoderin A is presented. . KOD Plus System (TOYOBO, Osaka, Japan) was used for polymerase chain reaction (PCR). Carbenicillin, dicyclohexylcarbodiimide (DCCD), hygromycin B, isoniazid, kanamycin, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), and other chemicals were purchased from Sigma (St. Louis, MO, U.S.A.). MATERIALS AND METHODS MaterialsBacterial Culture Mycobacterium strains were grown in Middlebrook 7H9 broth containing 10% Middlebrook OADC enrichment, 0.2% glycerol, and 0.05% Tween 80, or on Middlebrook 7H10 agar containing 10% Middlebrook OADC enrichment and 0.5% glycerol. Escherichia (E.) coli DH5a was used for cloning and maintaining plasmid and grown in Luria-Bertani (LB) liquid medium. E. coli HB101 was used for construction of the genomic DNA library of M. bovis BCG and grown in LB liquid medium containing 0.3% maltose and 10 mM MgSO 4 . The following concentrations of antibiotics were used 100 mg/ml (carbenicillin), 150 mg/ml (hygromycin B), and 40 mg/m...

show abstract

“…Three new aminolipopeptide, trichoderins were isolated by Pruksakorn et al (Pruksakorn et al, 2010) from a culture of marine sponge-derived fungus of Trichoderma sp. as antimycobacterial substances.…”

mentioning

confidence: 99%

Chemotherapeutic Strategies and Targets Against Resistant TB

Shakya¹,

Agrawal²,

Kumar³

2012

Understanding Tuberculosis - New Approaches to Fighting Against Drug Resistance

View full text Add to dashboard Cite

Trichoderins, novel aminolipopeptides from a marine sponge-derived Trichoderma sp., are active against dormant mycobacteria

Cited by 149 publications

References 12 publications

Inhibitory Effect of Cyclic Trihydroxamate Siderophore, Desferrioxamine E, on the Biofilm Formation of Mycobacterium Species

Inhibitory Effect of Cyclic Trihydroxamate Siderophore, Desferrioxamine E, on the Biofilm Formation of Mycobacterium Species

Action-Mechanism of Trichoderin A, an Anti-dormant Mycobacterial Aminolipopeptide from Marine Sponge-Derived Trichoderma sp.

Chemotherapeutic Strategies and Targets Against Resistant TB

Contact Info

Product

Resources

About