Two new cyclic tetrapeptides from deep-sea bacterium Bacillus amyloliquefaciens GAS 00152

Gao, Caixia; Chen, Yinning; Pan, Lixia; Fu, Lei; Long, Bin; Hu, Liqin; Zhang, Rongcan; Ke, Ke; Huang, Riming

doi:10.1038/ja.2014.27

Cited by 18 publications

(11 citation statements)

References 11 publications

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“…GC–MS plays an important role in natural product discovery, including bioactive compounds derived from Streptomyces species ( Pollak and Berger, 1996 ; Sudha and Masilamani, 2012 ; Ara et al, 2014 ; Jog et al, 2014 ). In the current study, GC–MS detected nine compounds in the extract of MUSC 137, with the majority of the compounds having been detected in marine-derived microorganisms including Streptomyces species ( Hong et al, 2008 ; Gao et al, 2014 ; Narendhran et al, 2014 ). The analysis detected several members of pyrrolizidines which are known to exhibit a diverse array of bioactivities including antimicrobial, antitumor, anti-angiogenesis and antioxidant activities ( Olano et al, 2009b ; Melo et al, 2014 ; Robertson and Stevens, 2014 ).…”

Section: Discussionmentioning

confidence: 55%

Evaluation of Antioxidative and Cytotoxic Activities of Streptomyces pluripotens MUSC 137 Isolated from Mangrove Soil in Malaysia

et al. 2015

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Streptomyces pluripotens MUSC 137 was isolated from mangrove soil obtained from Tanjung Lumpur, Pahang, Malaysia. We investigated the phylogenetic, genomic, biochemical, and phenotypic characteristics of this strain. Uniquely adapted microorganisms from mangrove habitats have previously yielded compounds of biopharmaceutical interest. In order to examine the bioactivities possessed by the strain, fermentation extract was prepared through solvent extraction method prior to bioactivities screenings. Antioxidant activity was examined via DPPH assay while the cytotoxic effect was assessed by means of examining the activity of the extract against selected human cancer cell lines, namely colon cancer cells (HCT-116, Caco-2, SW480, and HT-29), breast cancer cell (MCF-7), lung cancer cell (A549), prostate cancer cell (DU145), and cervical cancer cell (Ca Ski). The results revealed MUSC 137 possesses significant antioxidant activity and demonstrates cytotoxic effect against several cancer cell lines tested. The results indicated MCF-7 cells were most susceptible to the extract with the lowest IC50 (61.33 ± 17.10 μg/mL), followed by HCT-116 and A549. Additionally, selective index (SI) showed that MUSC 137 extract was less toxic against normal cell lines when compared to MCF-7 and HCT-116 cells. The extract was further subjected to chemical analysis using GC–MS and revealed the presence of deferoxamine and pyrrolizidines related compounds which may account for the antioxidant and cytotoxic properties observed.

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Section: Discussionmentioning

confidence: 55%

Evaluation of Antioxidative and Cytotoxic Activities of Streptomyces pluripotens MUSC 137 Isolated from Mangrove Soil in Malaysia

et al. 2015

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“…Two cyclotetrapeptides, named cyclo-(Leu-Pro-Ile-Pro) and cyclo(Tyr-Pro-Phe-Gly), were isolated from the deep-sea bacterium Bacillus amyloliquefaciens GAS 00152 collected from the South China Sea deep-sea sediment [ 17 , 80 ].…”

Section: Recently Reported Naturally Occurring Bioactive Cyclopeptmentioning

confidence: 99%

Natural Cyclic Peptides as an Attractive Modality for Therapeutics: A Mini Review

2018

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Peptides are important biomolecules which facilitate the understanding of complex biological processes, which in turn could be serendipitous biological targets for future drugs. They are classified as a unique therapeutic niche and will play an important role as fascinating agents in the pharmaceutical landscape. Until now, more than 40 cyclic peptide drugs are currently in the market, and approximately one new cyclopeptide drug enters the market annually on average. Interestingly, the majority of clinically approved cyclic peptides are derived from natural sources, such as peptide antibiotics and human peptide hormones. In this report, the importance of cyclic peptides is discussed, and their role in drug discovery as interesting therapeutic biomolecules will be highlighted. Recently isolated naturally occurring cyclic peptides from microorganisms, sponges, and other sources with a wide range of pharmacological properties are reviewed herein.

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“…With a low molecular weight, low hydrophobicity, and the presence of a hydrogen-bond acceptor and donor, CTPs have been demonstrated to possess diverse pharmacological activities, including antimicrobial [ 4 ], cytotoxic [ 5 , 6 , 7 ], and HDAC inhibitory bioactivities. In the last decade or so, more than 40 cyclic peptides have been approved by the FDA and EMA, such as vorinostat and romidepsin [ 31 , 32 , 33 ].…”

Section: Discussionmentioning

confidence: 99%

“…Fungal natural products play a prominent role in the development of pharmaceutical agents [ 1 , 2 ]. Cyclic tetrapeptides (CTPs) are a type of important bioactive natural product that were found to have a broad range of pharmacological properties, including antimicrobial [ 3 , 4 ], cytotoxic [ 5 , 6 , 7 ], and HDAC (histone deacetylase) inhibitory properties [ 8 ]. Most of the naturally occurring CTPs are obtained from fungi, such as HC toxin with cytotoxic and antimitogenic activities from Cochliobolus carbonum [ 9 ], apicidin with antiprotozoan activities from Fusarium strains [ 10 ], and microsporins A-B with antitumor activity from Microsporum cf.…”

Section: Introductionmentioning

confidence: 99%

Cyclic Tetrapeptides with Synergistic Antifungal Activity from the Fungus Aspergillus westerdijkiae Using LC-MS/MS-Based Molecular Networking

et al. 2022

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Fungal natural products play a prominent role in the development of pharmaceuticalagents. Two new cyclic tetrapeptides (CTPs), westertide A (1) and B (2), with eight known compounds (3–10) were isolated from the fungus Aspergillus westerdijkiae guided by OSMAC (one strain-many compounds) and molecular networking strategies. The structures of new compounds were unambiguously determined by a combination of NMR and mass data analysis, and chemical methods. All of the isolates were evaluated for antimicrobial effects, synergistic antifungal activity, cytotoxic activity, and HDAC inhibitory activity. Compounds 1–2 showed synergistic antifungal activity against Candida albicans SC5314 with the presence of rapamycin and weak HDAC (histone deacetylase) inhibitory activity. These results indicate that molecular networking is an efficient approach for dereplication and identification of new CTPs. CTPs might be a good starting point for the development of synergistic antifungal agents.

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Two new cyclic tetrapeptides from deep-sea bacterium Bacillus amyloliquefaciens GAS 00152

Cited by 18 publications

References 11 publications

Evaluation of Antioxidative and Cytotoxic Activities of Streptomyces pluripotens MUSC 137 Isolated from Mangrove Soil in Malaysia

Evaluation of Antioxidative and Cytotoxic Activities of Streptomyces pluripotens MUSC 137 Isolated from Mangrove Soil in Malaysia

Natural Cyclic Peptides as an Attractive Modality for Therapeutics: A Mini Review

Cyclic Tetrapeptides with Synergistic Antifungal Activity from the Fungus Aspergillus westerdijkiae Using LC-MS/MS-Based Molecular Networking

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