Wewakazole B, a Cytotoxic Cyanobactin from the Cyanobacterium <i>Moorea producens</i> Collected in the Red Sea

Lopez, Julius Adam V.; Al‐Lihaibi, Sultan S.; Alarif, Walied M.; Abdel‐Lateff, Ahmed; Nogata, Yasuyuki; Washio, Kenji; Morikawa, Masaaki; Okino, Tatsufumi

doi:10.1021/acs.jnatprod.6b00051

Cited by 50 publications

(51 citation statements)

References 21 publications

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“…[42], Caribbean tunicate Trididemnum solidum [43], unidentified Brazilian ascidian (family Didemnidae) [44], Mediterranean ascidian Aplidium albicans [45], cyanobacteria like Papua New Guinea cyanobacterium Lyngbya semiplena [46], Red Sea cyanobacterium Moorea producens [47], Florida Everglades cyanobacterium Lyngbya sp. [48], Northern Wisconsin cyanobacterium Trichormus sp.…”

Section: Introductionmentioning

confidence: 99%

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

et al. 2016

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Peptides have gained increased interest as therapeutics during recent years. More than 60 peptide drugs have reached the market for the benefit of patients and several hundreds of novel therapeutic peptides are in preclinical and clinical development. The key contributor to this success is the potent and specific, yet safe, mode of action of peptides. Among the wide range of biologically-active peptides, naturally-occurring marine-derived cyclopolypeptides exhibit a broad range of unusual and potent pharmacological activities. Because of their size and complexity, proline-rich cyclic peptides (PRCPs) occupy a crucial chemical space in drug discovery that may provide useful scaffolds for modulating more challenging biological targets, such as protein-protein interactions and allosteric binding sites. Diverse pharmacological activities of natural cyclic peptides from marine sponges, tunicates and cyanobacteria have encouraged efforts to develop cyclic peptides with well-known synthetic methods, including solid-phase and solution-phase techniques of peptide synthesis. The present review highlights the natural resources, unique structural features and the most relevant biological properties of proline-rich peptides of marine-origin, focusing on the potential therapeutic role that the PRCPs may play as a promising source of new peptide-based novel drugs.

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Section: Introductionmentioning

confidence: 99%

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

et al. 2016

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“…Wewakazole B, an antitumor cyclodecapeptide, has been recently isolated from the secondary metabolites of Moorea producens strains collected from Red Sea . Wewakazole B exhibits potent cytotoxic activities against Human H460 lung cancer cells (IC 50 = 1.0 µM) and human MCF7 breast cancer cells (IC 50 = 0.58 µM).…”

Section: Classification and Examples Of Natural Bioactive Cyclopeptidesmentioning

confidence: 99%

A gold mine for drug discovery: Strategies to develop cyclic peptides into therapies

Jing

Jin

2019

Medicinal Research Reviews

121

130

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As a versatile therapeutic modality, peptides attract much attention because of their great binding affinity, low toxicity, and the capability of targeting traditionally “undruggable” protein surfaces. However, the deficiency of cell permeability and metabolic stability always limits the success of in vitro bioactive peptides as drug candidates. Peptide macrocyclization is one of the most established strategies to overcome these limitations. Over the past decades, more than 40 cyclic peptide drugs have been clinically approved, the vast majority of which are derived from natural products. The de novo discovered cyclic peptides on the basis of rational design and in vitro evolution, have also enabled the binding with targets for which nature provides no solutions. The current review summarizes different classes of cyclic peptides with diverse biological activities, and presents an overview of various approaches to develop cyclic peptide‐based drug candidates, drawing upon series of examples to illustrate each strategy.

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“…The main advantages of this technology include the ease of operation, high resolution, and sensitivity, and it always uses a short time to get the elution spectra compared to the GFC and IEX, which always need twenty to thirty hours. In recent years, there are many researchers that have used HPLC to purify marine organisms, like Enteromorpha [182], Cyanobacterium [183], Thornback Ray [184], Sponge [185], Tuna [186], Abalone [187], Marine Snail [188], and so forth. The researchers used HPLC with different chromatographic columns and elution conditions to collect the narrow peaks; fractions showing remarkable activities were freeze-dried and further analysed to identify the amino acid composition and sequences, while HPLC also has some limitations, like chromatographic columns being expensive, elution composition containing organic solvent and being environmentally unfriendly, and so forth.…”

Section: Purification Of Marine Bioactive Peptidesmentioning

confidence: 99%

Characterization, Preparation, and Purification of Marine Bioactive Peptides

Wang

Xing

et al. 2017

BioMed Research International

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Marine bioactive peptides, as a source of unique bioactive compounds, are the focus of current research. They exert various biological roles, some of the most crucial of which are antioxidant activity, antimicrobial activity, anticancer activity, antihypertensive activity, anti-inflammatory activity, and so forth, and specific characteristics of the bioactivities are described. This review also describes various manufacturing techniques for marine bioactive peptides using organic synthesis, microwave assisted extraction, chemical hydrolysis, and enzymes hydrolysis. Finally, purification of marine bioactive peptides is described, including gel or size exclusion chromatography, ion-exchange column chromatography, and reversed-phase high-performance liquid chromatography, which are aimed at finding a fast, simple, and effective method to obtain the target peptides.

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Wewakazole B, a Cytotoxic Cyanobactin from the Cyanobacterium Moorea producens Collected in the Red Sea

Cited by 50 publications

References 21 publications

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

A gold mine for drug discovery: Strategies to develop cyclic peptides into therapies

Characterization, Preparation, and Purification of Marine Bioactive Peptides

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