Chlorinated Didemnins from the Tunicate Trididemnum solidum

Ankisetty, Sridevi; Khan, Shabana I.; Avula, Bharathi; Gochfeld, Deborah J.; Khan, Ikhlas A.; Slattery, Marc

doi:10.3390/md11114478

Cited by 15 publications

(9 citation statements)

References 24 publications

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“…They are sessile and very often fixed to rocks or similar surfaces [97]. Tunicates, in particular, represent a source of didemins, such as aplidine and trabectin, molecules with anticancer, antiviral, anti-inflammatory, and immunosuppressive potential [98][99][100]. Furthermore, they contain lectins.…”

Section: Phylum Chordatamentioning

confidence: 99%

Antitumor Potential of Marine and Freshwater Lectins

et al. 2019

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Often, even the most effective antineoplastic drugs currently used in clinic do not efficiently allow complete healing due to the related toxicity. The reason for the toxicity lies in the lack of selectivity for cancer cells of the vast majority of anticancer agents. Thus, the need for new potent anticancer compounds characterized by a better toxicological profile is compelling. Lectins belong to a particular class of non-immunogenic glycoproteins and have the characteristics to selectively bind specific sugar sequences on the surface of cells. This property is exploited to exclusively bind cancer cells and exert antitumor activity through the induction of different forms of regulated cell death and the inhibition of cancer cell proliferation. Thanks to the extraordinary biodiversity, marine environments represent a unique source of active natural compounds with anticancer potential. Several marine and freshwater organisms, ranging from the simplest alga to the most complex vertebrate, are amazingly enriched in these proteins. Remarkably, all studies gathered in this review show the impressive anticancer effect of each studied marine lectin combined with irrelevant toxicity in vitro and in vivo and pave the way to design clinical trials to assess the real antineoplastic potential of these promising proteins. It provides a concise and precise description of the experimental results, their interpretation as well as the experimental conclusions that can be drawn.

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Section: Phylum Chordatamentioning

confidence: 99%

Antitumor Potential of Marine and Freshwater Lectins

et al. 2019

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“…In 2013, the investigation of the tunicate Trididemnum solidum (collected from Little Cayman Island at a depth of 10 m) resulted in the isolation of two new chlorinated didemnim-class compounds (61, 62) in addition to two known compounds (Ankisetty et al, 2013). The structural determination of the compounds was based on extensive NMR and mass spectroscopic analysis (Fig.…”

Section: Isolation and Structure Determination Of Chlorinated Metabolmentioning

confidence: 99%

“…Chlorinated didemnins showed strong activity against iNOS and NF-κB in LPS-induced macrophages and PMA-induced chondrocytes. The isolated metabolites were also evaluated for their cytotoxicity towards four human solid-tumor cell lines (SK-MEL: melanoma; KB: epidermal carcinoma; BT549: breast carcinoma and SK-OV-3: ovarian carcinoma) and non-cancer kidney cells (Vero: monkey kidney fibroblasts); they inhibited cell proliferation of all four cancer cell lines and were less toxic towards noncancerous cells in comparison to the control drug (Ankisetty et al, 2013).…”

Section: Biological Activities Of Chlorinated Secondary Metabolitesmentioning

confidence: 99%

Ascidian halogen-containing secondary metabolites from the family didemnidae

Djordjevic

Radulović

2019

Facta Univ Phys Chem Technol

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This review summarizes current knowledge concerning the isolation, structural elucidation, biological/pharmacological activities, and total synthesis of halogen-containing secondary metabolites isolated from ascidians of the family Didemnidae. Overall, 81 compounds are presented, displaying great structural diversity and possessing a number of significant biological/pharmacological properties. In addition to the most numerous brominated compounds, chlorinated and iodinated ones were also found. The most prolific genus in regard to the number of published papers and isolated molecules is the genus Didemnum, which was treated separately from the rest of the genera of the ascidian family. The structural complexity of the isolated metabolites prompted a number of synthetic endeavors that not only provided conclusive proof of the structure of the metabolites but also enabled the biological tests and the possible application of these metabolites.

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“…To date, five substances with strong bioactivity have been identified: didemnin A, B, C, D, and E. Among them, didemnin B (Figure D) is the first marine antitumour drug evaluated in phase I clinical study due to its potent antitumour actions . It mainly exerts its effects by regulation of protein synthesis within cells.…”

Section: Drugs Containing Antitumour Bioactive Peptides With Differenmentioning

confidence: 99%

“…To date, five substances with strong bioactivity have been identified: didemnin A, B, C, D, and E. Among them, didemnin B ( Figure 1D) is the first marine antitumour drug evaluated in phase I clinical study due to its potent antitumour actions. 28 It mainly exerts its effects by regulation of protein synthesis within cells. Specifically, didemnin B binds the GTP-bound conformation of eukaryotic elongation factor 1A (EEF1A), inhibiting its release from the ribosomal A site and preventing subsequent peptide elongation.…”

Section: Didemnin Bmentioning

confidence: 99%

Antitumour bioactive peptides isolated from marine organisms

Xing

Tong

Jiang

et al. 2017

Clin Exp Pharma Physio

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SummaryMarine organisms are an important source of antitumour active substances. Thus, pharmaceutical research in recent years has focused on exploring new antitumour drugs derived from marine organisms, and, many peptide drugs with strong antitumour activities have been successfully extracted. Based on different mechanisms, this paper reviews the research on several typical antitumour bioactive peptides in marine drugs and the latest progress therein. Additionally, the development prospects for these antitumour bioactive peptide-based drugs are discussed so as to provide a reference for future research in this field. K E Y W O R D Santitumour, bioactive peptides, marine organisms

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Chlorinated Didemnins from the Tunicate Trididemnum solidum

Cited by 15 publications

References 24 publications

Antitumor Potential of Marine and Freshwater Lectins

Antitumor Potential of Marine and Freshwater Lectins

Ascidian halogen-containing secondary metabolites from the family didemnidae

Antitumour bioactive peptides isolated from marine organisms

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