Isomalyngamide A, A-1 and their analogs suppress cancer cell migration in vitro

Chang, Tzu Ting; More, Shivaji V.; Lu, I-Hsuan; Hsu, Jui-Ching; Chen, Ting‐Ju; Jen, Ya Ching; Lu, Chung‐Kuang; Li, Wen‐Shan

doi:10.1016/j.ejmech.2011.05.049

Cited by 55 publications

(19 citation statements)

References 46 publications

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“…The diversity in secondary metabolites is a result of the cyanobacterial capacity to integrate both Non-Ribosomal Peptide Synthethases with Polyketide Synthases. Cyanobacteria have a wide range of enzymes responsible for methylations, oxidations, tailoring and other alterations [7], resulting in chemically diverse natural products such as linear peptides [8], cyclic peptides [9], linear lipopeptides [10], depsipeptides [11], cyclic depsipeptides [12], fatty acid amides [13], swinholides [14], glicomacrolides [15] or macrolactones [16]. …”

Section: Introductionmentioning

confidence: 99%

Marine Cyanobacteria Compounds with Anticancer Properties: A Review on the Implication of Apoptosis

et al. 2012

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Marine cyanobacteria have been considered a rich source of secondary metabolites with potential biotechnological applications, namely in the pharmacological field. Chemically diverse compounds were found to induce cytoxicity, anti-inflammatory and antibacterial activities. The potential of marine cyanobacteria as anticancer agents has however been the most explored and, besides cytotoxicity in tumor cell lines, several compounds have emerged as templates for the development of new anticancer drugs. The mechanisms implicated in the cytotoxicity of marine cyanobacteria compounds in tumor cell lines are still largely overlooked but several studies point to an implication in apoptosis. This association has been related to several apoptotic indicators such as cell cycle arrest, mitochondrial dysfunctions and oxidative damage, alterations in caspase cascade, alterations in specific proteins levels and alterations in the membrane sodium dynamics. In the present paper a compilation of the described marine cyanobacterial compounds with potential anticancer properties is presented and a review on the implication of apoptosis as the mechanism of cell death is discussed.

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Section: Introductionmentioning

confidence: 99%

Marine Cyanobacteria Compounds with Anticancer Properties: A Review on the Implication of Apoptosis

et al. 2012

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“…Isomalyngamides are the secondary metabolites isolated from the marine cyanobacterium Lyngbya majuscule [30]. Chang and his group synthesised the analogues of isomalyngamide A and further examined the effectiveness of the compounds against tumour cell migration [31]. The base-sensitive methylene proton (H6') was replaced with a methyl group, a substitute important to restrict chemical alkylation, in the two analogues, 28 and 29 ( Figure 10).…”

Section: Methyl (Ch 3 ) Groupsmentioning

confidence: 99%

A Review of the Structure–Activity Relationship of Natural and Synthetic Antimetastatic Compounds

et al. 2020

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There are innumerable anticancer compounds derived from either natural or synthetic origins. Many of these compounds have been further developed through structural modifications to not only inhibit cancer cell growth but also to exert an antimetastatic effect. This is achieved by attaching different substituents to generate different structure–activity relationships. This review highlights the effectiveness of different functional groups known to have antimigration and antiproliferation activities, such as fluoro, methoxy, methyl, amino, hydroxy, nitro, bromo, chloro, methylamino, ethoxy, carbonyl, iodo, and trifluoromethyl groups. Additionally, the positioning of these functional groups plays an important role in their anticancer activities, which was evident in one of our studies comparing analogues of a natural compound. Thus, this review suggests future recommendations for the design and development of improved anticancer drugs with higher efficacy.

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“…Altered sialylation of the cell surface as a result of ST inhibition is expected to affect metastatic cell behaviors such as invasion, adhesion, and migration, rather than cell viability. For this reason, classic cytotoxicity tests such as MTT and MTS assays have shown very little to no toxicity for a range of ST inhibitors, which greatly enhances their drug development potential . Thus, the most prevalent assays in this area are those that measure cell invasion; cell migration using Transwell chamber migration assays; and cell adhesion to plates coated in collagen IV, fibronectin, or laminin, along with traditional wound healing assays .…”

Section: Biological Assaysmentioning

confidence: 99%

“…For this reason, classic cytotoxicity tests such as MTT and MTS assays have shown very little to no toxicity for a range of ST inhibitors, which greatly enhances their drug development potential . Thus, the most prevalent assays in this area are those that measure cell invasion; cell migration using Transwell chamber migration assays; and cell adhesion to plates coated in collagen IV, fibronectin, or laminin, along with traditional wound healing assays . Further antimetastasis assays include those that assess activation of integrins and downstream mediators of integrin signaling, such as FAK (focal adhesion kinase), and PI3K/Akt signaling via Western blot analysis .…”

Section: Biological Assaysmentioning

confidence: 99%

Advancement of Sialyltransferase Inhibitors: Therapeutic Challenges and Opportunities

Szabo

Skropeta

2016

Medicinal Research Reviews

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Hypersialylation of tumor cell surface proteins along with a marked upregulation of sialyltransferase (ST) activity is a well-established hallmark of cancer. Due to the critical role of STs in tumor growth and progression, ST inhibition has emerged as a potential new antimetastatic strategy for a range of cancers including pancreatic and ovarian. Human STs are divided into subtypes based on their linkage and acceptor molecule, with each subtype controlling the synthesis of specific sialylated structures with unique biological roles. This has important implications for inhibitor development, as STs also play significant roles in immune responses, inflammation, viral infection, and neurological disorders. Thus, the current goal in order to advance to the clinic is the development of subtype selective, cell-permeable and synthetically accessible, smallmolecule ST inhibitors. Herein is a comprehensive review of the latest developments in ST inhibitors from design, Nature, and high-throughput screening, addressing both the challenges and opportunities in targeting cell surface sialylation. The review features an overview of the biological evaluation methods, computational and imaging tools, inhibitor molecular diversity, and selectivity toward ST subtypes, along with the emerging role of ST inhibitors as diagnostic tools for disease imaging.

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Isomalyngamide A, A-1 and their analogs suppress cancer cell migration in vitro

Cited by 55 publications

References 46 publications

Marine Cyanobacteria Compounds with Anticancer Properties: A Review on the Implication of Apoptosis

Marine Cyanobacteria Compounds with Anticancer Properties: A Review on the Implication of Apoptosis

A Review of the Structure–Activity Relationship of Natural and Synthetic Antimetastatic Compounds

Advancement of Sialyltransferase Inhibitors: Therapeutic Challenges and Opportunities

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