Polycyclic Guanidine Alkaloids from Poecilosclerida Marine Sponges

Sfecci, Estelle; Lacour, Thierry; Amade, Philippe; Mehiri, Mohamed

doi:10.3390/md14040077

Cited by 30 publications

(28 citation statements)

References 81 publications

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“…C800 is a guanidine alkaloid isolated mostly from sponges such as Crambe crambe [ 34 , 36 , 37 ] and Monanchora sp [ 38 , 39 ] and has been demonstrated to have diverse biological activities [ 38 , 40 ]. It has been found that C800 induces erythroid differentiation in chronic leukemia cells (K562 cells), leading to cell cycle arrest at S-phase and promotes neurite outgrowth in Neuro-2A neuroblastoma cells [ 41 ].…”

Section: Resultsmentioning

confidence: 99%

Crambescidin 800, Isolated from the Marine Sponge Monanchora viridis, Induces Cell Cycle Arrest and Apoptosis in Triple-Negative Breast Cancer Cells

et al. 2018

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Triple negative breast cancer (TNBC) is currently the only group of breast cancers without an effective targeted therapy. Marine sponges have historically been a source of compounds with anticancer activity. In this study, we screened extracts from twenty marine sponges collected off the coast of Western Australia for cytotoxic activity against TNBC cells. One very active extract derived from the sponge Monanchora viridis was selected for bioactivity-guided fractionation. Through multiple steps of purification, we isolated a potent cytotoxic compound, which was identified as crambescidin 800 (C800). We found that C800 exhibited cytotoxic potency in a panel of breast cancer cells, of which TNBC and luminal cancer cell models were the most sensitive. In addition, C800 induced cell cycle arrest at the G2/M phase, resulting in a decline in the expression of cyclin D1, CDK4, and CDK6 in TNBC cells. This effect was associated with the inhibition of phosphorylation of Akt, NF-κB, and MAPK pathways, resulting in apoptosis in TNBC cells.

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Section: Resultsmentioning

confidence: 99%

Crambescidin 800, Isolated from the Marine Sponge Monanchora viridis, Induces Cell Cycle Arrest and Apoptosis in Triple-Negative Breast Cancer Cells

et al. 2018

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“…Crambescidins, batzelladines, mirabilins and ptilocaulins are definite groups of marine cyclic guanidine-containing alkaloids that display potent biological activities, such as cytotoxic, antiviral, antifungal and anti-HIV-1 gp 120-human. These compounds were isolated from various marine sponge genera, like Batzella , Crambe , Monanchora and Ptilocaulis , and are chemotaxonomic markers for the marine sponges belonging to the orders Poecilosclerida and Axinellida [ 22 , 27 ]. Crambescidin 800 ( 1 ), a pentacyclic guanidine alkaloid, was isolated from the marine sponge Clathria ( Thalysias ) cervicornis , and was found to display potent antimicrobial activity against Acinetobacter baumannii, Klebsiella pneumoniae and Pseudomonas aeruginosa , with MIC values of 2, 1 and 1 μg/mL, respectively [ 21 ].…”

Section: Chemistry and Biological Activities Of The Secondary Metamentioning

confidence: 99%

Chemistry and Biological Activities of the Marine Sponges of the Genera Mycale (Arenochalina), Biemna and Clathria

et al. 2018

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Over the past seven decades, particularly since the discovery of the first marine-derived nucleosides, spongothymidine and spongouridine, from the Caribbean sponge Cryptotethya crypta in the early 1950s, marine natural products have emerged as unique, renewable and yet under-investigated pools for discovery of new drug leads with distinct structural features, and myriad interesting biological activities. Marine sponges are the most primitive and simplest multicellular animals, with approximately 8900 known described species, although more than 15,000 species are thought to exist worldwide today. These marine organisms potentially represent the richest pipeline for novel drug leads. Mycale (Arenochalina) and Clathria are recognized marine sponge genera belonging to the order Poecilosclerida, whereas Biemna was more recently reclassified, based on molecular genetics, as a new order Biemnida. Together, these sponge genera contribute to the production of physiologically active molecular entities with diverse structural features and a wide range of medicinal and therapeutic potentialities. In this review, we provide a comprehensive insight and up-to-date literature survey over the period of 1976–2018, focusing on the chemistry of the isolated compounds from members of these three genera, as well as their biological and pharmacological activities, whenever available.

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“…Monanchora , of the order Poecilosclerida and the family Crambeidae, is one of the richest sources of MGAs, especially complex polycyclic guanidines, such as crambescidins, ptilomycalins, fromiamycalins, celeromycalins, batzelladines, monanchomycalins, monanchocidins, normonanchocidins, neofolitispates, etc. Most of the recently reported MGAs were derived from this genus, with a wide range of biological activities such as cytotoxic, antimicrobial, antimalarial, and anti-HIV properties [ 12 ].…”

Section: Mgas From Spongesmentioning

confidence: 99%

Recent Advances in the Isolation, Synthesis and Biological Activity of Marine Guanidine Alkaloids

Liu

2017

Marine Drugs

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Marine organisms are prolific resources of guanidine-containing natural products with intriguing structures and promising biological activities. These molecules have therefore attracted the attention of chemists and biologists for their further studies towards potential drug leads. This review focused on the guanidine alkaloids derived from marine sources and discussed the recent progress on their isolation, synthesis and biological activities, covering the literature from the year 2010 to the present.

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Polycyclic Guanidine Alkaloids from Poecilosclerida Marine Sponges

Cited by 30 publications

References 81 publications

Crambescidin 800, Isolated from the Marine Sponge Monanchora viridis, Induces Cell Cycle Arrest and Apoptosis in Triple-Negative Breast Cancer Cells

Crambescidin 800, Isolated from the Marine Sponge Monanchora viridis, Induces Cell Cycle Arrest and Apoptosis in Triple-Negative Breast Cancer Cells

Chemistry and Biological Activities of the Marine Sponges of the Genera Mycale (Arenochalina), Biemna and Clathria

Recent Advances in the Isolation, Synthesis and Biological Activity of Marine Guanidine Alkaloids

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