Chagosendines A – C, New Metal Complexes of Imidazole Alkaloids from the Calcareous Sponge <i>Leucetta chagosensis</i>

An, Bang; Yin, Fan; Voogd, Nicole J. de; Chen, Xiaoguang; Cheng, Wei; Lin, Wenhan

doi:10.1002/cbdv.201700481

Cited by 12 publications

(6 citation statements)

References 25 publications

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“…Cytotoxic evaluation of compounds 48-56 had been performed against a panel of cell lines revealed interesting cytotoxic activity [40]. Crambescidin-816 (57) has been isolated from Crambe crambe (oyster sponge) belongs to the pentacyclic guanidine alkaloid. Biological evaluation of 57 revealed its ability to reduce cell viability of the tumor-derived cell line HepG2 at concentrations higher than 150 nM.…”

Section: Guanidine Alkaloidsmentioning

confidence: 99%

Cytotoxic Alkaloids Derived from Marine Sponges: A Comprehensive Review

et al. 2021

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Marine sponges (porifera) have proved to be a prolific source of unique bioactive secondary metabolites, among which the alkaloids occupy a special place in terms of unprecedented structures and outstanding biological activities. Identification of active cytotoxic alkaloids extracted from marine animals, particularly sponges, is an important strive, due to lack of knowledge on traditional experiential and ethnopharmacology investigations. In this report, a comprehensive survey of demospongian bioactive alkaloids in the range 1987–2020 had been performed with a special emphasis on the potent cytotoxic activity. Different resources and databases had been investigated, including Scifinder (database for the chemical literature) CAS (Chemical Abstract Service) search, web of science, Marin Lit (marine natural products research) database. More than 230 representatives of different classes of alkaloids had been reviewed and classified, different genera belonging to the phylum porifera had been shown to be a prolific source of alkaloidal molecules, including Agelas sp., Suberea sp., Mycale sp., Haliclona sp., Epipolasis sp., Monanchora sp., Crambe sp., Reniera sp., and Xestospongia sp., among others. The sufficient production of alkaloids derived from sponges is a prosperous approach that requires more attention in future studies to consider the constraints regarding the supply of drugs, attained from marine organisms.

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Section: Guanidine Alkaloidsmentioning

confidence: 99%

Cytotoxic Alkaloids Derived from Marine Sponges: A Comprehensive Review

et al. 2021

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“…Apart from human skin, other natural ionic materials (e.g., hyaluronic acid, alginate, protein, chestnut, wood, and cellulose) [64,[96][97][98][99][100][101][102][103] have become hotspots for emerging iontronic sensors due to their remarkable availability (Figure 2(j)). A versatile gelatin-based natural material is developed by Baumgartner et al, which is highly resilient but can fully degrade when disposed [104].…”

Section: Natural Ionic Materialsmentioning

confidence: 99%

Emerging Iontronic Sensing: Materials, Mechanisms, and Applications

et al. 2022

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Iontronic sensors represent a novel class of soft electronics which not only replicate the biomimetic structures and perception functions of human skin but also simulate the mechanical sensing mechanism. Relying on the similar mechanism with skin perception, the iontronic sensors can achieve ion migration/redistribution in response to external stimuli, promising iontronic sensing to establish more intelligent sensing interface for human-robotic interaction. Here, a comprehensive review on advanced technologies and diversified applications for the exploitation of iontronic sensors toward ionic skins and artificial intelligence is provided. By virtue of the excellent stretchability, high transparency, ultrahigh sensitivity, and mechanical conformality, numerous attempts have been made to explore various novel ionic materials to fabricate iontronic sensors with skin-like perceptive properties, such as self-healing and multimodal sensing. Moreover, to achieve multifunctional artificial skins and intelligent devices, various mechanisms based on iontronics have been investigated to satisfy multiple functions and human interactive experiences. Benefiting from the unique material property, diverse sensing mechanisms, and elaborate device structure, iontronic sensors have demonstrated a variety of applications toward ionic skins and artificial intelligence.

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“…24 In 2018, Lin and co-workers discovered chagosendine C, a Cucomplex of two molecules of naamidine J, from a bright yellow sponge of Leucetta chagosensis, which exerted selective and remarkable activities against the tumor cell lines K562, HepG2, and HeLa with IC 50 values of 0.62, 0.31, and 4.43 μM, respectively. 27 In light of the interesting chemical structure and biological activities of naamidine J, a bioactivity-driven synthesis was conducted for the discovery of more naamidine J analogs to explore their biological applications, especially cancer-related activity. Herein, we report the total synthesis of naamidine J and the design and synthesis of its derivatives, their in vitro and in vivo tumor immunology related activities, and the structure−activity relationship (SAR) analysis.…”

Section: Introductionmentioning

confidence: 99%

Bioactivity-Driven Synthesis of the Marine Natural Product Naamidine J and Its Derivatives as Potential Tumor Immunological Agents by Inhibiting Programmed Death-Ligand 1

Wang

Zhang

et al. 2023

J. Med. Chem.

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The total synthesis of the marine natural product naamidine J and a rapid structure modification toward its derivatives were achieved on the basis of several rounds of structure-relationship analyses of their tumor immunological activities. These compounds were tested for programmed deathligand 1 (PD-L1) protein expression in human colorectal adenocarcinoma RKO cells. Among them, compound 11c was found to efficiently suppress constitutive PD-L1 expression in RKO cells with low toxicity and further exerted its antitumor effect in MC38 tumor-bearing C57BL/6 mice by reducing PD-L1 expression and enhancing tumor-infiltrating T-cell immunity. This research work may provide insight for the discovery of new marine natural product-derived tumor immunological drug leads.

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Chagosendines A – C, New Metal Complexes of Imidazole Alkaloids from the Calcareous Sponge Leucetta chagosensis

Cited by 12 publications

References 25 publications

Cytotoxic Alkaloids Derived from Marine Sponges: A Comprehensive Review

Cytotoxic Alkaloids Derived from Marine Sponges: A Comprehensive Review

Emerging Iontronic Sensing: Materials, Mechanisms, and Applications

Bioactivity-Driven Synthesis of the Marine Natural Product Naamidine J and Its Derivatives as Potential Tumor Immunological Agents by Inhibiting Programmed Death-Ligand 1

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