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Search Results (3)

Search Parameters:
Keywords = cyclostellettamines

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14 pages, 4145 KiB  
Article
Metabolic Profiling as a Screening Tool for Cytotoxic Compounds: Identification of 3-Alkyl Pyridine Alkaloids from Sponges Collected at a Shallow Water Hydrothermal Vent Site North of Iceland
by Eydis Einarsdottir, Manuela Magnusdottir, Giuseppe Astarita, Matthias Köck, Helga M. Ögmundsdottir, Margret Thorsteinsdottir, Hans Tore Rapp, Sesselja Omarsdottir and Giuseppe Paglia
Mar. Drugs 2017, 15(2), 52; https://doi.org/10.3390/md15020052 - 22 Feb 2017
Cited by 16 | Viewed by 6803
Abstract
Twenty-eight sponge specimens were collected at a shallow water hydrothermal vent site north of Iceland. Extracts were prepared and tested in vitro for cytotoxic activity, and eight of them were shown to be cytotoxic. A mass spectrometry (MS)-based metabolomics approach was used to [...] Read more.
Twenty-eight sponge specimens were collected at a shallow water hydrothermal vent site north of Iceland. Extracts were prepared and tested in vitro for cytotoxic activity, and eight of them were shown to be cytotoxic. A mass spectrometry (MS)-based metabolomics approach was used to determine the chemical composition of the extracts. This analysis highlighted clear differences in the metabolomes of three sponge specimens, and all of them were identified as Haliclona (Rhizoniera) rosea (Bowerbank, 1866). Therefore, these specimens were selected for further investigation. Haliclona rosea metabolomes contained a class of potential key compounds, the 3-alkyl pyridine alkaloids (3-APA) responsible for the cytotoxic activity of the fractions. Several 3-APA compounds were tentatively identified including haliclamines, cyclostellettamines, viscosalines and viscosamines. Among these compounds, cyclostellettamine P was tentatively identified for the first time by using ion mobility MS in time-aligned parallel (TAP) fragmentation mode. In this work, we show the potential of applying metabolomics strategies and in particular the utility of coupling ion mobility with MS for the molecular characterization of sponge specimens. Full article
(This article belongs to the Collection Bioactive Compounds from Marine Invertebrates)
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12 pages, 678 KiB  
Article
Cyclic Bis-1,3-dialkylpyridiniums from the Sponge Haliclona sp.
by Yoonyeong Lee, Kyoung Hwa Jang, Ju-eun Jeon, Woo-Young Yang, Chung J. Sim, Ki-Bong Oh and Jongheon Shin
Mar. Drugs 2012, 10(9), 2126-2137; https://doi.org/10.3390/md10092126 - 24 Sep 2012
Cited by 28 | Viewed by 7574
Abstract
Eight novel cyclic bis-1,3-dialkylpyridiniums, as well as two known compounds from the cyclostellettamine class, were isolated from the sponge Haliclona sp. from Korea. Structures of these novel compounds were determined using combined NMR and FAB-MS/MS analyses. Several of these compounds exhibited moderate cytotoxic [...] Read more.
Eight novel cyclic bis-1,3-dialkylpyridiniums, as well as two known compounds from the cyclostellettamine class, were isolated from the sponge Haliclona sp. from Korea. Structures of these novel compounds were determined using combined NMR and FAB-MS/MS analyses. Several of these compounds exhibited moderate cytotoxic and antibacterial activities against A549 cell-line and Gram-positive strains, respectively. The structure-activity relationships of cyclostellettamines are discussed based on their bioactivities. Full article
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8 pages, 51 KiB  
Article
Antimicrobial and Antimycobacterial Activity of Cyclostellettamine Alkaloids from Sponge Pachychalina sp.
by Jaine H. H. L. De Oliveira, Mirna H. R. Seleghim, Christoph Timm, Achim Grube, Matthias Köck, Gislene G.F. Nascimento, Ana Claudia T. Martins, Elissa G. O. Silva, Ana Olívia De Souza, Paulo R. R. Minarini, Fabio C. S. Galetti, Célio L. Silva, Eduardo Hajdu and Roberto G. S. Berlinck
Mar. Drugs 2006, 4(1), 1-8; https://doi.org/10.3390/md401001 - 20 Jan 2006
Cited by 37 | Viewed by 13384
Abstract
Cyclostellettamines A – F (1 – 6) isolated from the sponge Pachychalina sp. and cyclostellettamines G - I, K and L (7 – 11) obtained by synthesis were evaluated in bioassays of antimicrobial activity against susceptible and antibiotic-resistant Staphylococcus aureus, Pseudomonas aeruginosa and [...] Read more.
Cyclostellettamines A – F (1 – 6) isolated from the sponge Pachychalina sp. and cyclostellettamines G - I, K and L (7 – 11) obtained by synthesis were evaluated in bioassays of antimicrobial activity against susceptible and antibiotic-resistant Staphylococcus aureus, Pseudomonas aeruginosa and antibiotic-susceptible Escherichia coli and Candida albicans, as well as in antimycobacterial activity against Mycobacterium tuberculosis H37Rv bioassays. The results obtained indicated that cyclostellettamines display different antimicrobial activity depending on the alkyl-chain size, suggesting that, if a mechanism-of action is implied, it is dependent on the distance between the two pyridinium moieties of cyclostellettamines. Full article
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