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Keywords = lyngbyatoxin A

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16 pages, 6122 KB  
Article
First Report of Accumulation of Lyngbyatoxin-A in Edible Shellfish in Aotearoa New Zealand from Marine Benthic Cyanobacteria
by Laura Biessy, Jonathan Puddick, Susanna A. Wood, Andrew I. Selwood, Megan Carbines and Kirsty F. Smith
Toxins 2024, 16(12), 522; https://doi.org/10.3390/toxins16120522 - 3 Dec 2024
Viewed by 2160
Abstract
This study reports the first documented accumulation of lyngbyatoxin-a (LTA), a cyanotoxin produced by marine benthic cyanobacteria, in edible shellfish in Aotearoa New Zealand. The study investigates two bloom events in 2022 and 2023 on Waiheke Island, where hundreds of tonnes of marine [...] Read more.
This study reports the first documented accumulation of lyngbyatoxin-a (LTA), a cyanotoxin produced by marine benthic cyanobacteria, in edible shellfish in Aotearoa New Zealand. The study investigates two bloom events in 2022 and 2023 on Waiheke Island, where hundreds of tonnes of marine benthic cyanobacterial mats (mBCMs) washed ashore each summer. Genetic analysis identified the cyanobacterium responsible for the blooms as Okeania sp., a genus typically found in tropical marine ecosystems. Analysis by liquid chromatography–tandem mass spectrometry indicated that the cyanobacteria produced a potent dermatoxin, lyngbyatoxin-a (LTA), and that LTA had accumulated in marine snails, rock oysters and cockles collected near the mats. Snails contained the highest levels of LTA (up to 10,500 µg kg−1). The study also demonstrated that the LTA concentration was stable in composted mats for several months. The presence of LTA in edible species and its stability over time raise concerns about the potential health risks to humans consuming LTA-contaminated seafood. This underlines the need for further studies assessing the risks of human exposure to LTA through seafood consumption, particularly as climate change and eutrophication are expected to increase the frequency of mBCM blooms. The study highlights the need to develop public health risk management strategies for mBCMs. Full article
(This article belongs to the Special Issue Marine Biotoxins: Bioactivities, Identification, and Potential Bioprocesses)
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15 pages, 2142 KB  
Article
Bursatella leachii Purple Ink Secretion Concentrate Exerts Cytotoxic Properties against Human Hepatocarcinoma Cell Line (HepG2): In Vitro and In Silico Studies
by Zeyad I. Alehaideb, Anuradha Venkatraman, Mahadev Kokane, Syed Ali Mohamed, Saranya Rameshbabu, Rasha S. Suliman, Sahar S. Alghamdi, Hamad Al-Eidi, Bandar Alghanem, Maha-Hamadien Abdulla and Sabine Matou-Nasri
Molecules 2022, 27(3), 826; https://doi.org/10.3390/molecules27030826 - 26 Jan 2022
Cited by 7 | Viewed by 3601
Abstract
Liver cancer is a leading cause of cancer death globally. Marine mollusc-derived drugs have gained attention as potential natural-based anti-cancer agents to overcome the side effects caused by conventional chemotherapeutic drugs during cancer therapy. Using liquid chromatography-mass spectrometry, the main biomolecules in the [...] Read more.
Liver cancer is a leading cause of cancer death globally. Marine mollusc-derived drugs have gained attention as potential natural-based anti-cancer agents to overcome the side effects caused by conventional chemotherapeutic drugs during cancer therapy. Using liquid chromatography-mass spectrometry, the main biomolecules in the purple ink secretion released by the sea hare, named Bursatella leachii (B. leachii), were identified as hectochlorin, malyngamide X, malyngolide S, bursatellin and lyngbyatoxin A. The cytotoxic effects of B. leachii ink concentrate against human hepatocarcinoma (HepG2) cells were determined to be dose- and time-dependent, and further exploration of the underlying mechanisms causing the programmed cell death (apoptosis) were performed. The expression of cleaved-caspase-8 and cleaved-caspase-3, key cysteine-aspartic proteases involved in the initiation and completion of the apoptosis process, appeared after HepG2 cell exposure to the B. leachii ink concentrate. The gene expression levels of pro-apoptotic BAX, TP53 and Cyclin D1 were increased after treatment with the B. leachii ink concentrate. Applying in silico approaches, the high scores predicted that bioactivities for the five compounds were protease and kinase inhibitors. The ADME and cytochrome profiles for the compounds were also predicted. Altogether, the B. leachii ink concentrate has high pro-apoptotic potentials, suggesting it as a promising safe natural product-based drug for the treatment of liver cancer. Full article
(This article belongs to the Special Issue Bioproducts for Health II)
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15 pages, 1694 KB  
Article
MS/MS-Based Molecular Networking Approach for the Detection of Aplysiatoxin-Related Compounds in Environmental Marine Cyanobacteria
by Chi Ying Gary Ding, Li Mei Pang, Zhao-Xun Liang, Kau Kiat Kelvin Goh, Evgenia Glukhov, William H. Gerwick and Lik Tong Tan
Mar. Drugs 2018, 16(12), 505; https://doi.org/10.3390/md16120505 - 13 Dec 2018
Cited by 17 | Viewed by 5639
Abstract
Certain strains of cyanobacteria produce a wide array of cyanotoxins, such as microcystins, lyngbyatoxins and aplysiatoxins, that are associated with public health issues. In this pilot study, an approach combining LC-MS/MS and molecular networking was employed as a rapid analytical method to detect [...] Read more.
Certain strains of cyanobacteria produce a wide array of cyanotoxins, such as microcystins, lyngbyatoxins and aplysiatoxins, that are associated with public health issues. In this pilot study, an approach combining LC-MS/MS and molecular networking was employed as a rapid analytical method to detect aplysiatoxins present in four environmental marine cyanobacterial samples collected from intertidal areas in Singapore. Based on 16S-ITS rRNA gene sequences, these filamentous cyanobacterial samples collected from Pulau Hantu were determined as Trichodesmium erythraeum, Oscillatoria sp. PAB-2 and Okeania sp. PNG05-4. Organic extracts were prepared and analyzed on LC-HRMS/MS and Global Natural Product Social Molecular Networking (GNPS) for the presence of aplysiatoxin-related molecules. From the molecular networking, six known compounds, debromoaplysiatoxin (1), anhydrodebromoaplysiatoxin (2), 3-methoxydebromoaplysiatoxin (3), aplysiatoxin (4), oscillatoxin A (5) and 31-noroscillatoxin B (6), as well as potential new analogues, were detected in these samples. In addition, differences and similarities in molecular networking clusters related to the aplysiatoxin molecular family were observed in extracts of Trichodesmium erythraeum collected from two different locations and from different cyanobacterial species found at Pulau Hantu, respectively. Full article
(This article belongs to the Special Issue “Harmful Algae: Natural Products Research and Medical Application Exploration”―Selected Papers from the 18th International Conference on Harmful Algae (ICHA 2018))
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13 pages, 595 KB  
Communication
Two New Lyngbyatoxin Derivatives from the Cyanobacterium, Moorea producens
by Weina Jiang, Satoshi Tan, Yusuke Hanaki, Kazuhiro Irie, Hajime Uchida, Ryuichi Watanabe, Toshiyuki Suzuki, Bryan Sakamoto, Michiya Kamio and Hiroshi Nagai
Mar. Drugs 2014, 12(12), 5788-5800; https://doi.org/10.3390/md12125788 - 1 Dec 2014
Cited by 22 | Viewed by 6604
Abstract
The toxin-producing cyanobacterium, Moorea producens, is a known causative organism of food poisoning and seaweed dermatitis (also known as “swimmer’s itch”). Two new toxic compounds were isolated and structurally elucidated from an ethyl acetate extract of M. producens collected from Hawaii. Analyses [...] Read more.
The toxin-producing cyanobacterium, Moorea producens, is a known causative organism of food poisoning and seaweed dermatitis (also known as “swimmer’s itch”). Two new toxic compounds were isolated and structurally elucidated from an ethyl acetate extract of M. producens collected from Hawaii. Analyses of HR-ESI-MS and NMR spectroscopies, as well as optical rotations and CD spectra indicated two new lyngbyatoxin derivatives, 2-oxo-3(R)-hydroxy-lyngbyatoxin A (1) and 2-oxo-3(R)-hydroxy-13-N-desmethyl-lyngbyatoxin A (2). The cytotoxicity and lethal activities of 1 and 2 were approximately 10- to 150-times less potent than lyngbyatoxin A. Additionally, the binding activities of 1 and 2 possessed 10,000-times lower affinity for the protein kinase Cδ (PKCδ)-C1B peptide when compared to lyngbyatoxin A. These findings suggest that these new lyngbyatoxin derivatives may mediate their acute toxicities through a non-PKC activation pathway. Full article
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12 pages, 614 KB  
Communication
A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
by Weina Jiang, Wei Zhou, Hajime Uchida, Masayuki Kikumori, Kazuhiro Irie, Ryuichi Watanabe, Toshiyuki Suzuki, Bryan Sakamoto, Michiya Kamio and Hiroshi Nagai
Mar. Drugs 2014, 12(5), 2748-2759; https://doi.org/10.3390/md12052748 - 12 May 2014
Cited by 36 | Viewed by 8483
Abstract
Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. [...] Read more.
Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. producens collected from Hawaii. Analyses of HR-ESI-MS and NMR spectroscopies revealed the isolated compound had the same planar structure with that of lyngbyatoxin A. The results of optical rotation and CD spectra indicated that the compound was a new lyngbyatoxin A derivative, 12-epi-lyngbyatoxin A (1). While 12-epi-lyngbyatoxin A showed comparable toxicities with lyngbyatoxin A in cytotoxicity and crustacean lethality tests, it showed more than 100 times lower affinity for protein kinase Cδ (PKCδ) using the PKCδ-C1B peptide when compared to lyngbyatoxin A. Full article
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