Article
Chemistry, Medicinal
Qi Wang, Chunhua Gao, Zhun Wei, Xiaowen Tang, Lixia Ji, Xiangchao Luo, Xiaoping Peng, Gang Li, Hongxiang Lou
Summary: Twelve new and four known alkaloids were isolated from the sponge Stylissa massa collected in the South China Sea, and their structures and activities were studied.
Review
Chemistry, Medicinal
Kevin Seipp, Leander Geske, Till Opatz
Summary: Nitrogen heterocycles are essential components of the chemical machinery of life, and marine pyrrole alkaloids are well-known for their diverse biological activities. This review provides a broad overview of marine pyrrole alkaloids from 2010 to 2020, covering their isolation, biological activities, chemical synthesis, and derivatization, with relevant structural subclasses categorized for a clear and timely synopsis in this area.
Article
Plant Sciences
Huynh Nguyen Khanh Tran, Min Jin Kim, A-Young Shin, Le Viet Ha Tran, Jihoon Lee, Yeon-Ju Lee
Summary: Ten new norterpene alkaloids, coscinoderines A-J (1-10), were isolated from the marine sponge Coscinoderma bakusi. Each coscinoderine contains a 1,2,5-trisubstituted pyridinium moiety bearing a terpene unit at the C-2 position. The structures were determined using NMR and HRMS data, and the absolute stereochemistry of compound 4 was confirmed by comparing calculated and measured ECD spectra. The discovery of these coscinoderines expands the range of pyridinium alkaloids found in marine sponges.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Chemistry, Organic
Philipp Moosmann, Tohru Taniguchi, Kazuo Furihata, Hiroaki Utsumi, Yuji Ise, Yasuhiro Morii, Nobuhiro Yamawaki, Tomohiro Takatani, Osamu Arakawa, Shigeru Okada, Shigeki Matsunaga
Summary: Myrindole A, a bis-indole alkaloid isolated from a deep-sea sponge, had a complex structure that was ultimately determined through a combination of experiments and spectral comparison. It showed antimicrobial activity against both Gram-positive and Gram-negative bacteria.
Article
Chemistry, Medicinal
Nwet Nwet Win, Takeshi Kodama, Aung Aung Aye, Khine Zar Wynn Lae, Hla Ngwe, Nang Mya Han, Ikuro Abe, Hiroyuki Morita
Summary: A new brominated pyrrolactam stylissaol A (1) and four known analogues were isolated from a marine sponge collected in Myanmar. Among them, 2-bromoaldisine exhibited anti-Vpr activity against TREx-HeLa-Vpr cells with potency comparable to that of positive control damnacanthal.
CHEMICAL & PHARMACEUTICAL BULLETIN
(2021)
Article
Chemistry, Medicinal
Pierre-Eric Campos, Gaetan Herbette, Laetitia Fougere, Patricia Clerc, Florent Tintillier, Nicole J. de Voogd, Geraldine Le Goff, Jamal Ouazzani, Anne Gauvin-Bialecki
Summary: A chemical study and metabolomic investigation on the sponge Ernsta naturalis collected in Rodrigues revealed multiple compounds, including a novel aminopyrimidone alkaloid compound and several new aminoimidazole alkaloid compounds. The structures of these compounds were determined through spectroscopic analysis, and their similarity to other compounds was analyzed.
Article
Plant Sciences
Vitor F. Freire, Juliana R. Gubiani, Tara M. Spencer, Eduardo Hajdu, Antonio G. Ferreira, Dayana A. S. Ferreira, Erica de Castro Levatti, Joanna E. Burdette, Carlos Henrique Camargo, Andre G. Tempone, Roberto G. S. Berlinck
Summary: This study investigated the marine sponge Agelas dispar and discovered new bromopyrrole-derived metabolites using feature-based molecular networking, dereplication, and isolation techniques. The compounds were identified by analyzing spectroscopic data and MS/MS fragmentation. The antimicrobial activity of the isolated compounds was evaluated, and dibromoageliferin showed the strongest activity against multi-drug-resistant pathogenic bacteria.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Plant Sciences
Yu-Feng Zhang, Dai-Chun Li, Xiao-Jian Liao, Shi-Hai Xu, Bing-Xin Zhao
Summary: Two new alkaloids, named spongimides A (1) and B (2), along with five known compounds (3-7), were isolated from the marine sponge Spongia sp. The structures of 1 and 2 were determined by spectroscopic methods and X-ray diffraction analysis. Compounds 1, 3, and 4 were the first examples of 2,4-imidazolidinediones isolated from this genus. Furthermore, the cytotoxic and antibacterial activities of compounds 1 and 2 were evaluated.
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
(2023)
Article
Plant Sciences
Ze-Jie Guo, Hui-Xian Liang, Xiao-Ying Lian, Xiao-Jian Liao, Xi-Wen Xing, Shi-Hai Xu, Bing-Xin Zhao
Summary: New enantiomeric indolone alkaloids, named Tedanine, were isolated from a marine sponge and evaluated for their cytotoxic and antibacterial activities.
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
(2023)
Article
Plant Sciences
Ze-Jie Guo, Hui-Xian Liang, Xiao-Ying Lian, Xiao-Jian Liao, Xi-Wen Xing, Shi-Hai Xu, Bing-Xin Zhao
Summary: A pair of new enantiomeric indolone alkaloids, (+)- and (-)-Tedanine, were isolated from the marine sponge Tedania sp., along with nine other compounds. The structures and absolute configurations of (+)-1 and (-)-1 were determined using spectroscopic analysis and quantum chemical calculation. This is the first time that indolone alkaloids have been isolated from this genus. Additionally, the cytotoxic and antibacterial activities of these compounds were evaluated.
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
(2023)
Article
Biochemistry & Molecular Biology
Amr El-Demerdash, Afnan Hassan, Tarek Mohamed Abd El-Aziz, James D. Stockand, Reem K. Arafa
Summary: The study found that marine brominated tyrosine alkaloids, especially the hexabrominated compound fistularin-3, show promising antiviral potential against SARS-CoV-2 by interacting with key viral proteins. Further exploration of the antiviral properties of fistularin-3 is warranted.
Article
Chemistry, Medicinal
Emmanuel Deau, Mattias F. F. Lindberg, Freideiric Miege, Didier Roche, Nicolas George, Pascal George, Andreas Kra''mer, Stefan Knapp, Laurent Meijer
Summary: Dual-specificity,tyrosine phosphorylation-regulated kinases (DYRKs) and cdc2-like kinases (CLKs) have been identified as important targets for various pathologies. In this study, a family of DYRK/CLK inhibitors called Leucettinibs, derived from Leucettines and Leucettamine B, were synthesized and characterized. These inhibitors showed subnanomolar IC50 on DYRK1A and demonstrated potential for therapeutic drug development. Kinase-inactive isomers, iso-Leucettinibs, were also synthesized as suitable negative control compounds. Leucettinibs were found to inhibit DYRK1A substrate phosphorylation in cells.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Marine & Freshwater Biology
Qihao Wu, Song-Wei Li, Nicole J. de Voogd, Hong Wang, Li-Gong Yao, Yue-Wei Guo, Xu-Wen Li
Summary: This study investigated the chemical relationship between marine sponge Xestospongia sp. and its nudibranch predators Jorunna funebris, identifying a new marine alkaloid and proposing a chemical ecology relationship between the two organisms based on biogenetic similarities. The observation of common structural fragments in both sponge and nudibranch suggests that nudibranch may acquire and modify chemical compounds from the sponge to use as defense mechanisms against predators.
MARINE LIFE SCIENCE & TECHNOLOGY
(2021)
Article
Energy & Fuels
Sekar Harikrishnan, Shanmugam Sudarshan, Mohamad S. Alsalhi, Murugan Parivallal, Sandhanasamy Devanesan, Shanmugasundaram SenthilBalan, Meivelu Moovendhan, Aruliah Rajasekar, Singaram Jayalakshmi
Summary: This study isolated a bacterial strain capable of producing biosurfactant and optimized the production conditions. The biosurfactant exhibited good surface activity and antibacterial activity.
BIOMASS CONVERSION AND BIOREFINERY
(2022)
Article
Cell Biology
Yuefan Song, Yi Qu, Xupeng Cao, Wei Zhang, Fuming Zhang, Robert J. Linhardt, Qi Yang
Summary: Sponge cell culture involves culturing organized cell aggregates called 'primmorphs,' with a study using a tropical marine sponge containing bioactive alkaloids for fractionation and primmorph development. Three different cell fractions were obtained and cultivated separately, leading to the formation of distinct types of primmorphs. During the 30-day culturing period, the total amount of alkaloid in the primmorphs-culture system notably declined, and discussion on alkaloid secretion and phenomena during cell culturing was included.
IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-ANIMAL
(2021)
Article
Biochemical Research Methods
Brett R. Hamilton, Weili Chan, Karen L. Cheney, Robert K. P. Sullivan, Matthias Floetenmeyer, Mary J. Garson, Roger Wepf
Summary: In this paper, we investigate the presence of a toxin in a nudibranch and demonstrate improved resolution and sensitivity for subcellular molecular imaging. The findings suggest the potential for subcellular 3D volume reconstruction.
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY
(2022)
Article
Environmental Sciences
Orlando Lam-Gordillo, Luke M. Mosley, Stuart L. Simpson, David T. Welsh, Sabine Dittmann
Summary: The study found significant differences in benthic communities and functional traits across different sites, with higher abundance and more traits expressed in the estuarine region. The differences in benthic traits were correlated with sediment biogeochemistry and nutrient concentrations.
MARINE POLLUTION BULLETIN
(2022)
Article
Biochemistry & Molecular Biology
Lauren M. Ashwood, Eivind A. B. Undheim, Bruno Madio, Brett R. Hamilton, Marymegan Daly, David A. Hurwood, Glenn F. King, Peter J. Prentis
Summary: This study explored the relationship between toxin expression patterns and ecological roles of different anatomical structures in a specific species of sea anemone. The findings revealed that the venom profiles of different anatomical regions vary according to their ecological functions, and there is a direct correlation between the functional similarity of regions and the similarity of their associated toxin expression profiles.
Article
Green & Sustainable Science & Technology
Franzisca Weder, Jennifer Yarnold, Stefanie Mertl, Renate Huebner, Wilfried Elmenreich, Robert Sposato
Summary: This study aims to analyze the impact of COVID-19 on social learning of sustainability. The findings reveal that in a higher education context, the recognition of sustainable practices is relatively low, with Australia being more rule-based and Austria showing a certain degree of awareness.
Article
Public Administration
Marleen Easton, Jasper De Paepe, Phoebe Evans, Brian W. Head, Jennifer Yarnold
Summary: The COVID-19 crisis highlighted the differences in expert advisory processes in Belgium and Australia. While Australia successfully overcame policy coordination challenges through strong health advisory processes, Belgium's advisory process was less stable.
PUBLIC ORGANIZATION REVIEW
(2022)
Article
Biochemistry & Molecular Biology
Jing Xie, Samuel D. Robinson, Edward K. Gilding, Sina Jami, Jennifer R. Deuis, Fabian B. H. Rehm, Kuok Yap, Lotten Ragnarsson, Lai Yue Chan, Brett R. Hamilton, Peta J. Harvey, David J. Craik, Irina Vetter, Thomas Durek
Summary: The stinging hairs of the New Zealand tree nettle inject compounds that cause pain and systemic symptoms. Two classes of peptide toxin, Delta-Uf1a and beta/delta-Uf2a, are responsible for the pain and they may also be present in other Urtica species.
JOURNAL OF BIOLOGICAL CHEMISTRY
(2022)
Article
Plant Sciences
James R. Baxter, Darren C. Holland, Brody Gavranich, Dean Nicolle, Joshua B. Hayton, Vicky M. Avery, Anthony R. Carroll
Summary: NMR fingerprints are useful for identifying natural products in complex mixtures. By using principal component analysis and machine learning with H-1 and C-13 NMR data, along with structural information, diagnostic NMR fingerprints were generated to categorize subclasses within a group of formyl phloroglucinols. This led to the reassignment of NMR chemical shifts for 44 compounds. The study also involved the reinterpretation of NMR data and the isolation and characterization of compounds within predicted subclasses.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Plant Sciences
Dale W. Prebble, Darren C. Holland, Joshua B. Hayton, Francesca Ferretti, Laurence K. Jennings, Jack Everson, Mingming Xu, Milton J. Kiefel, George D. Mellick, Anthony R. Carroll
Summary: Two new alpha-synuclein aggregation inhibitors were isolated from the extract of the marine invertebrate Polycarpa procera, which showed activity against Parkinson's disease.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Plant Sciences
Tanja M. Voser, Joshua B. Hayton, Dale W. Prebble, Ju Jin, Gary Grant, Merrick G. Ekins, Anthony R. Carroll
Summary: Bioassay-guided investigation of the sponge Aaptos lobata led to the discovery of two new amphiphilic polyamines, aaptolobamines A (1) and B (2). Their structures were determined using NMR and MS analysis. MS analysis also revealed a complex mixture of aaptolobamine homologues in A. lobata. Both aaptolobamines A (1) and B (2) exhibited broad bioactivity, including cytotoxicity against cancer cell lines, moderate antimicrobial activity against a methicillin-resistant strain of Staphylococcus aureus, and weak activity against a Pseudomonas aeruginosa strain. The mixtures of aaptolobamine homologues were found to contain compounds that bind to and inhibit the aggregation of the Parkinson's disease-associated amyloid protein alpha-synuclein.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Engineering, Environmental
Phong H. N. Vo, Brett R. Hamilton, Roger A. Wepf, Trent A. Key, Thi Minh Hong Nguyen, Phong K. Thai, Kevin Thomas, Jochen F. Mueller
Summary: This study used DESI MSI to analyze the vertical distribution of PFAS in a concrete core from an AFFF-impacted FTG, and the results were consistent with the conventional method of core sidewall drilling. DESI MSI can provide detailed mass distribution at a higher resolution.
ENVIRONMENTAL SCIENCE & TECHNOLOGY LETTERS
(2023)
Article
Plant Sciences
Darren C. Holland, Wayne A. Schroder, Mark J. Calcott, Elke Kaemmerer, Vicky M. Avery, Merrick G. Ekins, AnthonyR. Carroll
Summary: Six new thiazole-containing cyclic peptides were isolated and their structures were determined. These peptides exhibited potent inhibitory activities against certain enzymes. Additionally, the biological activities of two reisolated compounds were further explored.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Plant Sciences
Mareena Daus, Joshua B. Hayton, Darren C. Holland, Supayang P. Voravuthikunchai, Anthony R. Carroll, Suda Chakthong
Summary: Three new bis-formyl phloroglucinol-meroterpenoids (1-3), three new euglobal type formylphloroglucinol-meroterpenoids (4-6), and one new dimeric formylphloroglucinol (7) were isolated from Eucalyptus camaldulensis leaves. Camaldulensal A (1) is the first bis-isovaleryl-formyl-phloroglucinol-sesquiterpenoid with a unique fused ring system and six stereogenic centers. Camaldulensals B (2) and C (3) are the first bis-isovaleryl-formyl-phloroglucinols conjugated to a monoterpene. The compounds showed significant antibacterial activity against methicillin-susceptible and methicillin-resistant Staphylococcus aureus strains.
JOURNAL OF NATURAL PRODUCTS
(2023)
Review
Biochemistry & Molecular Biology
Anthony R. Carroll, Brent R. Copp, Rohan A. Davis, Robert A. Keyzers, Michele R. Prinsep
Summary: This review covers the literature on marine natural products (MNPs) published in 2020, with 757 citations referring to compounds isolated from a variety of marine organisms. The emphasis is on new compounds, their biological activities, source organisms, and country of origin. The review also includes relevant reviews, biosynthetic studies, and syntheses that led to structural revisions, as well as a meta analysis of bioactivity data on new MNPs reported in the past five years.
NATURAL PRODUCT REPORTS
(2023)
Review
Biochemistry & Molecular Biology
Darren C. Holland, Anthony R. Carroll
Summary: This article presents a meta-analysis of the biological activities of 2048 marine indole alkaloids (MIAs) and highlights the underexplored bioactivity potentials of most published MIAs. Despite the majority of MIAs not exhibiting cytotoxic or antimicrobial activity, there is still a focus on evaluating structurally related analogues using these assays. Cheminformatics analyses reveal that some MIAs possess potent and diverse activities, and many analogues that were previously only tested in cellular toxicity assays could be better utilized to generate structure-activity relationships for the treatment of emerging diseases. Shifting the focus to non-toxic disease targets could maximize the potential of MIAs for drug discovery.
NATURAL PRODUCT REPORTS
(2023)
Article
Integrative & Complementary Medicine
Andrew Croaker, Arie Davis, Anthony Carroll, Lei Liu, Stephen P. Myers
Summary: Black salve is a controversial complementary and alternative medicine (CAM) associated with skin toxicity and cancer treatment failures. This study found that the alkaloids present in black salve have synergistic cytotoxicity against skin cancer cell lines, providing valuable information for potential therapeutic applications.
BMC COMPLEMENTARY MEDICINE AND THERAPIES
(2022)