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Keywords = sydonic acid

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11 pages, 1387 KiB  
Article
Secondary Metabolites from Aspergillus sparsus NBERC_28952 and Their Herbicidal Activities
by Zhaoyuan Wu, Fang Liu, Shaoyong Ke, Zhigang Zhang, Hongtao Hu, Wei Fang, Shaoyujia Xiao, Yani Zhang, Yueying Wang and Kaimei Wang
Plants 2023, 12(1), 203; https://doi.org/10.3390/plants12010203 - 3 Jan 2023
Cited by 5 | Viewed by 2476
Abstract
Fungi have been used in the production of a wide range of biologically active metabolites, including potent herbicides. In the search for pesticides of natural origin, Aspergillus sparsus NBERC_28952, a fungal strain with herbicidal activity, was obtained. Chemical study of secondary metabolites from [...] Read more.
Fungi have been used in the production of a wide range of biologically active metabolites, including potent herbicides. In the search for pesticides of natural origin, Aspergillus sparsus NBERC_28952, a fungal strain with herbicidal activity, was obtained. Chemical study of secondary metabolites from NBERC_28952 resulted in the isolation of three new asperugin analogues, named Aspersparin A–C (24), and a new azaphilone derivative, named Aspersparin D (5), together with two known compounds, Asperugin B (1) and sydonic acid (6). The structures of these compounds were elucidated based on extensive spectroscopic data and single-crystal X-ray diffraction analysis. All of the isolated compounds were evaluated for their herbicidal activities on seedlings of Echinochloa crusgalli and Amaranthus retroflexus through Petri dish bioassays. Among them, compounds 5 and 6 exhibited moderate inhibitory activities against the growth of the roots and shoots of E. crusgalli seedlings in a dose-dependent manner, while 6 showed obvious inhibitory effect on seedlings of A. retroflexus, with an inhibitory rate of 78.34% at a concentration of 200 μg/mL. These herbicidal metabolites represent a new source of compounds to control weeds. Full article
(This article belongs to the Special Issue Bioherbicide Development for Weed Control)
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66 pages, 2278 KiB  
Review
Bioprospecting Sponge-Associated Microbes for Antimicrobial Compounds
by Anak Agung Gede Indraningrat, Hauke Smidt and Detmer Sipkema
Mar. Drugs 2016, 14(5), 87; https://doi.org/10.3390/md14050087 - 2 May 2016
Cited by 144 | Viewed by 20358
Abstract
Sponges are the most prolific marine organisms with respect to their arsenal of bioactive compounds including antimicrobials. However, the majority of these substances are probably not produced by the sponge itself, but rather by bacteria or fungi that are associated with their host. [...] Read more.
Sponges are the most prolific marine organisms with respect to their arsenal of bioactive compounds including antimicrobials. However, the majority of these substances are probably not produced by the sponge itself, but rather by bacteria or fungi that are associated with their host. This review for the first time provides a comprehensive overview of antimicrobial compounds that are known to be produced by sponge-associated microbes. We discuss the current state-of-the-art by grouping the bioactive compounds produced by sponge-associated microorganisms in four categories: antiviral, antibacterial, antifungal and antiprotozoal compounds. Based on in vitro activity tests, identified targets of potent antimicrobial substances derived from sponge-associated microbes include: human immunodeficiency virus 1 (HIV-1) (2-undecyl-4-quinolone, sorbicillactone A and chartarutine B); influenza A (H1N1) virus (truncateol M); nosocomial Gram positive bacteria (thiopeptide YM-266183, YM-266184, mayamycin and kocurin); Escherichia coli (sydonic acid), Chlamydia trachomatis (naphthacene glycoside SF2446A2); Plasmodium spp. (manzamine A and quinolone 1); Leishmania donovani (manzamine A and valinomycin); Trypanosoma brucei (valinomycin and staurosporine); Candida albicans and dermatophytic fungi (saadamycin, 5,7-dimethoxy-4-p-methoxylphenylcoumarin and YM-202204). Thirty-five bacterial and 12 fungal genera associated with sponges that produce antimicrobials were identified, with Streptomyces, Pseudovibrio, Bacillus, Aspergillus and Penicillium as the prominent producers of antimicrobial compounds. Furthemore culture-independent approaches to more comprehensively exploit the genetic richness of antimicrobial compound-producing pathways from sponge-associated bacteria are addressed. Full article
(This article belongs to the Collection Bioactive Compounds from Marine Invertebrates)
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14 pages, 1725 KiB  
Article
Aspergillus Sydowii Marine Fungal Bloom in Australian Coastal Waters, Its Metabolites and Potential Impact on Symbiodinium Dinoflagellates
by Aiko Hayashi, Andrew Crombie, Ernest Lacey, Anthony J. Richardson, Daniel Vuong, Andrew M. Piggott and Gustaaf Hallegraeff
Mar. Drugs 2016, 14(3), 59; https://doi.org/10.3390/md14030059 - 16 Mar 2016
Cited by 27 | Viewed by 9215
Abstract
Dust has been widely recognised as an important source of nutrients in the marine environment and as a vector for transporting pathogenic microorganisms. Disturbingly, in the wake of a dust storm event along the eastern Australian coast line in 2009, the Continuous Plankton [...] Read more.
Dust has been widely recognised as an important source of nutrients in the marine environment and as a vector for transporting pathogenic microorganisms. Disturbingly, in the wake of a dust storm event along the eastern Australian coast line in 2009, the Continuous Plankton Recorder collected masses of fungal spores and mycelia (~150,000 spores/m3) forming a floating raft that covered a coastal area equivalent to 25 times the surface of England. Cultured A. sydowii strains exhibited varying metabolite profiles, but all produced sydonic acid, a chemotaxonomic marker for A. sydowii. The Australian marine fungal strains share major metabolites and display comparable metabolic diversity to Australian terrestrial strains and to strains pathogenic to Caribbean coral. Secondary colonisation of the rafts by other fungi, including strains of Cladosporium, Penicillium and other Aspergillus species with distinct secondary metabolite profiles, was also encountered. Our bioassays revealed that the dust-derived marine fungal extracts and known A. sydowii metabolites such as sydowic acid, sydowinol and sydowinin A adversely affect photophysiological performance (Fv/Fm) of the coral reef dinoflagellate endosymbiont Symbiodinium. Different Symbiodinium clades exhibited varying sensitivities, mimicking sensitivity to coral bleaching phenomena. The detection of such large amounts of A. sydowii following this dust storm event has potential implications for the health of coral environments such as the Great Barrier Reef. Full article
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8 pages, 201 KiB  
Short Note
Antibacterial Bisabolane-Type Sesquiterpenoids from the Sponge-Derived Fungus Aspergillus sp.
by Dan Li, Ying Xu, Chang-Lun Shao, Rui-Yun Yang, Cai-Juan Zheng, Yi-Yan Chen, Xiu-Mei Fu, Pei-Yuan Qian, Zhi-Gang She, Nicole J. de Voogd and Chang-Yun Wang
Mar. Drugs 2012, 10(1), 234-241; https://doi.org/10.3390/md10010234 - 19 Jan 2012
Cited by 128 | Viewed by 11908
Abstract
Four new bisabolane-type sesquiterpenoids, aspergiterpenoid A (1), (−)-sydonol (2), (−)-sydonic acid (3), and (−)-5-(hydroxymethyl)-2-(2′,6′,6′-trimethyltetrahydro-2H- pyran-2-yl)phenol (4) together with one known fungal metabolite (5) were isolated from the fermentation broth of a marine-derived fungus [...] Read more.
Four new bisabolane-type sesquiterpenoids, aspergiterpenoid A (1), (−)-sydonol (2), (−)-sydonic acid (3), and (−)-5-(hydroxymethyl)-2-(2′,6′,6′-trimethyltetrahydro-2H- pyran-2-yl)phenol (4) together with one known fungal metabolite (5) were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp., which was isolated from the sponge Xestospongia testudinaria collected from the South China Sea. Four of them (14) are optically active compounds. Their structures and absolute configurations were elucidated by using NMR spectroscopic techniques and mass spectrometric analysis, and by comparing their optical rotations with those related known analogues. Compounds 15 showed selective antibacterial activity against eight bacterial strains with the MIC (minimum inhibiting concentrations) values between 1.25 and 20.0 µM. The cytotoxic, antifouling, and acetylcholinesterase inhibitory activities of these compounds were also examined. Full article
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