Review article

Kornprobst, J.-M.; Sallenave, C; Barnathan, Gilles

doi:10.1016/s0305-0491(97)00168-5

Cited by 23 publications

(5 citation statements)

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“…The sulfate ion is the most stable state of sulfur in seawater and is the second most abundant anion by importance after chloride. More than 500 sulfated compounds have been identified in marine organisms [48]. There has also been numerous investigations related to the antithrombotic, antifouling, antiviral, and anti-inflammatory activities displayed by these sulfated compounds [49,50,51,52,53].…”

Section: Discussionmentioning

confidence: 99%

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Sulfur-Containing Carotenoids from A Marine Coral Symbiont Erythrobacter flavus Strain KJ5

et al. 2019

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Erythrobacter flavus strain KJ5 (formerly called Erythrobacter sp. strain KJ5) is a yellowish marine bacterium that was isolated from a hard coral Acropora nasuta in the Karimunjawa Islands, Indonesia. The complete genome sequence of the bacterium has been reported recently. In this study, we examined the carotenoid composition of this bacterium using high-performance liquid chromatography coupled with ESI-MS/MS. We found that the bacterium produced sulfur-containing carotenoids, i.e., caloxanthin sulfate and nostoxanthin sulfate, as the most abundant carotenoids. A new carotenoid zeaxanthin sulfate was detected based on its ESI-MS/MS spectrum. The unique presence of sulfated carotenoids found among the currently known species of the Erythrobacter genus were discussed.

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Section: Discussionmentioning

confidence: 99%

“…Hydrogen sulfide has also led to the initiation of coral black band disease [56]. Previous studies have suggested that the co-existence of sulfur-oxidizing bacteria might convert hydrogen sulfide to sulfate, thereby contributing to coral health, including corals such as those from the genus Acropora [48,57,58,59,60,61,62].…”

Section: Discussionmentioning

confidence: 99%

Sulfur-Containing Carotenoids from A Marine Coral Symbiont Erythrobacter flavus Strain KJ5

et al. 2019

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“…Putative SULT orthologs have been cloned and characterized from Drosophila melanogaster, Bombyx mori , and C. elegans [60–62], although none has yet been shown to have catalytic activity toward steroidal compounds. However, sulfation of steroidal compounds is common in invertebrate [63], including a bile acid-like compound that functions as a sperm chemoattractant in Ciona intestinalis [7], suggesting that the sulfotransferases that esterify bile alcohols or steroids with sulfate in vertebrates may have an evolutionary history that pre-dates the evolution of vertebrates, with considerable diversification of sulfotransferases amino acid sequence and function across hundreds of millions of years of evolution.…”

Section: Discussionmentioning

confidence: 99%

A comparative study of the sulfation of bile acids and a bile alcohol by the Zebra danio (Danio rerio) and human cytosolic sulfotransferases (SULTs)

Kurogi

Krasowski

Injeti

et al. 2011

The Journal of Steroid Biochemistry and Molecular Biology

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The current study was designed to examine the sulfation of bile acids and bile alcohols by the Zebra danio (Danio rerio) SULTs in comparison with human SULTs. A systematic analysis using the fifteen Zebra danio SULTs revealed that SULT3 ST2 and SULT3 ST3 were the major bile acid/alcohol-sulfating SULTs. Among the eleven human SULTs, only SULT2A1 was found to be capable of sulfating bile acids and bile alcohols. To further investigate the sulfation of bile acids and bile alcohols by the two Zebra danio SULT3 STs and the human SULT2A1, pH-dependence and kinetics of the sulfation of bile acids/alcohols were analyzed. pH-dependence experiments showed that the mechanisms underlying substrate recognition for the sulfation of lithocholic acid (a bile acid) and 5α-petromyzonol (a bile alcohol) differed between the human SULT2A1 and the Zebra danio SULT3 ST2 and ST3. Kinetic analysis indicated that both the two Zebra danio SULT3 STs preferred petromyzonol as substrate compared to bile acids. In contrast, the human SULT2A1 was more catalytically efficient toward lithocholic acid than petromyzonol. Collectively, the results imply that the Zebra danio and human SULTs have evolved to serve for the sulfation of, respectively, bile alcohols and bile acids, matching the cholanoid profile in these two vertebrate species.

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“…Compound 1 is substituted with a sulfate group. One of the most abundant elements in seawater is sulfur, and many sulfated compounds have been isolated from marine organisms, mostly from marine invertebrates, but also from microorganisms (Kornprobst et al, 1998;Francisca et al, 2018). Compound 1 represents, however, the first report of a dimeric naphtho-α-pyrone substituted with a sulfate group.…”

Section: Discussionmentioning

confidence: 99%

Lulworthinone, a New Dimeric Naphthopyrone From a Marine Fungus in the Family Lulworthiaceae With Antibacterial Activity Against Clinical Methicillin-Resistant Staphylococcus aureus Isolates

et al. 2021

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The emergence of drug-resistant bacteria is increasing rapidly in all parts of the world, and the need for new antibiotics is urgent. In our continuous search for new antimicrobial molecules from under-investigated Arctic marine microorganisms, a marine fungus belonging to the family Lulworthiaceae (Lulworthiales, Sordariomycetes, and Ascomycota) was studied. The fungus was isolated from driftwood, cultivated in liquid medium, and studied for its potential for producing antibacterial compounds. Through bioactivity-guided isolation, a novel sulfated biarylic naphtho-α-pyrone dimer was isolated, and its structure was elucidated by spectroscopic methods, including 1D and 2D NMR and HRMS. The compound, named lulworthinone (1), showed antibacterial activity against reference strains of Staphylococcus aureus and Streptococcus agalactiae, as well as several clinical MRSA isolates with MICs in the 1.56–6.25 μg/ml range. The compound also had antiproliferative activity against human melanoma, hepatocellular carcinoma, and non-malignant lung fibroblast cell lines, with IC50 values of 15.5, 27, and 32 μg/ml, respectively. Inhibition of bacterial biofilm formation was observed, but no eradication of established biofilm could be detected. No antifungal activity was observed against Candida albicans. During the isolation of 1, the compound was observed to convert into a structural isomer, 2, under acidic conditions. As 1 and 2 have high structural similarity, NMR data acquired for 2 were used to aid in the structure elucidation of 1. To the best of our knowledge, lulworthinone (1) represents the first new bioactive secondary metabolite isolated from the marine fungal order Lulworthiales.

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Review article

Cited by 23 publications

References 0 publications

Sulfur-Containing Carotenoids from A Marine Coral Symbiont Erythrobacter flavus Strain KJ5

Sulfur-Containing Carotenoids from A Marine Coral Symbiont Erythrobacter flavus Strain KJ5

A comparative study of the sulfation of bile acids and a bile alcohol by the Zebra danio (Danio rerio) and human cytosolic sulfotransferases (SULTs)

Lulworthinone, a New Dimeric Naphthopyrone From a Marine Fungus in the Family Lulworthiaceae With Antibacterial Activity Against Clinical Methicillin-Resistant Staphylococcus aureus Isolates

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