Zooxanthellactone, a Novel γ-Lactone-type Oxylipine from Dinoflagellates of<i>Symbiodinium</i>sp.: Structure, Distribution, and Biological Activity

Onodera, Kazunari; Fukatsu, Takuya; Kawai, Nozomi; Yoshioka, Yukio; Okamoto, Tomoyoshi; Nakamura, Hideshi; Ojika, Makoto

doi:10.1271/bbb.68.848

Cited by 18 publications

(10 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Considering that several lipid classes are known to exist solely in Symbiodinium (zooxanthellae) species harbored inside corals, that is, zooxanthellactone and gorgostane sterols, , we attempted to assess their changes in the zooxanthellae lipid fraction. Nonpolar extracts of the symbiont fraction (zooxanthellae isolated from S. ehrenbergi ) exposed to thermal stress were analyzed using the same UPLC–MS platform used for corals holobiont and further modeled using multivariate data analyses tools.…”

Section: Results and Discussionmentioning

confidence: 99%

Comparative Metabolomics Approach Detects Stress-Specific Responses during Coral Bleaching in Soft Corals

et al. 2018

View full text Add to dashboard Cite

Chronic exposure to ocean acidification and elevated sea-surface temperatures pose significant stress to marine ecosystems. This in turn necessitates costly acclimation responses in corals in both the symbiont and host, with a reorganization of cell metabolism and structure. A large-scale untargeted metabolomics approach comprising gas chromatography mass spectrometry (GC-MS) and ultraperformance liquid chromatography coupled to high resolution mass spectrometry (UPLC-MS) was applied to profile the metabolite composition of the soft coral Sarcophyton ehrenbergi and its dinoflagellate symbiont. Metabolite profiling compared ambient conditions with response to simulated climate change stressors and with the sister species, S. glaucum. Among ∼300 monitored metabolites, 13 metabolites were modulated. Incubation experiments providing four selected upregulated metabolites (alanine, GABA, nicotinic acid, and proline) in the culturing water failed to subside the bleaching response at temperature-induced stress, despite their known ability to mitigate heat stress in plants or animals. Thus, the results hint to metabolite accumulation (marker) during heat stress. This study provides the first detailed map of metabolic pathways transition in corals in response to different environmental stresses, accounting for the superior thermal tolerance of S. ehrenbergi versus S. glaucum, which can ultimately help maintain a viable symbiosis and mitigate against coral bleaching.

show abstract

Section: Results and Discussionmentioning

confidence: 99%

Comparative Metabolomics Approach Detects Stress-Specific Responses during Coral Bleaching in Soft Corals

et al. 2018

View full text Add to dashboard Cite

show abstract

“…The cytotoxicity assays were carried out on human epidermoid carcinoma A431 cells by a Zf Coulter counter (Coulter Electronics). 9) Isolation of 1-5. The sponge Dysidea sp.…”

Section: Methodsmentioning

confidence: 99%

Novel Cytotoxic Polyoxygenated Steroids from an Okinawan SpongeDysideasp.

Govindam

Choi

Yoshioka

et al. 2012

Bioscience, Biotechnology, and Biochemistry

Self Cite

View full text Add to dashboard Cite

A library of extracts established from hundreds of marine organisms was screened by a cytotoxicity test. The active organic extract of an Okinawan marine sponge of the genus Dysidea was subjected to bioassay-guided fractionation to give three new polyoxygenated steroids dysideasterols F-H (1-3), together with two known related compounds (4 and 5). Their structures were confirmed by NMR and mass spectroscopic analyses. A characteristic structural feature of 2, 4 and 5 is an allylic epoxide, whereas this epoxide undergoes ring-opening by a neighbouring hydroxyl group to give a tetrahydrofuran ring in 1 and 3. All compounds 1-5 exhibited a similar cytotoxic effect with IC50 values of 0.15-0.3 µM against human epidermoid carcinoma A431 cells, demonstrating that the allylic epoxide moiety was not responsible for this cytotoxic effect.

show abstract

“…The absolute stereochemistry of zooxanthellactone 109, which was modestly cytotoxic against two human squamous cell carcinomas, was also established. 165 The polyether brevenal 110, obtained from laboratory cultures of Karenia brevis as well as collections off the west coast of Florida during a red tide, competes with brevetoxin for a site associated with the voltage-sensitive sodium channel thus protecting fish from the neurotoxic effects of brevetoxin exposure. Brevenal may have utility as a model compound for the development of therapeutics to prevent, or reverse intoxication in red tide exposures.…”

Section: Marine Microorganisms and Phytoplanktonmentioning

confidence: 99%

Marine natural products

et al. 2006

View full text Add to dashboard Cite

This review covers the literature published in 2004 for marine natural products, with 693 citations (491 for the period January to December 2004) referring to compounds isolated from marine microorganisms and phytoplankton, green algae, brown algae, red algae, sponges, coelenterates, bryozoans, molluscs, tunicates and echinoderms. The emphasis is on new compounds (716 for 2004), together with their relevant biological activities, source organisms and country of origin. Biosynthetic studies (8), and syntheses (80), including those that lead to the revision of structures or stereochemistries, have been included.

show abstract

Zooxanthellactone, a Novel γ-Lactone-type Oxylipine from Dinoflagellates ofSymbiodiniumsp.: Structure, Distribution, and Biological Activity

Cited by 18 publications

References 15 publications

Comparative Metabolomics Approach Detects Stress-Specific Responses during Coral Bleaching in Soft Corals

Comparative Metabolomics Approach Detects Stress-Specific Responses during Coral Bleaching in Soft Corals

Novel Cytotoxic Polyoxygenated Steroids from an Okinawan SpongeDysideasp.

Marine natural products

Contact Info

Product

Resources

About