Asterolloside, a novel enolic saccharide from the sea star Asterias rollestoni Bell

Yang, Xiong‐Li; Miao, Zi; Ma, Xiao-Ni; Zhang, Gaiyun; Steinmetz, André; Yang, Bin; Wang, Junfeng; Liu, Juan; Liu, Yonghong; Wang, Ning

doi:10.1016/j.tetlet.2015.09.019

Cited by 5 publications

(9 citation statements)

References 3 publications

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“…A new carotenoid 1335 was reported from Plesiocolochirus minutus, with absolute conguration assigned by a combination of ECD and NOESY analysis, 971 while the structure of 3 0 -epigobiusxanthin (Crown-of-thorns Acanthaster planci) 972 has been corrected to that of 6 0 -epigobiusxanthin 1336 as a consequence of stereospecic synthesis of a series of stereoisomers. 973 The remaining metabolites reported from echinoderms were of saccharide or sterol/sterol glycoside origins and included 1337 (starsh Asterias rollestoni) 974 1338-1341 (starsh Leptasterias ochotensis), 975 1342 (sea cucumber Holothuria moebii), 976 1343-1347 (starsh Echinaster luzonicus), 977 1348-1352 (sea cucumber Cercodemas anceps), 978 1353 (starsh Culcita novaeguineae), 979 1354 (sea cucumber Cucumaria japonica), 980 and 1355-1362 (sea cucumber Cladolabes schmeltzii). 981 In addition to these MNPs, a further series of saponins (lessoniosides A-G) were reported from Holothuria lessoni.…”

Section: Echinodermsmentioning

confidence: 99%

Marine natural products

et al. 2017

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Covering: 2015. Previous review: Nat. Prod. Rep., 2016, 33, 382-431This review covers the literature published in 2015 for marine natural products (MNPs), with 1220 citations (792 for the period January to December 2015) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms. The emphasis is on new compounds (1340 in 429 papers for 2015), together with the relevant biological activities, source organisms and country of origin. Reviews, biosynthetic studies, first syntheses, and syntheses that lead to the revision of structures or stereochemistries, have been included.

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Section: Echinodermsmentioning

confidence: 99%

Marine natural products

et al. 2017

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“…Asterolloside ( 238 ), isolated from the sea star Asterias rollestoni, is the first natural enolic glycoside whose structure was confirmed by X‐ray analysis. [ 215 ] Fallaxosides B1 ( 239 ) and D3 ( 240 ), two triterpenoid glycosides with novel aglycones skeletons, were isolated from the sea cucumber Cucumaria fallax . It was proposed that the skeleton of fallaxoside B1 was formed by aldol condensation of a 24‐diketone precursor and that the skeleton of fallaxoside D3 was formed by a pinacol‐pinacolone‐like rearrangement of a 7,8‐dihydroxy precursor.…”

Section: Hot‐spot Compoundsmentioning

confidence: 99%

Structural and Biological Insights into the Hot‐Spot Marine Natural Products Reported from 2012 to 2021

Zhang

2022

Chin. J. Chem.

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Comprehensive Summary The vast marine ecosystem contains a sea of natural products, which are potential model molecules for new drug development. With more than one thousand new structures been discovered each year, the past decade has become the golden time for marine natural product discovery, leading to a valuable but extra‐large chemical database. Serving as an epitome of the most promising compounds, which take the ultra‐new skeletons and/or excellent bioactivities, this review covers 243 hot‐spot marine natural products reported from 2012 to 2021, to abstract some important chemical and/or biological inspirations for marine natural product study and marine drug development in the future. In addition, some general rules regarding to the source organism, structure‐specialty, organism‐structure specificity, and organism‐bioactivity relationship of these outstanding compounds will also be presented.

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“…They are two α ‐guinovopyranosyl derivates and their discovery has important chemotaxonomic significance for A. rollestoni Bell . Compound 215 was also obtained from the sea star Asterias rollestoni Bell and it was the first natural enolic glycoside . A glycoside compound 216 was isolated from the starfish Asterias amurensis Lutken …”

Section: Chemical Constituentsmentioning

confidence: 99%

“…Compound 17 showed a moderate inhibitory effect against nonspecific esterase, a cytoplasmic enzyme from mouse Ehrlich carcinoma cells with an EC 50 of 25 μg/mL . Compound 215 showed weak μ‐glucosidase inhibitory activity with an inhibitory rate of 37.9 % at a concentration of 0.12 mg/mL …”

Section: Bioactivitiesmentioning

confidence: 99%

Chemical Constituents and Bioactivities of Starfishes: An Update

Xia

Miao

Xie

et al. 2020

Chemistry & Biodiversity

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Starfishes produce various structurally unique secondary metabolites with diverse biological activities. This review is an update summary of the new compounds and their bioactivities from starfish (the Asteroidea Class) with 71 references covering from January 2007 to December 2018. During this period, 216 new compounds were obtained from 36 species. The chemical constituents are mostly steroids, steroidal glycosides, and gangliosides. These components have been found to possess various bioactivities, including anticancer, anti-inflammation, etc.

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Asterolloside, a novel enolic saccharide from the sea star Asterias rollestoni Bell

Cited by 5 publications

References 3 publications

Marine natural products

Marine natural products

Structural and Biological Insights into the Hot‐Spot Marine Natural Products Reported from 2012 to 2021

Chemical Constituents and Bioactivities of Starfishes: An Update

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