Open Access
Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp.
Tatyana N Makarieva
1
,
Alla G. Guzii
1
,
Valentin A Stonik
1
,
Doralyn S. Dalisay
2, 3
,
Tadeusz F Molinski
2
3
Center for Chemical Biology and Biotechnology (C2B2), Department of Biology, College of Liberal Arts, Sciences and Education, University of San Agustin, Iloilo City 5000, Philippines
|
Publication type: Journal Article
Publication date: 2021-11-12
PubMed ID:
34822506
Drug Discovery
Pharmaceutical Science
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)
Abstract
Oceanalin B (1), an α,ω-bipolar natural product belonging to a rare family of sphingoid tetrahydoisoquinoline β-glycosides, was isolated from the EtOH extract of the lyophilized marine sponge Oceanapia sp. as the second member of the series after oceanalin A (2) from the same animal. The compounds are of particular interest due to their biogenetically unexpected structures as well as their biological activities. The structure and absolute stereochemistry of 1 as a α,ω-bifunctionalized sphingoid tetrahydroisoquinoline β-glycoside was elucidated using NMR, CD and MS spectral analysis and chemical degradation. Oceanalin B exhibited in vitro antifungal activity against Candidaglabrata with a MIC of 25 μg/mL.
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10
Total citations:
10
Citations from 2024:
2
(20%)
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GOST
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Makarieva T. N. et al. Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp. // Marine Drugs. 2021. Vol. 19. No. 11. p. 635.
GOST all authors (up to 50)
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Makarieva T. N., Ivanchina N. V., Dmitrenok P. S., Guzii A. G., Stonik V. A., Dalisay D. S., Molinski T. F. Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp. // Marine Drugs. 2021. Vol. 19. No. 11. p. 635.
Cite this
RIS
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TY - JOUR
DO - 10.3390/md19110635
UR - https://doi.org/10.3390/md19110635
TI - Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp.
T2 - Marine Drugs
AU - Makarieva, Tatyana N
AU - Ivanchina, Natalia V.
AU - Dmitrenok, Pavel S
AU - Guzii, Alla G.
AU - Stonik, Valentin A
AU - Dalisay, Doralyn S.
AU - Molinski, Tadeusz F
PY - 2021
DA - 2021/11/12
PB - MDPI
SP - 635
IS - 11
VL - 19
PMID - 34822506
SN - 1660-3397
ER -
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BibTex (up to 50 authors)
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@article{2021_Makarieva,
author = {Tatyana N Makarieva and Natalia V. Ivanchina and Pavel S Dmitrenok and Alla G. Guzii and Valentin A Stonik and Doralyn S. Dalisay and Tadeusz F Molinski},
title = {Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp.},
journal = {Marine Drugs},
year = {2021},
volume = {19},
publisher = {MDPI},
month = {nov},
url = {https://doi.org/10.3390/md19110635},
number = {11},
pages = {635},
doi = {10.3390/md19110635}
}
Cite this
MLA
Copy
Makarieva, Tatyana N., et al. “Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp..” Marine Drugs, vol. 19, no. 11, Nov. 2021, p. 635. https://doi.org/10.3390/md19110635.