Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids
Tatyana Nikolaevna Makarieva
1
,
Pavel S. Dmitrenok
1
,
Alexander Zakharenko
1
,
Vladimir A. Denisenko
1
,
Alla G. Guzii
1
,
Li Ronghua
1
,
Colin K Skepper
1
,
Tadeusz F. Molinski
1
,
Valentin Stonik
1
Publication type: Journal Article
Publication date: 2007-12-01
scimago Q1
wos Q1
SJR: 0.629
CiteScore: 6.5
Impact factor: 3.6
ISSN: 01633864, 15206025
PubMed ID:
18052325
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Abstract
Rhizochalins C and D ( 1, 2), new representatives of two-headed glycosphingolipids, were isolated from the sponge Rhizochalina incrustata. Rhizochalin D is an unexpected C 29 homologue of the canonical C 28 dimeric sphingolipid structures. Their structures including absolute configurations were established using spectroscopic data, micromolar-scale Baeyer-Villiger oxidation, and LCMS interpretation of the products. Application of the latter method leads to a revision of the structure of oceanapiside and placement of the keto group at C-18 rather than C-11.
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Total citations:
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Citations from 2025:
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GOST
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Makarieva T. N. et al. Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids // Journal of Natural Products. 2007. Vol. 70. No. 12. pp. 1991-1998.
GOST all authors (up to 50)
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Makarieva T. N., Dmitrenok P. S., Zakharenko A., Denisenko V. A., Guzii A. G., Ronghua L., Skepper C. K., Molinski T. F., Stonik V. Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids // Journal of Natural Products. 2007. Vol. 70. No. 12. pp. 1991-1998.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/np0704811
UR - https://doi.org/10.1021/np0704811
TI - Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids
T2 - Journal of Natural Products
AU - Makarieva, Tatyana Nikolaevna
AU - Dmitrenok, Pavel S.
AU - Zakharenko, Alexander
AU - Denisenko, Vladimir A.
AU - Guzii, Alla G.
AU - Ronghua, Li
AU - Skepper, Colin K
AU - Molinski, Tadeusz F.
AU - Stonik, Valentin
PY - 2007
DA - 2007/12/01
PB - American Chemical Society (ACS)
SP - 1991-1998
IS - 12
VL - 70
PMID - 18052325
SN - 0163-3864
SN - 1520-6025
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2007_Makarieva,
author = {Tatyana Nikolaevna Makarieva and Pavel S. Dmitrenok and Alexander Zakharenko and Vladimir A. Denisenko and Alla G. Guzii and Li Ronghua and Colin K Skepper and Tadeusz F. Molinski and Valentin Stonik},
title = {Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids},
journal = {Journal of Natural Products},
year = {2007},
volume = {70},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/np0704811},
number = {12},
pages = {1991--1998},
doi = {10.1021/np0704811}
}
Cite this
MLA
Copy
Makarieva, Tatyana Nikolaevna, et al. “Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids.” Journal of Natural Products, vol. 70, no. 12, Dec. 2007, pp. 1991-1998. https://doi.org/10.1021/np0704811.