Synthesis and antiinflammatory activity of 6-oxo-1-(.beta.-D-ribofuranosyl)nicotinic acid and related derivatives
Publication type: Journal Article
Publication date: 1978-05-01
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
660585
Drug Discovery
Molecular Medicine
Abstract
5-Substituted 1-(beta-D-ribofuranosyl)pyridine-2-ones (6-oxonicotinic acid nucleosides) were prepared by direct glycosylation of 5-ntrio-, 5-carbomethoxy-, 5-carboxamido-, 5-amino, 5-carbobenzyloxyamino-, and 5-acetamido-2-trimethylsilyloxy or corresponding 2-methoxypyridine derivatives by the Hilbert-Johnson method. The glycosylation products were deblocked by conventional procedures and substituents at the 5 position were modified to give the 5-carboxamide, carboxyhydrazide, and carboxylic acid. Only 1-(beta-D-ribofuranosyl)pyridin-2-one-5-carboxylic acid [1-(beta-D-ribofuranosyl)-6-oxonicotinic acid (12), showed significant activity in treating adjuvant-induced arthritis in rats.
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GOST
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MIYAI K. et al. Synthesis and antiinflammatory activity of 6-oxo-1-(.beta.-D-ribofuranosyl)nicotinic acid and related derivatives // Journal of Medicinal Chemistry. 1978. Vol. 21. No. 5. pp. 427-430.
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MIYAI K., Tolman R. L., Robins R. K., Cheng C. C. Synthesis and antiinflammatory activity of 6-oxo-1-(.beta.-D-ribofuranosyl)nicotinic acid and related derivatives // Journal of Medicinal Chemistry. 1978. Vol. 21. No. 5. pp. 427-430.
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RIS
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TY - JOUR
DO - 10.1021/jm00203a004
UR - https://doi.org/10.1021/jm00203a004
TI - Synthesis and antiinflammatory activity of 6-oxo-1-(.beta.-D-ribofuranosyl)nicotinic acid and related derivatives
T2 - Journal of Medicinal Chemistry
AU - MIYAI, KENJI
AU - Tolman, Richard L.
AU - Robins, Roland K.
AU - Cheng, C. C.
PY - 1978
DA - 1978/05/01
PB - American Chemical Society (ACS)
SP - 427-430
IS - 5
VL - 21
PMID - 660585
SN - 0022-2623
SN - 1520-4804
ER -
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BibTex (up to 50 authors)
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@article{1978_MIYAI,
author = {KENJI MIYAI and Richard L. Tolman and Roland K. Robins and C. C. Cheng},
title = {Synthesis and antiinflammatory activity of 6-oxo-1-(.beta.-D-ribofuranosyl)nicotinic acid and related derivatives},
journal = {Journal of Medicinal Chemistry},
year = {1978},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/jm00203a004},
number = {5},
pages = {427--430},
doi = {10.1021/jm00203a004}
}
Cite this
MLA
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MIYAI, KENJI, et al. “Synthesis and antiinflammatory activity of 6-oxo-1-(.beta.-D-ribofuranosyl)nicotinic acid and related derivatives.” Journal of Medicinal Chemistry, vol. 21, no. 5, May. 1978, pp. 427-430. https://doi.org/10.1021/jm00203a004.