Syntheses of antifungal isocoumarins. III. Synthesis and antifungal activity of 3-aryl-3,4-dihydro-4-substituted-isocoumarins.
1
Hoshi College of Pharmacy, Hoshi College of Pharmacy, Hoshi College of Pharmacy, Hoshi College of Pharmacy, Hoshi College of Pharmacy
Publication type: Journal Article
Publication date: 2011-12-08
scimago Q3
wos Q3
SJR: 0.349
CiteScore: 2.7
Impact factor: 1.3
ISSN: 00092363, 13475223
PubMed ID:
7340943
General Chemistry
Drug Discovery
General Medicine
Abstract
Various cis- and trans-3-aryl-3, 4-dihydro-8-(hydroxy or methoxy) isocoumarin-4-carboxylic acids (3-16) and their methyl esters (21-29) were prepared. In addition, cis- and trans-3, 4-dihydro-8-(hydroxy or methoxy)-4-hydroxyacetyl-3-phenylisocoumarins (33 or 32, and 35 or 34), cis- and trans-4-diazoacetyl-3, 4-dihydro-8-methoxy-3-phenylisocoumarins (30 and 31), trans-4-acetoxyacetyl-3, 4-dihydro-8-methoxy-3-phenylisocoumarin (36), and trans-4-acetyl-3, 4-dihydro-8-(hydroxy or methoxy)-3-phenylisocoumarins (38 or 37) were prepared. All the 3, 4-dihydroisocoumarins thus prepared were examined in vitro for antifungal activity. The introduction of a carboxyl, carbomethoxy, acetyl, diazoacetyl or hydroxyacetyl group at the 4-position of the 3, 4-dihydroisocoumarin nucleus resulted in the disappearance of the activity.
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Nozawa K. et al. Syntheses of antifungal isocoumarins. III. Synthesis and antifungal activity of 3-aryl-3,4-dihydro-4-substituted-isocoumarins. // Chemical and Pharmaceutical Bulletin. 2011. Vol. 29. No. 12. pp. 3486-3493.
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Nozawa K., Yamada M., TSUDA Y., KAWAI K., Nakajima S. Syntheses of antifungal isocoumarins. III. Synthesis and antifungal activity of 3-aryl-3,4-dihydro-4-substituted-isocoumarins. // Chemical and Pharmaceutical Bulletin. 2011. Vol. 29. No. 12. pp. 3486-3493.
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TY - JOUR
DO - 10.1248/cpb.29.3486
UR - https://doi.org/10.1248/cpb.29.3486
TI - Syntheses of antifungal isocoumarins. III. Synthesis and antifungal activity of 3-aryl-3,4-dihydro-4-substituted-isocoumarins.
T2 - Chemical and Pharmaceutical Bulletin
AU - Nozawa, Koohei
AU - Yamada, Mikiko
AU - TSUDA, YOSHIKO
AU - KAWAI, KENICHI
AU - Nakajima, Shoichi
PY - 2011
DA - 2011/12/08
PB - Pharmaceutical Society of Japan
SP - 3486-3493
IS - 12
VL - 29
PMID - 7340943
SN - 0009-2363
SN - 1347-5223
ER -
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@article{2011_Nozawa,
author = {Koohei Nozawa and Mikiko Yamada and YOSHIKO TSUDA and KENICHI KAWAI and Shoichi Nakajima},
title = {Syntheses of antifungal isocoumarins. III. Synthesis and antifungal activity of 3-aryl-3,4-dihydro-4-substituted-isocoumarins.},
journal = {Chemical and Pharmaceutical Bulletin},
year = {2011},
volume = {29},
publisher = {Pharmaceutical Society of Japan},
month = {dec},
url = {https://doi.org/10.1248/cpb.29.3486},
number = {12},
pages = {3486--3493},
doi = {10.1248/cpb.29.3486}
}
Cite this
MLA
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Nozawa, Koohei, et al. “Syntheses of antifungal isocoumarins. III. Synthesis and antifungal activity of 3-aryl-3,4-dihydro-4-substituted-isocoumarins..” Chemical and Pharmaceutical Bulletin, vol. 29, no. 12, Dec. 2011, pp. 3486-3493. https://doi.org/10.1248/cpb.29.3486.