Alkyl side-chain derivatives of sordaricin as potent antifungal agents against yeast

Bruno Tse; James M. Balkovec; Charles M. Blazey; Ming Jo Hsu; Jennifer Nielsen; Dennis Schmatz

doi:10.1016/S0960-894X(98)00401-6

Alkyl side-chain derivatives of sordaricin as potent antifungal agents against yeast

Bruno Tse
, James M. Balkovec
, Charles M. Blazey
, Ming Jo Hsu
, Jennifer Nielsen
, Dennis Schmatz

Center for Discovery and Innovation

Merck

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

Sordarin (1) was converted to 5 and 6, which showed potent antifungal activity against yeast. A series of C1-C9 alkyl side-chain derivatives was prepared, from which it was found that the optimal activity occurred with C5. A comparison of side chains with different unsaturation showed that the cis- alkene was the most active. This result suggested that the folding of the side chains might be crucial for the optimal activity.

Original language	English
Pages (from-to)	2269-2272
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	8
Issue number	16
DOIs	https://doi.org/10.1016/S0960-894X(98)00401-6
State	Published - 18 Aug 1998

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abstract = "Sordarin (1) was converted to 5 and 6, which showed potent antifungal activity against yeast. A series of C1-C9 alkyl side-chain derivatives was prepared, from which it was found that the optimal activity occurred with C5. A comparison of side chains with different unsaturation showed that the cis- alkene was the most active. This result suggested that the folding of the side chains might be crucial for the optimal activity.",

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AU - Balkovec, James M.

AU - Blazey, Charles M.

AU - Hsu, Ming Jo

AU - Nielsen, Jennifer

AU - Schmatz, Dennis

PY - 1998/8/18

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N2 - Sordarin (1) was converted to 5 and 6, which showed potent antifungal activity against yeast. A series of C1-C9 alkyl side-chain derivatives was prepared, from which it was found that the optimal activity occurred with C5. A comparison of side chains with different unsaturation showed that the cis- alkene was the most active. This result suggested that the folding of the side chains might be crucial for the optimal activity.

AB - Sordarin (1) was converted to 5 and 6, which showed potent antifungal activity against yeast. A series of C1-C9 alkyl side-chain derivatives was prepared, from which it was found that the optimal activity occurred with C5. A comparison of side chains with different unsaturation showed that the cis- alkene was the most active. This result suggested that the folding of the side chains might be crucial for the optimal activity.

UR - https://www.scopus.com/pages/publications/0032544158

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DO - 10.1016/S0960-894X(98)00401-6

M3 - Article

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AN - SCOPUS:0032544158

SN - 0960-894X

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

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ER -

Alkyl side-chain derivatives of sordaricin as potent antifungal agents against yeast

Abstract

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