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Free radical addition of dialkyl phosphites to N,N‐disubstituted amides of unsaturated fatty acids and screening of the products for antimicrobial activity
Author(s) -
Mod R. R.,
Harris J. A.,
Arthur J. C.,
Magne F. C.,
Sumrell G.,
Novak Arthur F.
Publication year - 1972
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02609375
Subject(s) - antimicrobial , trichoderma viride , chemistry , yield (engineering) , organic chemistry , escherichia coli , food science , biochemistry , materials science , metallurgy , gene
Free radical addition of dibutyl phosphites to terminal and internal double bonds of monounsaturated amides was attained in high yield. The reaction was initiated by irradiation using Cobalt‐60. Attempts to add diphenyl phosphite to the unsaturated amides failed with the amides being recovered unchanged. Similar attempts to add dialkyl phosphites to N‐linoleoylmorpholine resulted in products that were deficient in phosphorus. Screening for antimicrobial activity against Escherichia coli, Trichosporon capitatum, Trichoderma viride and Candida lipolytica indicated that terminal addition products may be more active than the internal addition products, with the former strongly inhibiting the growth of all four test organisms.

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