Short Communication : Contribution of the 5‐hydroxyl group to the mutagenicity of mucochloric acid | Zendy

LaLonde Robert T. | Zendy; Perakyla Hannu | Zendy; Cook Gary P. | Zendy; Dence Carlton W. | Zendy

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Short Communication : Contribution of the 5‐hydroxyl group to the mutagenicity of mucochloric acid

Author(s) -

LaLonde Robert T.,

Perakyla Hannu,

Cook Gary P.,

Dence Carlton W.

Publication year - 1990

Publication title -

environmental toxicology and chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.1

H-Index - 171

eISSN - 1552-8618

pISSN - 0730-7268

DOI - 10.1002/etc.5620090601

Subject(s) - sodium borohydride , chemistry , salmonella , sodium , medicinal chemistry , organic chemistry , stereochemistry , toxicology , bacteria , biology , genetics , catalysis

The sodium borohydride reduction of 3,4‐dichloro‐5‐hydroxy‐2(5H)‐furanone (mucochloric acid) resulted in the formation of 3,4‐dichloro‐2(5H)‐furanone and 4‐chloro‐2(5H)‐furanone formed in relative amounts of 98 and 2%, respectively. Mucochloric acid and 3,4‐dichloro‐2(5H)‐furanone were assayed together against Salmonella typhimurium (TA100). Mucochloric acid was consistently more mutagenic than 3,4‐dichloro‐2(5H)‐furanone by a factor ranging from 36 to 49 times as established from three determinations of relative mutagenicity. Thus, the hydroxyl group substituted at the 5 position is concluded to have a marked influence on the mutagenicity of a chlorinated 2(5H)‐furanone.

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