Reaction of thiols with 7-methylbenzopentathiepin.

Abstract:

:Polysulfides typically react readily with thiols, thus, reactions of endogenous cellular thiols with the polysulfide linkage in naturally-occuring pentathiepin cytotoxins are likely to be an important aspect of their biological chemistry. Here, it is reported that the reaction of thiols with the pentathiepin ring system initially produces a complex mixture of polysulfides that further decomposes in the presence of excess thiol to yield the corresponding 1,2-benzenedithiol with concomitant production of H(2)S and dimerized thiol. In this reaction, a single molecule of the pentathiepin consumes approximately six equivalents of thiol. The reaction of thiols with the pentathiepin ring system is faster than the analogous reaction involving typical di- and trisulfides.

journal_name

Bioorg Med Chem Lett

authors

Chatterji T,Gates KS

doi

10.1016/s0960-894x(03)00103-3

subject

Has Abstract

pub_date

2003-04-07 00:00:00

pages

1349-52

issue

7

eissn

0960-894X

issn

1464-3405

pii

S0960894X03001033

journal_volume

13

pub_type

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