Production and use of the insecticide
chlordecone has caused long-term
environmental pollution in the James River area and the French West
Indies (FWI) that has resulted in acute human-health problems and
a social crisis. High levels of chlordecone in FWI soils, even after
its ban decades ago, and the absence of detection of transformation
products (TPs), have suggested that chlordecone is virtually nonbiodegradable
in the environment. Here, we investigated laboratory biodegradation,
consisting of bacterial liquid cultures and microcosms inoculated
with FWI soils, using a dual nontargeted GC-MS and LC-HRMS approach.
In addition to previously reported, partly characterized hydrochlordecones
and polychloroindenes (families A and B), we discovered 14 new chlordecone
TPs, assigned to four families (B, C, D, and E). Organic synthesis
and NMR analyses allowed us to achieve the complete structural elucidation
of 19 TPs. Members of TP families A, B, C, and E were detected in
soil, sediment, and water samples from Martinique and include 17 TPs
not initially found in commercial chlordecone formulations. 2,4,5,6,7-Pentachloroindene
was the most prominent TP, with levels similar to those of chlordecone.
Overall, our results clearly show that chlordecone pollution extends
beyond the parent chlordecone molecule and includes a considerable
number of previously undetected TPs. Structural diversity of the identified
TPs illustrates the complexity of chlordecone degradation in the environment
and raises the possibility of extensive worldwide pollution of soil
and aquatic ecosystems by chlordecone TPs.