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Quantitative Structure-Activity Studies of Di-and Triorganotin Compounds

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QSAR in Environmental Toxicology - II

Abstract

Quantitative structure-activity relationships (QSAR) were developed for a structurally diverse set of di- and triorganotin compounds. Correlations of the LC50 for mud crab zoeae, Rhithropanopeus harrisii, with the Hansch π parameter, with the Leo fragment constant, ∑FR, or with total surface area, TSA, a computed molecular topological value, yielded highly significant linear relationships. All the above parameters are indices of partitioning behaviour. Attempts to show a correlation of LC50 with σ Φ, in a parameter accounting for electronic and steric contributions, produced no significant relationship whatsoever. It is suggested that partitioning behaviour plays a dominant role in organotin toxicity by controlling the dose. On a molar tin basis, the dose for a given level of toxicity is probably quite similar for di- and triorganotins tested. The relationship between exposure concentration and toxicity increases linearly only to a certain point before declining. Triorganotin compounds approximately the size (total surface area) of tricyclohexyltin are at or perhaps slightly above such a maximum. These studies of di- and triorganotin compounds suggest that such approaches are highly promising tools for the prediction of environmental effects of untested organotins, and perhaps other organometallic compounds.

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Authors and Affiliations

  1. Divison of Applied Biology, Harbor Branch Oceanographic Institution, Inc., 5600 Old Dixie Highway, Fort Pierce, Florida, 33450, USA

    Roy B. Laughlin Jr.

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  1. Roy B. Laughlin Jr.
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  1. National Water Research Institute, Canada Centre for Inland Waters, Burlington, Ontario, Canada

    Klaus L. E. Kaiser

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© 1987 D. Reidel Publishing Company

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Laughlin, R.B. (1987). Quantitative Structure-Activity Studies of Di-and Triorganotin Compounds. In: Kaiser, K.L.E. (eds) QSAR in Environmental Toxicology - II. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-3937-0_15

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  • DOI: https://doi.org/10.1007/978-94-009-3937-0_15

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-8246-4

  • Online ISBN: 978-94-009-3937-0

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