The first two cantharidin analogues displaying PP1 selectivity

Adam McCluskey, Mirella A. Keane, Cecilia C. Walkom, Michael C. Bowyer, Alistair T.R. Sim, David J. Young, Jennette A. Sakoff

Research output: Contribution to journalArticleResearchpeer-review

Abstract

High pressure Diels-Alder reactions of furan and dimethylmaleate, and thiophene and maleimide resulted in two cantharidin analogues, 3 and 6 possessing PP1 selectivity (>40- and >30-fold selectivity) over PP2A. Both compounds exhibited moderate PP1 activity, 3 IC50 50 μM and 6 IC50 12.5 μM. Interestingly, the corresponding mono-ester derivatives of 3 showed no such selectivity.

Original languageEnglish
Pages (from-to)391-393
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume12
Issue number3
DOIs
Publication statusPublished - 11 Feb 2002
Externally publishedYes

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Cantharidin
Thiophenes
Inhibitory Concentration 50
Esters
Derivatives
Cycloaddition Reaction
Pressure
furan
maleimide

Cite this

McCluskey, A., Keane, M. A., Walkom, C. C., Bowyer, M. C., Sim, A. T. R., Young, D. J., & Sakoff, J. A. (2002). The first two cantharidin analogues displaying PP1 selectivity. Bioorganic and Medicinal Chemistry Letters, 12(3), 391-393. https://doi.org/10.1016/S0960-894X(01)00777-6
McCluskey, Adam ; Keane, Mirella A. ; Walkom, Cecilia C. ; Bowyer, Michael C. ; Sim, Alistair T.R. ; Young, David J. ; Sakoff, Jennette A. / The first two cantharidin analogues displaying PP1 selectivity. In: Bioorganic and Medicinal Chemistry Letters. 2002 ; Vol. 12, No. 3. pp. 391-393.
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abstract = "High pressure Diels-Alder reactions of furan and dimethylmaleate, and thiophene and maleimide resulted in two cantharidin analogues, 3 and 6 possessing PP1 selectivity (>40- and >30-fold selectivity) over PP2A. Both compounds exhibited moderate PP1 activity, 3 IC50 50 μM and 6 IC50 12.5 μM. Interestingly, the corresponding mono-ester derivatives of 3 showed no such selectivity.",
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McCluskey, A, Keane, MA, Walkom, CC, Bowyer, MC, Sim, ATR, Young, DJ & Sakoff, JA 2002, 'The first two cantharidin analogues displaying PP1 selectivity', Bioorganic and Medicinal Chemistry Letters, vol. 12, no. 3, pp. 391-393. https://doi.org/10.1016/S0960-894X(01)00777-6

The first two cantharidin analogues displaying PP1 selectivity. / McCluskey, Adam; Keane, Mirella A.; Walkom, Cecilia C.; Bowyer, Michael C.; Sim, Alistair T.R.; Young, David J.; Sakoff, Jennette A.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 12, No. 3, 11.02.2002, p. 391-393.

Research output: Contribution to journalArticleResearchpeer-review

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AU - McCluskey, Adam

AU - Keane, Mirella A.

AU - Walkom, Cecilia C.

AU - Bowyer, Michael C.

AU - Sim, Alistair T.R.

AU - Young, David J.

AU - Sakoff, Jennette A.

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AB - High pressure Diels-Alder reactions of furan and dimethylmaleate, and thiophene and maleimide resulted in two cantharidin analogues, 3 and 6 possessing PP1 selectivity (>40- and >30-fold selectivity) over PP2A. Both compounds exhibited moderate PP1 activity, 3 IC50 50 μM and 6 IC50 12.5 μM. Interestingly, the corresponding mono-ester derivatives of 3 showed no such selectivity.

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