Improved synthesis of 17β-hydroxy-16α-iodo-wortmannin, 17β-hydroxy-16α-iodoPX866, and the [131I] analogue as useful PET tracers for PI3-kinase

Duoli Sun; Basvoju A. Bhanu Prasad; Paul T. Schuber; Zhenghong Peng; David S. Maxwell; Diana V. Martin; Liwei Guo; Dongmei Han; Hiroaki Kurihara; David J. Yang; Juri G. Gelovani; Garth Powis; William G. Bornmann

doi:10.1016/j.bmc.2013.06.036

Improved synthesis of 17β-hydroxy-16α-iodo-wortmannin, 17β-hydroxy-16α-iodoPX866, and the [¹³¹I] analogue as useful PET tracers for PI3-kinase

Duoli Sun, Basvoju A. Bhanu Prasad, Paul T. Schuber, Zhenghong Peng, David S. Maxwell, Diana V. Martin, Liwei Guo, Dongmei Han, Hiroaki Kurihara, David J. Yang, Juri G. Gelovani, Garth Powis, William G. Bornmann

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

An improved method for the synthesis of 17β-hydroxy-16α-iodo- wortmannin along with the first synthesis of 17β-hydroxy-16α- iodoPX866 and [¹³¹I] radiolabeled 17β-hydroxy-16α-[ ¹³¹I]iodo-wortmannin, as potential PET tracers for PI3K was also described. The differences between wortmannin and its iodo analogue were compared by covalently docking each structure to L833 in PI3K.

Original language	English (US)
Pages (from-to)	5182-5187
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	21
Issue number	17
DOIs	https://doi.org/10.1016/j.bmc.2013.06.036
State	Published - Sep 1 2013

Keywords

17β-Hydroxy- 16α-iodowortmannin
17β-Hydroxy-16α-[I]iodowortmannin
17β-Hydroxy-16α-iodoPX866
PI3 kinase
Positron emission tomography (PET) imaging

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmc.2013.06.036

Cite this

Sun, D., Bhanu Prasad, B. A., Schuber, P. T., Peng, Z., Maxwell, D. S., Martin, D. V., Guo, L., Han, D., Kurihara, H., Yang, D. J., Gelovani, J. G., Powis, G., & Bornmann, W. G. (2013). Improved synthesis of 17β-hydroxy-16α-iodo-wortmannin, 17β-hydroxy-16α-iodoPX866, and the [¹³¹I] analogue as useful PET tracers for PI3-kinase. Bioorganic and Medicinal Chemistry, 21(17), 5182-5187. https://doi.org/10.1016/j.bmc.2013.06.036

Sun, D, Bhanu Prasad, BA, Schuber, PT, Peng, Z, Maxwell, DS, Martin, DV, Guo, L, Han, D, Kurihara, H, Yang, DJ, Gelovani, JG, Powis, G & Bornmann, WG 2013, 'Improved synthesis of 17β-hydroxy-16α-iodo-wortmannin, 17β-hydroxy-16α-iodoPX866, and the [¹³¹I] analogue as useful PET tracers for PI3-kinase', Bioorganic and Medicinal Chemistry, vol. 21, no. 17, pp. 5182-5187. https://doi.org/10.1016/j.bmc.2013.06.036

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abstract = "An improved method for the synthesis of 17β-hydroxy-16α-iodo- wortmannin along with the first synthesis of 17β-hydroxy-16α- iodoPX866 and [131I] radiolabeled 17β-hydroxy-16α-[ 131I]iodo-wortmannin, as potential PET tracers for PI3K was also described. The differences between wortmannin and its iodo analogue were compared by covalently docking each structure to L833 in PI3K.",

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author = "Duoli Sun and {Bhanu Prasad}, {Basvoju A.} and Schuber, {Paul T.} and Zhenghong Peng and Maxwell, {David S.} and Martin, {Diana V.} and Liwei Guo and Dongmei Han and Hiroaki Kurihara and Yang, {David J.} and Gelovani, {Juri G.} and Garth Powis and Bornmann, {William G.}",

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AU - Sun, Duoli

AU - Bhanu Prasad, Basvoju A.

AU - Schuber, Paul T.

AU - Peng, Zhenghong

AU - Maxwell, David S.

AU - Martin, Diana V.

AU - Guo, Liwei

AU - Han, Dongmei

AU - Kurihara, Hiroaki

AU - Yang, David J.

AU - Gelovani, Juri G.

AU - Powis, Garth

AU - Bornmann, William G.

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