Water-soluble cyclometalated platinum(ii) and iridium(iii) complexes: Synthesis, tuning of the photophysical properties, and: In vitro and in vivo phosphorescence lifetime imaging

Anastasia I. Solomatina, Shih Hao Su, Maria M. Lukina, Varvara V. Dudenkova, Vladislav I. Shcheslavskiy, Cheng Ham Wu, Pavel S. Chelushkin, Pi Tai Chou, Igor O. Koshevoy, Sergey P. Tunik

Research output

4 Citations (Scopus)

Abstract

This paper presents synthesis and photophysical investigation of cyclometalated water-soluble Pt(ii) and Ir(iii) complexes containing auxiliary sulfonated diphosphine (bis(diphenylphosphino)benzene (dppb), P^P∗) ligand. The complexes demonstrate considerable variations in excitation (extending up to 450 nm) and emission bands (with maxima ranging from ca. 450 to ca. 650 nm), as well as in the sensitivity of excited state lifetimes to molecular oxygen (from almost negligible to more than 4-fold increase in degassed solution). Moreover, all the complexes possess high two-photon absorption cross sections (400-500 GM for Pt complexes, and 600-700 GM for Ir complexes). Despite their negative net charge, all the complexes demonstrate good uptake by HeLa cells and low cytotoxicity within the concentration and time ranges suitable for two-photon phosphorescence lifetime (PLIM) microscopy. The most promising complex, [(ppy) 2 Ir(sulfo-dppb)] (Ir1∗), upon incubation in HeLa cells demonstrates two-fold lifetime variations under normal and nitrogen atmosphere, correspondingly. Moreover, its in vivo evaluation in athymic nude mice bearing HeLa tumors did not reveal acute toxicity upon both intravenous and topical injections. Finally, Ir1∗ demonstrated statistically significant difference in lifetimes between normal tissue (muscle) and tumor in macroscopic in vivo PLIM imaging.

Original languageEnglish
Pages (from-to)17224-17236
Number of pages13
JournalRSC Advances
Volume8
Issue number31
DOIs
Publication statusPublished - 1 Jan 2018

Fingerprint

Iridium
Phosphorescence
Benzene
Platinum
Tumors
Bearings (structural)
Photons
Tuning
Imaging techniques
Water
Molecular oxygen
Cytotoxicity
Excited states
Toxicity
Muscle
Microscopic examination
Nitrogen
Ligands
Tissue

Scopus subject areas

  • Chemical Engineering(all)
  • Chemistry(all)

Cite this

Solomatina, Anastasia I. ; Su, Shih Hao ; Lukina, Maria M. ; Dudenkova, Varvara V. ; Shcheslavskiy, Vladislav I. ; Wu, Cheng Ham ; Chelushkin, Pavel S. ; Chou, Pi Tai ; Koshevoy, Igor O. ; Tunik, Sergey P. / Water-soluble cyclometalated platinum(ii) and iridium(iii) complexes : Synthesis, tuning of the photophysical properties, and: In vitro and in vivo phosphorescence lifetime imaging. In: RSC Advances. 2018 ; Vol. 8, No. 31. pp. 17224-17236.
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abstract = "This paper presents synthesis and photophysical investigation of cyclometalated water-soluble Pt(ii) and Ir(iii) complexes containing auxiliary sulfonated diphosphine (bis(diphenylphosphino)benzene (dppb), P^P∗) ligand. The complexes demonstrate considerable variations in excitation (extending up to 450 nm) and emission bands (with maxima ranging from ca. 450 to ca. 650 nm), as well as in the sensitivity of excited state lifetimes to molecular oxygen (from almost negligible to more than 4-fold increase in degassed solution). Moreover, all the complexes possess high two-photon absorption cross sections (400-500 GM for Pt complexes, and 600-700 GM for Ir complexes). Despite their negative net charge, all the complexes demonstrate good uptake by HeLa cells and low cytotoxicity within the concentration and time ranges suitable for two-photon phosphorescence lifetime (PLIM) microscopy. The most promising complex, [(ppy) 2 Ir(sulfo-dppb)] (Ir1∗), upon incubation in HeLa cells demonstrates two-fold lifetime variations under normal and nitrogen atmosphere, correspondingly. Moreover, its in vivo evaluation in athymic nude mice bearing HeLa tumors did not reveal acute toxicity upon both intravenous and topical injections. Finally, Ir1∗ demonstrated statistically significant difference in lifetimes between normal tissue (muscle) and tumor in macroscopic in vivo PLIM imaging.",
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Water-soluble cyclometalated platinum(ii) and iridium(iii) complexes : Synthesis, tuning of the photophysical properties, and: In vitro and in vivo phosphorescence lifetime imaging. / Solomatina, Anastasia I.; Su, Shih Hao; Lukina, Maria M.; Dudenkova, Varvara V.; Shcheslavskiy, Vladislav I.; Wu, Cheng Ham; Chelushkin, Pavel S.; Chou, Pi Tai; Koshevoy, Igor O.; Tunik, Sergey P.

In: RSC Advances, Vol. 8, No. 31, 01.01.2018, p. 17224-17236.

Research output

TY - JOUR

T1 - Water-soluble cyclometalated platinum(ii) and iridium(iii) complexes

T2 - Synthesis, tuning of the photophysical properties, and: In vitro and in vivo phosphorescence lifetime imaging

AU - Solomatina, Anastasia I.

AU - Su, Shih Hao

AU - Lukina, Maria M.

AU - Dudenkova, Varvara V.

AU - Shcheslavskiy, Vladislav I.

AU - Wu, Cheng Ham

AU - Chelushkin, Pavel S.

AU - Chou, Pi Tai

AU - Koshevoy, Igor O.

AU - Tunik, Sergey P.

PY - 2018/1/1

Y1 - 2018/1/1

N2 - This paper presents synthesis and photophysical investigation of cyclometalated water-soluble Pt(ii) and Ir(iii) complexes containing auxiliary sulfonated diphosphine (bis(diphenylphosphino)benzene (dppb), P^P∗) ligand. The complexes demonstrate considerable variations in excitation (extending up to 450 nm) and emission bands (with maxima ranging from ca. 450 to ca. 650 nm), as well as in the sensitivity of excited state lifetimes to molecular oxygen (from almost negligible to more than 4-fold increase in degassed solution). Moreover, all the complexes possess high two-photon absorption cross sections (400-500 GM for Pt complexes, and 600-700 GM for Ir complexes). Despite their negative net charge, all the complexes demonstrate good uptake by HeLa cells and low cytotoxicity within the concentration and time ranges suitable for two-photon phosphorescence lifetime (PLIM) microscopy. The most promising complex, [(ppy) 2 Ir(sulfo-dppb)] (Ir1∗), upon incubation in HeLa cells demonstrates two-fold lifetime variations under normal and nitrogen atmosphere, correspondingly. Moreover, its in vivo evaluation in athymic nude mice bearing HeLa tumors did not reveal acute toxicity upon both intravenous and topical injections. Finally, Ir1∗ demonstrated statistically significant difference in lifetimes between normal tissue (muscle) and tumor in macroscopic in vivo PLIM imaging.

AB - This paper presents synthesis and photophysical investigation of cyclometalated water-soluble Pt(ii) and Ir(iii) complexes containing auxiliary sulfonated diphosphine (bis(diphenylphosphino)benzene (dppb), P^P∗) ligand. The complexes demonstrate considerable variations in excitation (extending up to 450 nm) and emission bands (with maxima ranging from ca. 450 to ca. 650 nm), as well as in the sensitivity of excited state lifetimes to molecular oxygen (from almost negligible to more than 4-fold increase in degassed solution). Moreover, all the complexes possess high two-photon absorption cross sections (400-500 GM for Pt complexes, and 600-700 GM for Ir complexes). Despite their negative net charge, all the complexes demonstrate good uptake by HeLa cells and low cytotoxicity within the concentration and time ranges suitable for two-photon phosphorescence lifetime (PLIM) microscopy. The most promising complex, [(ppy) 2 Ir(sulfo-dppb)] (Ir1∗), upon incubation in HeLa cells demonstrates two-fold lifetime variations under normal and nitrogen atmosphere, correspondingly. Moreover, its in vivo evaluation in athymic nude mice bearing HeLa tumors did not reveal acute toxicity upon both intravenous and topical injections. Finally, Ir1∗ demonstrated statistically significant difference in lifetimes between normal tissue (muscle) and tumor in macroscopic in vivo PLIM imaging.

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KW - COORDINATION-COMPOUNDS

KW - CYCLOPLATINATED COMPLEXES

KW - IR(III) COMPLEXES

KW - LIGANDS SYNTHESIS

KW - LIVING CELLS

KW - POLYPYRIDINE COMPLEXES

KW - TRANSITION-METAL-COMPLEXES

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U2 - 10.1039/C8RA02742K

DO - 10.1039/C8RA02742K

M3 - Article

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VL - 8

SP - 17224

EP - 17236

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 31

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