Organometallic complexes with biological molecules. IX. Diorgano- and triorgano‐tin(IV)[meso‐tetra (4-sulfonatophenyl)porphinate] derivatives: solid‐state and solution‐phase structural aspects and in vivo effects

Pellerito, A.; Fiore, T.; Giuliani, A. M.; Maggio, F.; Pellerito, L.; Mansueto, C.

doi:10.1002/(sici)1099-0739(199709)11:9<707::aid-aoc632>3.3.co;2-a

Cited by 10 publications

(20 citation statements)

References 34 publications

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“…In this context, we regarded a class of porphyrin derivatives as potential anti-tumor drugs for their cytotoxicity and for the property of the porphyrins themselves to be accumulated in large amounts and retained for prolonged periods of time by the malignant lesions as noteworthy (3)(4)(5). We showed that two complexes of the meso-tetra(4-sulfonatophenyl) porphinate (TPPS), (Bu 2 Sn) 2 TPPS and (Bu3Sn)4TPPS, induce the activation of extrinsic and intrinsic apoptotic pathways in melanoma cells (6).…”

Section: Introductionsupporting

confidence: 58%

Effects of two organotin(IV)(sulfonatophenyl)porphinates on MAPKs and on the growth of A375 human melanoma cells

Costa

Gulino

Pellerito³

et al. 2009

Oncol Rep

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Abstract. Previously we showed apoptotic induction in A375 human melanoma cells using two complexes of the mesotetra(4-sulfonatophenyl)porphinate (TPPS), (Bu 2 Sn) 2 TPPS and (Bu 3 Sn) 4 TPPS. To understand how these compounds activate apoptosis in melanoma cells we studied MAPKs and the (Bu 2 Sn) 2 TPPS and (Bu 3 Sn) 4 TPPS cellular uptake. Western blotting experiments showed activated protein kinases ERK 1/2, JNK and p38 in 10 μM (Bu 2 Sn) 2 TPPS-and 1 μM (Bu 3 Sn) 4 TPPS-treated melanoma cells, which suggests that the three MAP kinases are involved in the apoptotic death of A375-treated cells. By taking advantage of the porphyrin fluorescence, we found a fast concentration of (Bu 2 Sn) 2 TPPS and (Bu 3 Sn) 4 TPPS in the nucleus and in the nucleoli compared to TPPS. A significantly reduced growth of A375 human melanoma cells was also observed after only 48 h treatment by using 500 nM of (Bu 2 Sn) 2 TPPS or 80 nM of (Bu 3 Sn)4TPPS. A strong slowdown of cell growth and loss of cell-cell interactions were visible by in vitro wound repair assay.

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Section: Introductionsupporting

confidence: 58%

Effects of two organotin(IV)(sulfonatophenyl)porphinates on MAPKs and on the growth of A375 human melanoma cells

Costa

Gulino

Pellerito³

et al. 2009

Oncol Rep

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“…Moreover, Girard et al (2000) obtained toxic effects on larval survival and growth of P. lividus larvae after exposure of eggs to 0.03-0.3 lg l )1 of TBT, suggesting that concentrations of TBT with no effect on the embryonic development could affect the sea urchin larval cycle and metamorphosis. Organoestanic compounds like TBT have been found to damage the embryonic and larval development of Ciona intestinalis in the 0.1-10 lM concentration range (Mansueto et al, 1993a, b;Maggio et al, 1994;Gianguzza et al, 1996;Pellerito et al, 1997Pellerito et al, , 1998Mansueto et al, 2000). In contrast, our results showed toxic effects of TBT at concentrations of a nanomolar range (EC 50 = 22 nM), although the incubation times in our toxicity tests are higher (20 h).…”

Section: Discussionmentioning

confidence: 99%

Toxicity of Organic Compounds to Marine Invertebrate Embryos and Larvae: A Comparison Between the Sea Urchin Embryogenesis Bioassay and Alternative Test Species

et al. 2005

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This study investigated the toxic effects of the insecticides lindane and chlorpyrifos, the herbicide diuron, the organometallic antifoulant tributyltin (TBT), and the surfactant sodium dodecyl sulfate (SDS) on the early life stages of Paracentrotus lividus (Echinodermata, Euechinoidea), Ciona intestinalis (Chordata, Ascidiacea), Maja squinado and Palaemon serratus (Arthropoda, Crustacea) in laboratory acute toxicity tests. The assays studied embryogenesis success from fertilized egg to normal larvae in P. lividus (48 h incubation at 20 degrees C) and C. intestinalis (24 h incubation at 20 degrees C), and larval mortality at 24 and 48 h in M. squinado and P. serratus. For P. lividus, the median effective concentrations (EC50) reducing percentages of normal larvae by 50% were: 350 microg l(-1) for chlorpyrifos, 5500 microg l(-1) for diuron, 4277 microg l(-1) for SDS, and 0.309 microg l(-1) for TBT. For C. intestinalis, the EC50 values affecting embryogenesis success were 5666 microg l(-1) for chlorpyrifos, 24,397 microg (l-1) for diuron, 4412 microg l(-1) for lindane, 5145 microg I(-1) for SDS, and 7.1 microg l(-1) for TBT. The median lethal concentrations (LC50) for M. squinado larval survival were 0.84 microg l(-1) (24 h) and 0.79 microg l(-1) (48 h) for chlorpyrifos, 2.23 microg(l(-1) (24 h) and 2.18 microg l(-1) (48 h) for lindane, and 687 microg l(-1) (48 h) for SDS. For P. serratus the LC50 values obtained were 0.35 microg l(-1) (24 h) and 0.22 microg l(-1) (48 h) for chlorpyrifos, 3011 microg l(-1) (24 h) and 3044 microg l(-1) (48 h) for diuron, 5.20 microg l(-1) (24 h) and 5.59 microg l(-1) (48 h) for lindane, and 22.30 microg l(-1) (24 h) and 17.52 microg l(-1) (48 h) for TBT. Decapod larvae, as expected, were markedly more sensitive to the insecticides than sea urchins and ascidians, and SDS was the least toxic compound tested for these organisms. Lowest observed effect concentrations (LOEC) of TBT for sea urchin and ascidian embryos, chlorpyrifos and lindane for crustacean larvae, and SDS, were similar to those found in many coastal areas indicating that there would be a risk to invertebrate embryos and larvae from exposure in the field to these pollutants.

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“…Their solid state and solution configurations were reported, together with their in vivo cytotoxic activity [6,7].…”

Section: Introductionmentioning

confidence: 99%

“…On the other hand, the biological effects of organotin(IV) derivatives have been the focus of research in embryos and gametes of Ascidians [7,10,11]. Furthermore, attention has been addressed on the interaction with DNA of newly synthesized compounds [6,10,12] and on the antineoplastic effect of several organotin(IV) compounds [13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, structural investigations on organotin(IV) chlorin-e6 complexes, their effect on sea urchin embryonic development and induced apoptosis

Pellerito

D'Agati

Fiore

et al. 2005

Journal of Inorganic Biochemistry

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Organometallic complexes with biological molecules. IX. Diorgano- and triorgano‐tin(IV)[meso‐tetra (4-sulfonatophenyl)porphinate] derivatives: solid‐state and solution‐phase structural aspects and in vivo effects

Abstract: Diorgano-and triorgano-tin(IV) derivatives

Cited by 10 publications

References 34 publications

Effects of two organotin(IV)(sulfonatophenyl)porphinates on MAPKs and on the growth of A375 human melanoma cells

Effects of two organotin(IV)(sulfonatophenyl)porphinates on MAPKs and on the growth of A375 human melanoma cells

Toxicity of Organic Compounds to Marine Invertebrate Embryos and Larvae: A Comparison Between the Sea Urchin Embryogenesis Bioassay and Alternative Test Species

Synthesis, structural investigations on organotin(IV) chlorin-e6 complexes, their effect on sea urchin embryonic development and induced apoptosis

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