Organometallic complexes with biological molecules. XI. Solid state and in vivo investigations of some diorganotin(IV)-chloramphenicol and cycloserine derivatives

Pellerito, A.; Fiore, Tiziana; Pellerito, Claudia; Fontana, Alberta; Stefano, R. Di; Pellerito, Lorenzo; Cambria, Maria Teresa; Mansueto, C.

doi:10.1016/s0162-0134(98)10065-x

Cited by 20 publications

(10 citation statements)

References 23 publications

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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: Discussioncontrasting

confidence: 61%

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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Section: Discussioncontrasting

confidence: 61%

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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“…In this perspective, Pellerito et al designed new complexes of diorganotin(IV) and triorganotin(IV) with peptide antibiotics [196][197][198][199]. It was expected that antibiotic properties of chemotherapic agents may give better properties to organotin(IV) complexes if peptide antibiotics are used as ligands.…”

Section: Biological Effects Of Organotin(iv) Complexesmentioning

confidence: 99%

“…They were inside the membrane with an open neural plate lacking sensorial organs and a very short tail. Eggs and embryos incubated for 1 h in 10 À4 mol dm À3 Me 2 Snchloramph 2 and then transferred into normal sea water originated larvae as the controls, but slightly delayed; those incubated in Me 2 Sncyclos 2 blocked at the two-cell stage with an anomalous disposition of blastomeres [196].…”

Section: Biological Effects Of Organotin(iv) Complexesmentioning

confidence: 99%

Biological activity studies on organotin(IV)n+ complexes and parent compounds

Pellerito

Nagy

Pellerito

et al. 2006

Journal of Organometallic Chemistry

194

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“…antibiotics chloramphenicol and cycloserine have also been carried out, 12 while the 9R,12S-[ t Bu 2 Sn] 2 O derivative of erythromycin A (a macrolide antibiotic) was the target of modeling in organotin(IV) chemistry using NMR restraints, 13 and new organotin(IV) derivatives of 9-substituted tetracycline antibiotics were synthesized and biologically evaluated. 14 Finally, to the best of our knowledge, only the co-ordination of [dimethyltin (IV)] 2+ cation to penicillin derivatives (penicillin G, ampicillin, amoxicillin and methicillin) as ligands has been investigated in aqueous solution by means of potentiometric titrations.…”

Section: Speciation Analysis and Environmentmentioning

confidence: 99%

Equilibria involved in the diorganotin(IV) and triorganotin(IV) phosphomycin interaction in aqueous solution

Casella

Fiore

Mohamed

et al. 2007

Applied Organom Chemis

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Four new diorganotin(IV), (R = Me, Bu), and triorganotin(IV), (R = Me, Ph), derivatives of the phosphomycin disodium salt\ud antibiotic[(1R,2S)-1,2-epoxypropylphosphonate]Na2 have been synthesized and their solid state configuration studied by X-ray crystallography,\ud FT-IR, Mossbauer, UV–Vis spectroscopies. The X-ray diffraction investigation, performed on the bis[trimethyltin(IV)]-\ud phosphomycin, showed that the coordination geometry at all the Sn atoms is trigonal bipyramidal. The structure of the complex forms\ud an unusual polymeric zig-zag planar network. The FT-IR and the 119Sn Mo¨ssbauer studies supported the formation of trigonal bipyramidal\ud (Tbp) molecular structures, both in the diorganotin(IV) and triorganotin(IV) derivatives, even if, in the case of diorganotin(IV)\ud derivatives, the tetrahedral structure cannot be a priori excluded. The PO3\ud 2 group of phosphomycin coordinates the organotin(IV) centers\ud originating a monodimensional polymeric network, as inferred by variable temperature 119Sn Mo¨ssbauer spectroscopy, used to\ud investigate lattice dynamics of the bis-[trimethyltin(IV)]phosphomycin complex

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Organometallic complexes with biological molecules. XI. Solid state and in vivo investigations of some diorganotin(IV)-chloramphenicol and cycloserine derivatives

Cited by 20 publications

References 23 publications

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

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

Biological activity studies on organotin(IV)n+ complexes and parent compounds

Equilibria involved in the diorganotin(IV) and triorganotin(IV) phosphomycin interaction in aqueous solution

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