Preparation, characterization and in vitro analysis of polyamidoamine drug conjugates containing ferrocene and platinum analogues
- Authors: Mugogodi, Ansley
- Date: 2018
- Subjects: Ferrocene
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: http://hdl.handle.net/10353/10145 , vital:35360
- Description: Polyamidoamine drug conjugates were prepared from analogues of ferrocene and platinum. Standard reaction procedures were followed in the synthesis of platinum and ferrocene analogues. Michael addition reaction of amines to the activated double bonds of methylenebisacrylamide was applied for preparation of the water soluble polyamidoamine carriers onto which drug analogues were attached. The drug release studies of the conjugates were evaluated at different pH environments. The results obtained from drug release studies showed that rate of drug release was variable depending on the conjugate and pH environment. Mathematical drug release models by Korsmeyer-Peppas were used to determine the drug release characteristics of the ferrocene and platinum based drugs from polyamidoamine drug conjugates. Cytotoxicity potential of the analogues and polyamidoamine drug conjugates was tested on selected cell lines. Cisplatin was used as the standard for comparison of the IC50 values obtained for the compounds tested for cytotoxicity activity. The results from six polymer drug conjugates tested for cytotoxicity activity showed that conjugation of analogues to polyamidoamine carrier enhanced the activity of the analogues in some of the polyamidoamine drug conjugates. Various techniques such as Fourier Transform Infrared (FTIR) spectroscopy, Proton Nuclear Magnetic Resonance spectroscopy (1H NMR), Scanning Electron Microscopy (SEM), transmission electron microscopy (TEM), Transmission Electron Microscopy (TEM) and Energy Dispersive X-ray (EDX) spectroscopy were employed for the characterization of the ferrocene and platinum analogues, polyamidoamine carriers and drug conjugates.
- Full Text:
- Date Issued: 2018
- Authors: Mugogodi, Ansley
- Date: 2018
- Subjects: Ferrocene
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: http://hdl.handle.net/10353/10145 , vital:35360
- Description: Polyamidoamine drug conjugates were prepared from analogues of ferrocene and platinum. Standard reaction procedures were followed in the synthesis of platinum and ferrocene analogues. Michael addition reaction of amines to the activated double bonds of methylenebisacrylamide was applied for preparation of the water soluble polyamidoamine carriers onto which drug analogues were attached. The drug release studies of the conjugates were evaluated at different pH environments. The results obtained from drug release studies showed that rate of drug release was variable depending on the conjugate and pH environment. Mathematical drug release models by Korsmeyer-Peppas were used to determine the drug release characteristics of the ferrocene and platinum based drugs from polyamidoamine drug conjugates. Cytotoxicity potential of the analogues and polyamidoamine drug conjugates was tested on selected cell lines. Cisplatin was used as the standard for comparison of the IC50 values obtained for the compounds tested for cytotoxicity activity. The results from six polymer drug conjugates tested for cytotoxicity activity showed that conjugation of analogues to polyamidoamine carrier enhanced the activity of the analogues in some of the polyamidoamine drug conjugates. Various techniques such as Fourier Transform Infrared (FTIR) spectroscopy, Proton Nuclear Magnetic Resonance spectroscopy (1H NMR), Scanning Electron Microscopy (SEM), transmission electron microscopy (TEM), Transmission Electron Microscopy (TEM) and Energy Dispersive X-ray (EDX) spectroscopy were employed for the characterization of the ferrocene and platinum analogues, polyamidoamine carriers and drug conjugates.
- Full Text:
- Date Issued: 2018
Synthesis and characterization of symmetrical and unsymmetrical ferrocenyl ligands for use in the preparation of Redox Active Ruthenium Alkylidene Complexes
- Authors: Saku, Duduetsang
- Date: 2007
- Subjects: Ferrocene , Ligands , Asymmetric synthesis
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:10403 , http://hdl.handle.net/10948/701 , Ferrocene , Ligands , Asymmetric synthesis
- Description: Oxidation of a ferrocenyl group in conjugation to another metal centre can alter the electron density at that metal centre and lead to a change in overall reactivity of a complex. Herein, the synthesis and characterization of redox active symmetrical and unsymmetrical ferrocenylalkene derivatives is described. A change in the standard redox potential of ferrocene (465 mV), to more positive potentials in vinylferrocene 1 (478 mV) and 4-phenylvinylferrocene 3 (499 mV), showed how manipulation of a redox potential can be effected on the ferrocenyl moiety by just using conjugation effects. A shift by +13 mV is observed in 1 and this potential more than doubled in 3 (+34 mV). Ferrocenylderived ruthenium alkylidene complexes were also prepared in a cross metathesis of 1 and 3 with Grubbs’ 1 (676.5 mV) to give complexes Ferrocenylidenebis( tricyclohexylphosphine)dichlororuthenium 14, 4-ferrocenylphenylidene-bis (tricyclohexylphosphine)dichlororuthenium 15 respectively. The extent of the electronic communication between the ferrocenyl group and the ruthenium centre was then estimated by looking at the positive or negative redox potential shifts of 14 and 15 as a result of 1 and 3. A large positive potential shift by 180 mV in 14 indicated that there was a strong electronic communication between the two metal centres, while the smaller, yet significant positive potential shift by 89.5 mV in 15 showed 3 to have a lesser effect on the ruthenium centre. Compounds 14 and 15 were tested in a Ring Closing Metathesis (RCM) of diethyldiallylmalonate showed enhanced reactivity.
- Full Text:
- Date Issued: 2007
- Authors: Saku, Duduetsang
- Date: 2007
- Subjects: Ferrocene , Ligands , Asymmetric synthesis
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:10403 , http://hdl.handle.net/10948/701 , Ferrocene , Ligands , Asymmetric synthesis
- Description: Oxidation of a ferrocenyl group in conjugation to another metal centre can alter the electron density at that metal centre and lead to a change in overall reactivity of a complex. Herein, the synthesis and characterization of redox active symmetrical and unsymmetrical ferrocenylalkene derivatives is described. A change in the standard redox potential of ferrocene (465 mV), to more positive potentials in vinylferrocene 1 (478 mV) and 4-phenylvinylferrocene 3 (499 mV), showed how manipulation of a redox potential can be effected on the ferrocenyl moiety by just using conjugation effects. A shift by +13 mV is observed in 1 and this potential more than doubled in 3 (+34 mV). Ferrocenylderived ruthenium alkylidene complexes were also prepared in a cross metathesis of 1 and 3 with Grubbs’ 1 (676.5 mV) to give complexes Ferrocenylidenebis( tricyclohexylphosphine)dichlororuthenium 14, 4-ferrocenylphenylidene-bis (tricyclohexylphosphine)dichlororuthenium 15 respectively. The extent of the electronic communication between the ferrocenyl group and the ruthenium centre was then estimated by looking at the positive or negative redox potential shifts of 14 and 15 as a result of 1 and 3. A large positive potential shift by 180 mV in 14 indicated that there was a strong electronic communication between the two metal centres, while the smaller, yet significant positive potential shift by 89.5 mV in 15 showed 3 to have a lesser effect on the ruthenium centre. Compounds 14 and 15 were tested in a Ring Closing Metathesis (RCM) of diethyldiallylmalonate showed enhanced reactivity.
- Full Text:
- Date Issued: 2007
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