Volume 25, Issue 1, December 2018, Pages 516–527
Sékou DIOMANDÉ1, Affoué Lucie BÉDÉ2, Soleymane KONÉ3, and El-Hadji Sawaliho BAMBA4
1 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
2 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
3 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
4 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
Original language: English
Copyright © 2018 ISSR Journals. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Real public health problem, cancer is one of the pathologies that mobilize the entire scientific community. The conception of effective drugs against this pathology has become a challenge for all actors in research. Some molecules such as makaluvamines have shown important anticancer properties. These molecules belong to the family of alkaloids generally active in charged forms. The purpose of our work is to determine the protonation or methylation sites, relative stability and reactivity potential of some makaluvamines by a quantum chemistry method. B3LYP/6-311++G(d,p) theory level is used for all the calculations done. Firstly, we have estimated the gas phase basicity (GB) and proton affinity (PA) for the different heteroatoms of the molecules. Secondly, electronic energies, enthalpies of formation and free enthalpies of formation calculation permitted us to deduce the relative stability of the different forms of studied makaluvamines. Thirdly, Fukui functions, chemical softness and hardness, chemical potential and electrophilia index calculation lead us to the analysis of the reactivity. The results obtained permit us to identify the preferred site of protonation / methylation, to show that the charged forms are more stable and more reactive than the neutral forms.
Author Keywords: Makaluvamine, gas phase basicity (GB), proton affinity (PA), reactivity and quantum chemistry.
Sékou DIOMANDÉ1, Affoué Lucie BÉDÉ2, Soleymane KONÉ3, and El-Hadji Sawaliho BAMBA4
1 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
2 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
3 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
4 Laboratoire de Chimie Organique et de Substances Naturelles de l’UFR SSMT, Université Félix Houphouët Boigny, 22 BP 582, Abidjan 22, Côte d'Ivoire
Original language: English
Copyright © 2018 ISSR Journals. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract
Real public health problem, cancer is one of the pathologies that mobilize the entire scientific community. The conception of effective drugs against this pathology has become a challenge for all actors in research. Some molecules such as makaluvamines have shown important anticancer properties. These molecules belong to the family of alkaloids generally active in charged forms. The purpose of our work is to determine the protonation or methylation sites, relative stability and reactivity potential of some makaluvamines by a quantum chemistry method. B3LYP/6-311++G(d,p) theory level is used for all the calculations done. Firstly, we have estimated the gas phase basicity (GB) and proton affinity (PA) for the different heteroatoms of the molecules. Secondly, electronic energies, enthalpies of formation and free enthalpies of formation calculation permitted us to deduce the relative stability of the different forms of studied makaluvamines. Thirdly, Fukui functions, chemical softness and hardness, chemical potential and electrophilia index calculation lead us to the analysis of the reactivity. The results obtained permit us to identify the preferred site of protonation / methylation, to show that the charged forms are more stable and more reactive than the neutral forms.
Author Keywords: Makaluvamine, gas phase basicity (GB), proton affinity (PA), reactivity and quantum chemistry.
How to Cite this Article
Sékou DIOMANDÉ, Affoué Lucie BÉDÉ, Soleymane KONÉ, and El-Hadji Sawaliho BAMBA, “DETERMINATION OF PROTONATION AND METHYLATION SITES OF NEUTRAL MAKALUVAMINES, RELATIVE STABILITY AND REACTIVITY POTENTIAL OF THE CHARGED FORMS,” International Journal of Innovation and Applied Studies, vol. 25, no. 1, pp. 516–527, December 2018.
