Computational Study of the Molecular Complexes between 5-HTP with ATP and DHEA. Potential New Drug Resulting from This Complexation

Dan A. Lerner¹, Constantin Balaceanu-Stolnici², Josette Weinberg^3*, Luminita Patron³

¹Institut Charles Gerhardt Montpellier, Montpellier, France.
²Ecological University of Bucharest, Bucharest, Romania.
³Institute of Physical Chemistry, Bucharest, Romania.

DOI: 10.4236/cc.2015.31003                

Abstract

Extending the potential interest in new drugs resulting from the association of biologically important molecules in stable complexes, the present study shows that this concept previously implemented in the case of two components could be a meaningful and promising one in the case of three components. The choice was made here to show that the quantum chemical modeling of a tripartite complex with DHEA (DEHYDRO-EPIANDROSTERONE) in a ternary association with 5-hydro- xytryptophan (5-HTP) and adenosine triphosphate acid (ATP) could have a sizable stability.

Keywords

5-HTP, ATP, DHEA, Density Functional Theory (DFT)

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1]	Lerner, D.A., Weinberg, J. and Balaceanu-Stolnici, C. (2002) Ab Initio and Semiempirical Molecular Orbital Calculations on DHEA I. The Electronic Structure. Revue Roumaine de Chimie, 47, 893-899.
[2]	Lerner, D.A., Weinberg, J., Cimpoesu, F. and Balaceanu-Stolnici, C. (2006) Theoretical Study of DHEA: Comparative HF and DFT Calculations of the Electronic Properties of a Complex between DHEA and Serotonin. Journal of Molecular Modeling, 12, 146-151. http://dx.doi.org/10.1007/s00894-005-0007-9
[3]	Weinberg, J., Cimpoesu, F. and Lerner, D.A. (2009) The Association of Dehydro-Epiandrosterone and Adenosine Triphosphate Acid: A DFT Study of Interactions between Prototypic Biologically Active Molecules. Journal of Molecular Structure THEOCHEM, 912, 32-37. http://dx.doi.org/10.1016/j.theochem.2009.04.040
[4]	Weinberg, J. and Lerner, D.A. (2013) Theoretical Study of 5-HTP. Potential New Drug Resulting from the Complexation of 5-HTP with ATP. Journal of Computational Chemistry, 1, 1-4. http://dx.doi.org/10.4236/cc.2013.11001
[5]	Allinger, N.L. (1977) Conformational Analysis. 130. MM2. A Hydrocarbon Force Field Utilizing V1 and V2 Torsional Terms. Journal of the American Chemical Society, 99, 8127-8134. http://dx.doi.org/10.1021/ja00467a001
[6]	Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G.A., Nakatsuji, H., Caricato, M., Li, X., Hratchian, H.P., Izmaylov, A.F., Bloino, J., Zheng, G., Sonnenberg, J.L., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Montgomery Jr., J.A., Peralta, J.E., Ogliaro, F., Bearpark, M., Heyd, J.J., Brothers, E., Kudin, K.N., Staroverov, V.N., Kobayashi, R., Normand, J., Raghavachari, K., Rendell, A., Burant, J.C., Iyengar, S.S., Tomasi, J., Cossi, M., Rega, N., Millam, J.M., Klene, M., Knox, J.E., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Martin, R.L., Morokuma, K., Zakrzewski, V.G., Voth, G.A., Salvador, P., Dannenberg, J.J., Dapprich, S., Daniels, A.D., Farkas, O., Foresman, J.B., Ortiz, J.V., Cioslowski, J. and Fox, D.J. (2009) Gaussian 09, Revision A.1. Gaussian, Inc., Wallingford.
[7]	(a) Cramer, C.J. (2002) Essentials of Computational Chemistry. Theories and Models. Wiley, New York. (b) Rahman, M.K., Nagatsu, T., Sakurai, T., Hori, S., Abe, M. and Matsuda, M. (1982) Effect of Pyrizdoxal Phosphate Deficiency on Aromatic L-Amino Acid Decarboxylase Activity with L-DOPA and L-5-Hydroxytryptophan as Substrates in Rats. The Japanese Journal of Pharmcology, 32, 803-811. http://dx.doi.org/10.1254/jjp.32.803 (c) Bouchard, S., Bousquet, C. and Roberge, A.G. (1981) Characteristics of Dihydroxyphenylalanine/5-Hydroxytryptophan Decarboxylase Activity in Brain and Liver of Cat. Journal of Neurochemistry, 37, 781-787. (d) 5-HTP: Uses, Side Effects, Interactions and Warnings—WebMD. Archived from the Original on 16 November 2009.
[8]	Fukui, K., Yonezawa, T. and Nagata, C. (1954) An Investigation into the Reactivity of Isotetralin. Bulletin of the Chemical Society of Japan, 27, 423. http://dx.doi.org/10.1246/bcsj.27.423
[9]	Fukui, K., Yonezawa, T. and Nagata, C. (1957) Interrelations of Quantum-Mechanical Quantities Concerning Chemical Reactivity of Conjugated Molecules. The Journal of Chemical Physics, 26, 831. http://dx.doi.org/10.1063/1.1743416
[10]	Fleming, I. (1976) Frontier Orbitals and Organic Chemical Reactions. Wiley, London.
[11]	Yazici, S., Albayrak, C., Gümrükcüoglu, I.E., Senel, I. and Büyükgüngor, O. (2011) Experimental and Density Functional Theory (DFT) Studies on (E)-Acetyl-4-(4-Nitrophenyldiazenyl) Phenol. Journal of Molecular Structure, 985, 292-298. http://dx.doi.org/10.1016/j.molstruc.2010.11.009