Skin Sensitization Calculation, Topical anti-inflammatory effect and DFT Study of New Indole-Hydrazone
Topical anti-inflammatory effect and DFT Study of New Indole-Hydrazone
A new indol-hydrazone (IH); N'-[(E)-(5-bromo-1H- indol-3-yl) methylidene] pyridine-4-carbohydrazide was selected for theoretical and experimental studies. Molecular structure proprieties were investigated using density functional theory (DFT) via B3LYP/6-31G (d,p), skin sensitization prediction was carried out using Pred Skin software program. The obtained results demonstrate the reactivity of IH with Energy gap (Δ) of 0.0579 a.u, low sensitizer effect towards human skin with probability of 60 %, and an excellent topical anti-inflammatory effect against xylen-induced ear odema in mice model with inhibition percentages of 81.48%.
Keyword: Hydrazone, skin sensitization, Topical, Anti-inflammatory.
 Rzeszotarska, B. « 5-Hydroxytryptamine and Related Indolealkylamines », Springer-Verlag Berlin Heidelberg 1966, 19.
 Bartoli, G.; Bencivenni, G.; Dalpozzo, R. Chem. Soc. Rev. 2010; 39:4449-4465.
 Generali, J.A.; Cada, D.J. Hospital Pharmacy 2009; 44:670-671
 Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., et al., Gaussian 09, Revision A.02, Gaussian, Inc., Wallingford CT, 2009.
 Foresman JB, Frisch A, Exploring Chemistry with Electronic Structure Methods, Gaussian, Pittsburg, Pa, USA, 1995.
 Pauling L, The Nature of the Chemical Bond, Cornell University Press, Ithaca, NY, USA, 1960.
 Senet P, Chemical hardnesses of atoms and molecules from frontier orbitals, Chemical physics letters. 1997; 275:527–532.
 Parr R.G., Pearson R.G., Absolute hardness: companion parameter to absolute electronegativity, Journal of the American chemical society. 1983; 105:7512–7516.
 Bouanane X, Bounekhel M, Elkolli M, Abrigach F, Khoutoul M, Bouyala R, Touzani R, Hellal A, Synthesis, structural, catecholase, tyrosinase and DFT studies of pyrazoloquinoxaline derivatives, Journal of molecular structure. 2017; 1139:238–246.
 Braga R.C., Alves V.M., Muratov E.N., Strickland J., Kleinstreuer N., Trospsha A., Andrade C.H.. Pred-Skin: A Fast and Reliable Web Application to Assess Skin Sensitization Effect of Chemicals. Journal of chemical information and modeling. 2017; 57:1013–1017.
 Ouyang Q, Wang L, Mu Y, Xie X.Q., Modeling skin sensitization potential of mechanistically hard-to-be-classified aniline and phenol compounds with quantum mechanistic properties, BMC Pharmacol. Toxicol. 2014; 76:1-9.
 Couteau C, Coiffard L, Overview of skin whitening agents: drugs and cosmetic products, Cosmetics 2016; 27:1-16.
 MOKHNACHE K, CHAREF N, MADOUI S, MUBARAK MS. Drug Classification And Acute Rodent Toxicity Predictions Of Bis-Phenolic Ligand: As A Topical Anti-Inflammatory And Antifungal Agent. GSJ. 2018; 6:636-647
 Nagi MN, Mansour MA, Protective Effect of Thymoquinone against Doxorubicininduced Cardiotoxicity in Rats: A Possible Mechanism of Protection. Pharmacological Research. 2000; 41:283–289.
 Dorward D.A., Lucas C.D., Rossi A.G., Haslett C. and Dhaliwal K. Imaging inflammation: mole-cular strategies to visualize key components of the inflammatory cascade, from initiation to resolution. Pharmacology and Therapeutics. 2012; 135(2):182-199.
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