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Vol. 25 No. 8 (2013): Vol 25 Issue 8

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Synthesis, Crystal Structural and Activities of a New Schiff Base Derived from 2,4,5-Trimethoxybenzaldehyde

https://doi.org/10.14233/ajchem.2013.14348
Dong-Mei Ye
Pharmaceutical College, Dalian Medical University, Liaoning 116044, P.R. China ; College of Medicine, Chifeng University, Inner Mongolia 024000, P.R. China
Hou-Li Zhang
Pharmaceutical College, Dalian Medical University, Liaoning 116044, P.R. China
Li Wang
Pharmaceutical College, Dalian Medical University, Liaoning 116044, P.R. China
Qi-Ying Yao
Pharmaceutical College, Dalian Medical University, Liaoning 116044, P.R. China
Yuan Lin
Pharmaceutical College, Dalian Medical University, Liaoning 116044, P.R. China
Kun Li
School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, P.R. China

Corresponding Author(s) : Yuan Lin

linyuandmu2008@qq.com

Asian Journal of Chemistry, Vol. 25 No. 8 (2013): Vol 25 Issue 8

Abstract

A new Schiff base, 3,5-dihydroxy-N'-(2,4,5-trimethoxybenzylidene)benzohydrazide hydrate (DTBH) was synthesized and characterized by elemental analysis and X-ray single crystal diffraction. 3,5-Dihydroxy-N'-(2,4,5-trimethoxybenzylidene)benzohydrazide hydrate crystallized in a monoclinic system, space group P21/n with a = 11.720 (12), b = 10.028(10), c = 14.444(14) Å, b = 97.637(10) º, Z = 4, V = 1683(3)Å3, Dc = 1.438 g/cm3, F(000) = 768.0, μ = 0.113 and S = 1.028. The final R = 0.0512 and wR = 0.1230 for 2093 observed reflections with I > 2s(I). The antibacterial activities, cytotoxicities and effects of 3,5-dihydroxy-N'-(2,4,5-trimethoxybenzylidene) benzohydrazide hydrate on the contractility of isolated jejunal smooth muscle (IJSM) of rats were evaluated. 3,5-Dihydroxy-N'-(2,4,5-trimethoxybenzylidene)benzohydrazide hydrate showed no antibacterial activity. No cytotoxic effects were found on Caco-2 cell line within 360 μM. However, it indicated significant inhibitory effect on the contractility of isolated jejunal smooth muscle in a dose dependent manner. The inhibitory effects are related to the activation of a and b-adrenoceptors.

Keywords

Schiff base Crystal structure Contractility of jejunal smooth muscle
Ye, D.-M., Zhang, H.-L., Wang, L., Yao, Q.-Y., Lin, Y., & Li, K. (2013). Synthesis, Crystal Structural and Activities of a New Schiff Base Derived from 2,4,5-Trimethoxybenzaldehyde. Asian Journal of Chemistry, 25(8), 4629–4631. https://doi.org/10.14233/ajchem.2013.14348
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