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Benzylamides from Salvadora persica  

Khalil, Ashraf Taha (Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University)
Publication Information
Archives of Pharmacal Research / v.29, no.11, 2006 , pp. 952-956 More about this Journal
Abstract
A phytochemical investigation of stems from Salvadora persica resulted in the first isolation of four benzylamides from a natural source. The isolated compounds were identified as butanediamide, $N^{1},\;N^{4}$-bis(phenylmethyl)-2(S)-hydroxy-butanediamide (1), N-benzyl-2-phenylacetamide (2), N-benzylbenzamide (3) and benzylurea (4). The structure elucidation was accomplished using spectroscopic methods, especially 2D NMR and HREIMS. Compound 2 revealed a significant inhibitory effect on human collagen-induced platelet aggregation, and a moderate antibacterial activity against Escherichia coli.
Keywords
Salvadora persica; Benzylamides; Human antiplatelet aggregation effect; Antibacterial activity;
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1 Galati, E. M., Monforte, M. T., Forestieri, A. M., Miceli, N., Bader, A., and Trovato, A., Salvadora Persica L: hypolipidemic activity on experimental hyper cholesteremia in rat. Phytomedicine, 6, 181-185 (1999)   DOI   ScienceOn
2 Lorian, V., Antibiotics in Laboratory Medicine. Williams and Wilkins Publishing Co., Baltimore, London, p. 1014 (1980)
3 Zeng, H. W, Jiang, Y. Y., Cai, D. G., Bian, J., Long, K. and Chen, Z. L., Piperbetol, Methylpiperbetol, Piperol A and Piperol B: A new series of highly PAF receptor antagonists from Piper betle. Planta med., 63, 296-298 (1997)   DOI   ScienceOn
4 Blair, J. E., Lennette, E. H., and Truant, J. P., Manual of Clinical Microbiology. American Society for Microbiology, Betheseda M.D., p. 300-303 (1970)
5 Cousins, R. P. C., Curtis, A. D. M., Ding, W. C., and Stoodley, R. J., 1,5-Asymmetric Inductions in the reactions of 2-(2',3',4',6'- Tetra-O-acetyl-${\beta}$-D-glucopyranosyloxy)benzaldehyde with danishefsky's diene. Tetrahedron Lett., 36, 8689-8692 (1995)   DOI   ScienceOn
6 Murray, R. K., Granner, D. K., Mayes, P. A., and Rodwell, V. W., Harper's Biochemistry, Appleton and Lange, Middle East Edition, Librairie du Liban, Beirut, p. 236 (1993)
7 Abdel-Wahab, S. M., Selim, M. A., and El-Fiki, N. M., Investigation of the flavonoid content of Salvadora persica L. Bull. Fac. Pharm. (Cairo Univ), 28, 67-70 (1990)
8 Al-Bagieh, N. H. and Weinberg, E. D., Benzylisothiocyanate: A possible agent for controlling dental caries. Microbios. Lett., 39, 143-151 (1988)
9 Malik, S., Ahmad, S. S., Haidar, S. I., and Muzaffar, A., Salvadoricine, A new alkaloid from the leaves of Salvadora Persica. Tetrahedron Lett., 28, 163-164 (1987)   DOI   ScienceOn
10 Stahl, E., Thin Layer Chromatography, A Laboratory Handbook, Springer-Verlag, Berlin, Heidelberg, Toppan Printing Co., Tokyo, p. 880 (1969)
11 Tackholm, V., Students' Flora of Egypt, 2nd Edn, Cairo University publication, Cooperative Printing Company, Beirut, p. 341, (1974)
12 Yadav, L. D. S., Dubey, S., and Singh, A., N,N'-Carbonyldisaccharin. A new condensing agent for the synthesis of amides, esters and peptides. Ind. J. Chem., 42B, 2601-2603 (2003)
13 Wu, C. C., Hwang, T. L., Liaw, C. H., Kuo, S. C., Lee, F. Y., and Teng, C. M., The Role of PAR4 in Thrombin-Induced Thromboxane Production in Human Platelets. Thromb. Haemost., 90, 299-308 (2003)
14 Ezmirly, S. T., Cheng, J. C., and Wilson, S. R., Saudi arabian medicinal plants: Salvadora persica. Planta Med., 35, 191- 192 (1979)   DOI   ScienceOn
15 Gleitz, J., Beile, A, Wilkens, P., Ameri, A., and Peters, T., Antithrombotic action of the kava pyrone (+)-kavain prepared from Piper Methysticum on human platelets. Planta Med., 63, 27-30 (1997)   DOI   ScienceOn
16 Saleem, M., Kim, H. J., Ali, M. S., and Lee, Y. S., An update on bioactive plant lignans. Nat. Prod. Rep., 22, 696-716 (2005)   DOI   ScienceOn
17 Trovato, A., Galati, E. M., Rossitto, A., Monforte, M. T., D'Aquino, A., and Forestieri, A. M., Hypoglycemic effects of Salvadora Persica in the rat. Phytomedicine, 5, 129-132 (1998)   DOI   ScienceOn
18 Al-Bagieh, N. H., Antiherpes simplex virus type 1 activity of benzylisothiocyanate. Biomed. Lett., 47, 67-70 (1992)
19 Al-Bagieh, N. H., Idowu, A., and Salako, N. O., Effects of aqueous extract of miswak on the in vitro growth of Candida albicans. Microbios., 80, 107-113 (1994)
20 Kuo, S. C., Chen, S. C, Chen, L. H., Wu, J. B., Wang, J. P., and Teng, C. M., Potent antiplatelet, anti-inflammatory and antiallergic isoflavanquinone from the roots of Abrus precatorius. Planta Med., 61, 307-312 (1995)   DOI   ScienceOn
21 Ray, A. B., Chand, L., and Dutta, S. C., Salvadourea. new urea derivative from Salvadora Persica. Chem. Ind., 12, 517-518 (1975)
22 Nadkarni, A. K., Indian Materia Medica, vol. 1, Popular Prakashan, Bombay, p.1092, (1976)
23 Watt, J. M. and Breyer-Brandwijk, M. G., The Medicinal and Poisonous Plants of Southern and Eastern Africa, E. & S. Livingstone Ltd., Edinburgh and London. (1962)
24 Salehi, P., Khodaei, M. M., Zolfigol, M. A., and Keyvan, A., Facile conversion of alcohols into N-substituted amides by magnesium hydrogensulfate under heterogeneous conditions. Synth. Comm., 31, 1947-1951 (2001)   DOI   ScienceOn
25 Kamel, M. S., Ohtani, K., Assaf, M. H., Kasai, R., El-Shanawani, M. A., Yamasaki, K., Ali, A. A., and Tanaka, O., Lignan glycosides from stems of Salvadora persica. Phytochemistry, 31, 2469-2471 (1992)   DOI   ScienceOn
26 Almas, K. and Al-Zeid, Z., The immediate antimicrobial effect of a toothbrush and miswak on cariogenic bacteria: A clinical study. J. Contemp. Dent. Pract., 15, 105-114 (2004)