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Shelar et al. / Embelin - An HPLC Method for Quantitative Estimation.... 4. Ma OSW, Saunders RMK, Comparative floral ontogeny of Maesa (Maesaceae), Aegiceras (Myrsinaceae) and Embelia (Myrsinaceae): taxonomic and phylogenetic implications Plant Syst. Evol. 2003; 243: 39-58. 5. Ravikumar K, Ved DK, Illustrated field guide: 100 Red Listed Medicinal Plants of Conservation Concern in Southern India, Foundation for Revitalisation of Local Health Traditions, Bangalore 2000, 467 6. Warrier PK, Nambiar VPK, Ganapati PM, Some Important Medicinal Plants of the Western Ghats, India: a Profile, Blackwell Publishers, New Delhi 2001, 141-156 7. Seth SD, Johri N and Sundaram KR, Antispermatogenic effect of Embelin from Embelia ribes. Ind. J. Pharmac. 1982; 14 (2), 207- 211. 8. Anonymous, Wealth of India: Raw Materials, Vol III, CSIR, New Delhi, 1952, 167 – 168. 9. Chauhan SK, Singh BP, Agrawal S, Indian Drugs 1999; 36: 41-43. 10. Krishnaswamy M, Purushothaman KK. Antifertility properties of Embelia ribes: (Embelin). Indian J Exp Biol 1980; 18: 1359. 11. Chitra M, Sukumar E, Suja V, Shyamala Devi CS. Antitumor, antiinflammatory and analgesic property of Embelin, a Plant Product. Chemotherapy 1994; 40: 109. 12. Githiori JB, Hoglund J, Waller PJ, Baker LR, “Evaluation of anthelmintic properties of some plants used as livestock dewormers against Haemonchus contortus infections in sheep. Parasitol. 2004; 129 (2): 245-253. 13. Rathinam K, Santhakumari, Ramiah N, J. Res. Indian Med. Yoga & Homeopathy 1976; 11 (4): 84-90. 14. Li XH, McLaughlin JL, Bioactive Compounds from the Root of Myrsine Africana. J Nat. Prod. 1989; 52 (3): 660-662. 15. Indian Herbal Pharmacopeia Revised edition Published by Indian Drug Manufacturer’s Association, Mumbai. 2002, 500 – 501. 16. Draves AH, Walker SE Determination of Hypericin and Pseudohypericin in pharmaceutical preparations by liquid chromatography with florescence detection. Journal of Chromatography B Biomed. Sci. Appl. 2000; 749 (1): 57-66. IJPCR October-December, 2009, Vol 1, Issue 3 (146-149) 149
Available online at www.ijpcr.com International Journal of Pharmaceutical and Clinical Research 2009; 1(3): 150-152 Research Article ISSN 0975 1556 Synthesis and In-Vitro Anti-Microbial Activity of Some New N-Phenyl Acetamide Derivatives Singh Pramod a* , Daniel Vivek a , Nema R. K. b , Joshi Ankur b , Bhatt Govinda a a Mandsaur Institute of Pharmacy, Mandsaur, Madhya Pradesh, India b Rishiraj Institute of Pharmacy, Indore, Madhya Pradesh, India ABSTRACT The purpose of the research work is to synthesised a new potent antimicrobial derivatives of N-phenyl acetamide. A series of new methyl 4-oxo-4-(Piperidine phenylamino) butanoate 4(a) and methyl 4-oxo-4-(Imidazole phenylamino) butanoate 4(b) were synthesized by treating N -Phenyl acetamide with methyl choloroacetate in the presence of anhydrous potassium carbonate to give an intermediate compound (3) which on further treatrment with piperidine and imidazole at 70 o C temperature gives the new compounds 4(a) and 4(b) respectively. The structures of newly synthesised derivatives were confirmed on the basis of Melting Point, TLC, IR, NMR and spectral data. The anti microbial activity of the synthesized compounds was evaluated by Disc diffusion test. Keywords: N-phenyl acetamide, methyl chloroacetate, Amines, Antimicrobial activity. INTRODUCTION An antimicrobial is a substance that kills or inhibits the growth of microorganisms such as bacteria, fungi, or protozoans, as well as destroying viruses. Antimicrobial drugs either kill microbes (microbicidal) or prevent the growth of microbes (microbistatic). Disinfectants are antimicrobial substances used on non-living objects. [1-4] Some N-phenyl acetamide derivatives of N, N-substituted acetamides have been found to possess significant antimicrobial activity when compared with Ofloxacine. [5-8] Based on the structural data some common features can be deduced in all the pharmacological divergent classes. [9] A basic nitrogen which may be part of heteroaromatic ring or cyclic/acyclic system intended to interact electrostatically with the appropriate target. [10-12] EXPERIMENTAL Equipment Melting points of all the synthesized compounds were determined by Thieles’s tube method and uncorrected by melting point determing apparatus (SISCO). The intermediate compounds synthesized were confirmed on the basis of their melting reported in the literature and the functional group tests. All the solvents were used after purification [13-17] , distillation and dried. Purity of all compounds was checked by Silica gel GF254 plates TLC (e- Merck and Co.) with Ultra Violet spectroscopy detection method. *Corresponding author: Mr. Pramod Singh, Mandsaur Institute of Pharmacy, Mandsaur, Madhya Pradesh, India; E-mail: pramod_kunwar@rediffmail.com The FT-IR spectra (KBr cm -1 ) were recorded on the Shimadzu Fourier transformed infrared (FT-IR) spectrophotometer (spectrum 8400).The physical data of the synthesized compounds were presented in Table 1. Table 1: Characterization of the compounds Compo und 4(a) 4(b) R M.P.(°C) N H N H N 128-132 Yield (%) 47.6% M. Weight 298 150-155 40.2% 300 Molecula r formula C16H30N2 O3 C15H29N3 O3 Preparation of Derivatives Preparation of Intermediate methyl 4-oxo-4- (phenylamino) butanoate Methyl 4-oxo-4-(phenylamino) butanoate {(1) (500 mg} was dissolved in ethyl methyl ketone (70 ml) and anhydrous potassium carbonate (2.0 g) was added to the solution. The reaction mixture was refluxed for 2 h. Then, methyl chloroacetate (3 ml) was added, continued refluxing for 6 h and reaction was monitored with the help of TLC. [15-16] The slurry was filtered and the solvent was removed under reduced pressure. The solid was collected & re-crystallized from ethanol to yield (M. p. 121-125°C). IR: 3529.49, 1234.36, 1741.69, 1161.07, 3080.90, 1396.37 cm-1. 1H- 150
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