{"id":454,"date":"2015-01-22T08:20:05","date_gmt":"2015-01-22T08:20:05","guid":{"rendered":"http:\/\/biomedpharmajournal.org\/?p=454"},"modified":"2020-04-25T05:51:23","modified_gmt":"2020-04-25T05:51:23","slug":"synthesis-characterization-and-bactericidal-activity-of-some-newly-nitrogen-containing-heterocyclic-moiety","status":"publish","type":"post","link":"https:\/\/biomedpharmajournal.org\/staging\/vol1no2\/synthesis-characterization-and-bactericidal-activity-of-some-newly-nitrogen-containing-heterocyclic-moiety\/","title":{"rendered":"Synthesis, Characterization and Bactericidal Activity of some Newly Nitrogen Containing Heterocyclic Moiety."},"content":{"rendered":"

Introduction<\/strong><\/p>\n

The heterocyclic chemistry in which same N-containing heterocyclic moiety have extra ordinary bactericidal activity. Imidazolone is one of the most important N-containing heterocyclic moieties, which has overlapping properties of both pyrrole and pyridine.<\/p>\n

Among a wide variety of nitrogen heterocycles that have been explored for developing pharmaceutically important moiety. N-containing heterocyclic moiety oxazolone [1] and Imidazolone [2] have played an important role in medicinal chemistry, dyes, agricultural and many other fields.<\/p>\n

Recently the chemistry of oxazolone has received important attraction due to their uses as intermediate for the synthesis of some heterocyclic synthesis [3]. Imidazolon-5-one have been found to possess potent CNS depressant [4], anticonvulsant [5], anti-inflammatory [6], sedative and hypnotic [7] and also trisubstituted imidazol-5-one have been reported to possess mono-amino-oxidase inhibitory activity [8].<\/p>\n

A chemical substance produced by chemical synthesis, which inhibited the growth of organisms and hence act as antimicrobial agents. These chemical substances interfere the life cycle of organisms with specific processes that are essential for growth and\/or division of the cell and many of them are widely used for chemotherapy. Most of the pathogenic bacteria are highly sensitive and susceptible to a new antibiotic or chemical, and thus microorganisms acquire chemical substance\/drug resistance. In view of the advantage offered by applications of Mannich bases in the field of medicine and biology [9]. Bactericidal activity of various imidazolone derivatives were reported by researches, in view of this observation, we report here the synthesis of some novel heterocyclic N-Mannich bases of imidazol-5-one and evaluation of their bactericidal activity against bacterial and fungal microorganisms.<\/p>\n

Hence, it was thought interesting to undertake the synthesis, characterization and bactericidal activity of tri substituted imidazol-5-one moiety. The whole work is represented in Scheme-I.<\/p>\n

Experimental<\/strong><\/p>\n

Materials<\/strong><\/p>\n

All the chemicals used were of laboratorary grade and were further purified by recrystallization and redistilled before used.<\/p>\n

Synthesis of 2-substituted phenyl \u2013 4 – (3′, 4′, 5′-trimethoxy benzylidene) – 4H-oxazol – 5 – one<\/strong><\/p>\n

This was prepared by the well known Erlenmeyer- Plochl Azalactone synthesis method [10]. It is of bright yellow colour compound having M.P. 135\u00b0C and yield is 65 %. The structure of oxazolone compound [II] is shown in Scheme-I and was confirmed by an elemental analysis and spectral studies. Molecular formula, C19<\/sub>H17<\/sub>NO5 <\/sub>( R= H); Anal. Found: C, 67.25%; H, 5.01%; N, 4.12%.<\/p>\n

Found: C, 67.14%; H, 4.93%; N, 4.09%; IR (KBr): 1680 cm-1<\/sup>(-C=O), 1610 cm-1<\/sup>(-C=C- Phenyl ring vibration), 1120 cm-1 <\/sup>(-C-O-C-). 1<\/sup>H NMR: 6.5- 8.0 \u03b4 (m, 8H, Ar-H and Ar-CH=C- merged), \u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a03.7 \u03b4 (S, 3H, Ar- OCH3<\/sub>).<\/p>\n

Synthesis of 2- substituted phenyl-3-(phenyl amino)-5-(3′, 4′, 5′- trimethoxy benzylidene)-3, 5-dihydro-imidazol-4-one<\/strong><\/p>\n

A mixture of oxazolone (3.39 gm, 0.01mole) and phenyl hydrazine (1.62 gm, 0.015 mole) in dry pyridine was heated under reflux for 10 hrs under anhydrous condition. The excess pyridine is distilled off and then reaction mass is cooled and subsequently the reaction mixture was poured into ice-cold water containing conc. HCl. A solid started to separate out was allowed to settle down for sometimes. It was filtered off and wash sucessessively with water, dried and recrystallized from ethanol to give compound [IV]. M.P. is 218\u00b0C and Yield is 60 %.<\/p>\n

The compound [IV] is shown in scheme-I and was confirmed by an elemental analysis and spectral studies. Molecular formula, C26<\/sub>H23<\/sub>N3<\/sub>O4<\/sub> (R= H); Anal. Found: C, 70.58%; H, 5.42%; N, 9.50%. Found: C, 70.48%; H, 5.35%; N, 9.48%; IR (KBr): 1720 cm-1 <\/sup>(-C=O), 1120 cm-1<\/sup>(-C=C- Phenyl ring vibration), 1630 cm-1<\/sup> (-C=N-), 1595 (S) cm-1<\/sup> (-CH=C-), 1315 (W) cm-1<\/sup>(-C-N- Stretching), 300-3000 cm-1<\/sup> (-N-H- Stretching). 1<\/sup>H NMR: 6.6- 8.2 \u03b4 (m, 13H, Ar-H and Ar-CH= C-); 8.9 \u03b4 (S, 1H, Ar-NH- N-), 3.81 \u03b4 (S, 3H, Ar- OCH3<\/sub>).<\/p>\n

Synthesis of 2-substituted phenyl-3-[phenyl-(substituted amino)-1-ylmethyl-amino]- 5-(3′, 4′, 5′- trimethoxy benzylidene)-3,5-dihydro-imidazol-4-one <\/strong><\/p>\n

A mixture of compound [IV] (0.01 mole) and formaldehyde (0.02 mole) was refluxed in methanol (25 ml) for 1hr. A secondary amine (0.01mole) was added to the reaction mixture and then refluxed for 3 hrs. Methanol was distilled off and the product was crystallized from suitable solvent to give compound [V].<\/p>\n

Similarly other compounds of this series were obtained by above method. 14 compounds have been prepared which are listed in Table-1.<\/p>\n

The synthetic protocol for the synthesis of N-Mannich bases in general is furnished in the.<\/p>\n\n\n\n
\"Scheme<\/td>\nScheme 1: Synthetic protocol of N-Mannich bases.<\/strong><\/p>\n

 <\/p>\n

Click here to View Scheme<\/a><\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n


\nMeasurments<\/strong><\/p>\n

C, H, and N content of the entire sample were estimated by Perkin-Elmer 2400 Series II, C, H, N, and S Elemental Analyzer, Italy. The IR spectra of the entire sample were scanned in KBr pellets on a NICOLET- 400 D FTIR spectrophotometer. The 1<\/sup>H-NMR spectral studies were carried out on \u00a0\u00a090-MHz FT-NMR instrument in CDCl3 <\/sub>as a solvent. Melting points were uncorrected and determined in open capillary. Purity of the compounds was checked by TLC on silica gel and was purified using column chromatography.\u00a0\u00a0\u00a0 <\/strong><\/p>\n

Table 1: Physical and analytical data of compounds.<\/strong><\/p>\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
Compd.Nos.<\/strong><\/td>\nR\u0384 <\/strong><\/p>\n

\u00a0\u00a0 <\/strong><\/p>\n

\u00a0<\/strong><\/td>\n

Molecular Formula<\/strong><\/td>\nM.P.*<\/strong><\/p>\n

\u00b0C<\/strong><\/td>\n

%Yield<\/strong><\/td>\nElemental Composition<\/strong><\/td>\n<\/tr>\n
% C<\/strong><\/td>\n% H<\/strong><\/td>\n% N<\/strong><\/td>\n<\/tr>\n
Found<\/strong><\/td>\nCalcd.<\/strong><\/td>\nFound<\/strong><\/td>\nCalcd.<\/strong><\/td>\nFound<\/strong><\/td>\nCalcd.<\/strong><\/td>\n<\/tr>\n
 <\/p>\n

1<\/td>\n

( R= H )<\/strong><\/p>\n

MPPI<\/strong><\/td>\n

 <\/p>\n

C31<\/sub>H34<\/sub>N4<\/sub>O4<\/sub><\/td>\n

 <\/p>\n

143<\/td>\n

 <\/p>\n

62<\/td>\n

 <\/p>\n

70.62<\/td>\n

 <\/p>\n

70.70<\/td>\n

 <\/p>\n

6.36<\/td>\n

 <\/p>\n

6.42<\/td>\n

 <\/p>\n

10.60<\/td>\n

 <\/p>\n

10.64<\/td>\n<\/tr>\n

2<\/td>\nMPMO<\/strong><\/td>\nC30<\/sub>H32<\/sub>N4<\/sub>O5<\/sub><\/td>\n194<\/td>\n73<\/td>\n68.10<\/td>\n68.17<\/td>\n6.00<\/td>\n6.04<\/td>\n10.58<\/td>\n10.60<\/td>\n<\/tr>\n
3<\/td>\nMPNMP<\/strong><\/td>\nC31<\/sub>H35<\/sub>N5<\/sub>O4<\/sub><\/td>\n160<\/td>\n76<\/td>\n68.66<\/td>\n68.74<\/td>\n6.45<\/td>\n6.51<\/td>\n12.92<\/td>\n12.93<\/td>\n<\/tr>\n
4<\/td>\nMPPY<\/strong><\/td>\nC30<\/sub>H32<\/sub>N4<\/sub>O4<\/sub><\/td>\n127<\/td>\n68<\/td>\n70.20<\/td>\n70.29<\/td>\n6.24<\/td>\n6.29<\/td>\n10.90<\/td>\n10.93<\/td>\n<\/tr>\n
5<\/td>\nMPNEA<\/strong><\/td>\nC34<\/sub>H34<\/sub>N4<\/sub>O4<\/sub><\/td>\n189<\/td>\n67<\/td>\n72.49<\/td>\n72.58<\/td>\n6.05<\/td>\n6.09<\/td>\n09.92<\/td>\n09.96<\/td>\n<\/tr>\n
6<\/td>\nMPEI<\/strong><\/td>\nC28<\/sub>H28<\/sub>N4<\/sub>O4<\/sub><\/td>\n102<\/td>\n70<\/td>\n69.33<\/td>\n69.41<\/td>\n5.78<\/td>\n5.82<\/td>\n11.54<\/td>\n11.56<\/td>\n<\/tr>\n
7<\/td>\nMPIN<\/strong><\/td>\nC34<\/sub>H30<\/sub>N4<\/sub>O4<\/sub><\/td>\n183<\/td>\n72<\/td>\n73.03<\/td>\n73.10<\/td>\n5.35<\/td>\n5.41<\/td>\n10.00<\/td>\n10.03<\/td>\n<\/tr>\n
<\/td>\n( R= Cl )<\/strong><\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/tr>\n
1<\/td>\nMPPI<\/strong><\/td>\nC31<\/sub>H33<\/sub>N4<\/sub>O4<\/sub>Cl<\/td>\n108<\/td>\n68<\/td>\n66.28<\/td>\n66.36<\/td>\n5.89<\/td>\n5.93<\/td>\n09.98<\/td>\n09.99<\/td>\n<\/tr>\n
2<\/td>\nMPMO<\/strong><\/td>\nC30<\/sub>H31<\/sub>N4<\/sub>O5<\/sub>Cl<\/td>\n150<\/td>\n75<\/td>\n63.92<\/td>\n64.00<\/td>\n5.49<\/td>\n5.55<\/td>\n09.93<\/td>\n09.95<\/td>\n<\/tr>\n
3<\/td>\nMPNMP<\/strong><\/td>\nC31<\/sub>H34<\/sub>N5<\/sub>O4<\/sub>Cl<\/td>\n179<\/td>\n72<\/td>\n64.57<\/td>\n64.63<\/td>\n5.90<\/td>\n5.95<\/td>\n12.12<\/td>\n12.16<\/td>\n<\/tr>\n
4<\/td>\nMPPY<\/strong><\/td>\nC30<\/sub>H31<\/sub>N4<\/sub>O4<\/sub>Cl<\/td>\n135<\/td>\n70<\/td>\n65.81<\/td>\n65.87<\/td>\n5.66<\/td>\n5.71<\/td>\n10.21<\/td>\n10.24<\/td>\n<\/tr>\n
5<\/td>\nMPNEA<\/strong><\/td>\nC34<\/sub>H33<\/sub>N4<\/sub>O4<\/sub>Cl<\/td>\n202<\/td>\n65<\/td>\n68.29<\/td>\n68.39<\/td>\n5.50<\/td>\n5.57<\/td>\n09.34<\/td>\n09.38<\/td>\n<\/tr>\n
6<\/td>\nMPEI<\/strong><\/td>\nC28<\/sub>H27<\/sub>N4<\/sub>O4<\/sub>Cl<\/td>\n90<\/td>\n73<\/td>\n64.72<\/td>\n64.80<\/td>\n5.18<\/td>\n5.24<\/td>\n10.75<\/td>\n10.80<\/td>\n<\/tr>\n
7<\/td>\nMPIN<\/strong><\/td>\nC34<\/sub>H29<\/sub>N4<\/sub>O4<\/sub>Cl<\/td>\n198<\/td>\n69<\/td>\n68.80<\/td>\n68.86<\/td>\n4.89<\/td>\n4.93<\/td>\n09.41<\/td>\n09.45<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

*<\/strong>uncorrected<\/p>\n

 <\/p>\n

Spectral data of N- Mannich bases<\/strong><\/p>\n

IR (\u03bd, cm-1 <\/sup>)<\/strong><\/p>\n

1710- 1765 ( -C = O stretching of imidazolone),<\/p>\n

1635- 1685 (-C = N- stretching), 1600- 1645 (-C = C streching),<\/p>\n

1220- 1265 (-C-O- stretching of Ar-OCH3<\/sub>), 700- 750 (-C- Cl streching),<\/p>\n

2830- 2945 (-CH stretching of methylene bridge),<\/p>\n

1440- 1470 & 1350- 1380 (-CH streching of alkane),<\/p>\n

3000- 3100 (-CH stretching of benzene ring).<\/p>\n

1<\/sup>H NMR (\u03b4, ppm)<\/strong><\/p>\n

(R= H)<\/strong><\/p>\n

MPPI <\/strong>6- 8.0 \u03b4 (13H, m, Ar-H and Ar\u2013CH=C- merged), 4.15 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.35 \u03b4 (2H, t, CH2 <\/sub>adjacent to N of piperidine ring),<\/p>\n

1.45 \u03b4 (4H, m, CH2 <\/sub>at 3 and 4-position of piperidine ring), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPMO <\/strong>85- 7.90 \u03b4 (13H, m, Ar- H and Ar\u2013CH=C- merged), 4.20 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.45 \u03b4 (2H, t, CH2<\/sub> adjacent to N of morpholine ring),<\/p>\n

3.54 \u03b4 (2H, t, CH2 <\/sub>adjacent to O of morpholine ring), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPNMP <\/strong>65- 7.95 \u03b4 (13H, m, Ar- H and Ar\u2013CH=C- merged), 4.14 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.35 \u03b4 (2H, s, CH2 <\/sub>adjacent to N of N-methyl piperazine ring), 2.20 \u03b4 (3H, s, CH3 <\/sub>of N-methyl piperazine ring), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPPY <\/strong>6- 8.03 \u03b4 (13H, m, Ar- H and Ar\u2013CH=C- merged), 4.18 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.45 \u03b4 (2H, t, CH2 <\/sub>adjacent to N of pyrrolidine ring),<\/p>\n

1.52 \u03b4 (2H, t, CH2 <\/sub>at 3-position of pyrrolidine ring), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPNEA <\/strong>8- 8.15 \u03b4 (18H, m, Ar- H\u00a0 and Ar\u2013CH=C- merged), 4.72 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 3.46 \u03b4 (2H, q , CH2 <\/sub>of\u00a0 \u2013N-\u00ad\u00adCH2<\/sub>CH3\u00a0 <\/sub>of N- ethyl aniline),<\/p>\n

1.07 \u03b4 (3H, t, CH3 <\/sub>of \u2013N-\u00ad\u00adCH2<\/sub>CH3 <\/sub>of N- ethyl aniline), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPEI <\/strong>7- 8.00 \u03b4 (13H, m, Ar- H\u00a0 and Ar\u2013CH=C- merged), 4.27 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 1.82 \u03b4 (2H, t, CH2 <\/sub>of aziridine ring), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPIN <\/strong>65- 8.18 \u03b4 (19H, m, Ar- H and Ar\u2013CH=C- merged), 4.92 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 3.98 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

(R= Cl )<\/strong><\/p>\n

MPPI <\/strong>7- 7.93 \u03b4 (12 m, Ar- H and Ar\u2013CH=C- merged), 4.07 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.20 \u03b4 (2H, t, CH2 <\/sub>adjacent to N of piperidine ring),<\/p>\n

1.38 \u03b4 (4H, m, at 3 and 4-position CH2 <\/sub>of piperidine ring), 3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPMO <\/strong>6-8.0 \u03b4 (12H, m, Ar- H and Ar\u2013CH=C- merged ), 4.12 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.35 \u03b4 (2H, t, CH2 <\/sub>adjacent to N of morpholine ring),<\/p>\n

3.45 \u03b4 (2H, t, CH2 <\/sub>adjacent to O of morpholine ring), 3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPNMP <\/strong>6- 8.08 \u03b4 (12H, m, Ar- H and Ar\u2013CH=C- merged), 4.02 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.27 \u03b4 (2H, s, CH2 <\/sub>adjacent to N of N-methyl piperazine ring),<\/p>\n

2.13 \u03b4 (3H, s, CH3 <\/sub>of N-methyl piperazine ring), 3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPPY <\/strong>7-7.9 \u03b4 (12H, m, Ar- H and Ar\u2013CH=C- merged ), 4.11 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 2.40 \u03b4 (2H, t, CH2 <\/sub>adjacent to N of pyrrolidine ring),<\/p>\n

1.42 \u03b4 (2H, t, CH2 <\/sub>at 3-position of pyrrolidine ring), 3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPNEA <\/strong>7- 8.19 \u03b4 (17H, m, Ar- H and Ar\u2013CH=C- merged),4.60 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 3.30 \u03b4 (2H, q , CH2 <\/sub>of\u00a0 \u2013N-\u00ad\u00adCH2<\/sub>CH3\u00a0 <\/sub>of N- ethyl aniline),<\/p>\n

1.00 \u03b4 (3H, t, CH3 <\/sub>of \u2013N-\u00ad\u00adCH2<\/sub>CH3 <\/sub>of N- ethyl aniline), 3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPEI <\/strong>77- 8.00 \u03b4 (12H, m, Ar- H and Ar\u2013CH=C- merged), 4.14 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 1.9 \u03b4 (2H, t, CH2 <\/sub>of aziridine ring),<\/p>\n

3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

MPIN <\/strong>7- 8.11 \u03b4 (18H, m, Ar- H and Ar\u2013CH=C- merged),\u00a0 4.80 \u03b4 (2H, s, CH2<\/sub> of<\/p>\n

methylene bridge), 3.94 \u03b4 (3H, s, Ar-OCH3<\/sub>).<\/p>\n

Bactericidal Activity<\/strong><\/p>\n

Bactericidal study of N-Mannich bases of imidazol-5-one<\/strong><\/p>\n

The newly synthesized N-Mannich bases of imidazol-5-one were screened for their bactericidal activity by using different bacterial and fungal microorganisms. The test was performed by using the agar cup borer method with some modifications using Streptomycin and Imidazole as standard for bacterial and fungal culture respectively as shown in Table 2.<\/p>\n

Table 2 : Bactericidal activity of compounds<\/strong><\/p>\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
N-Mannich bases<\/strong><\/td>\nDiameter of Zone of inhibition (in mm)<\/strong><\/p>\n

__________________________________________________________<\/strong><\/p>\n

E.coli\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0 B.subtilis\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0\u00a0 A.niger<\/em><\/strong><\/td>\n<\/tr>\n

( R= H )<\/strong><\/td>\n<\/td>\n\u00a0<\/em><\/td>\n\u00a0<\/em><\/td>\n<\/tr>\n
MPPI<\/td>\n5<\/td>\n7<\/td>\n11<\/td>\n<\/tr>\n
MPMO<\/td>\n18<\/td>\n19<\/td>\n16<\/td>\n<\/tr>\n
MPNMP<\/td>\n5<\/td>\n6<\/td>\n7<\/td>\n<\/tr>\n
MPPY<\/td>\n11<\/td>\n7<\/td>\n12<\/td>\n<\/tr>\n
MPNEA<\/td>\n4<\/td>\n7<\/td>\n4<\/td>\n<\/tr>\n
MPEI<\/td>\n–<\/td>\n6<\/td>\n–<\/td>\n<\/tr>\n
MPIN<\/td>\n5<\/td>\n10<\/td>\n7<\/td>\n<\/tr>\n
( R= Cl)<\/strong><\/td>\n<\/td>\n<\/td>\n<\/td>\n<\/tr>\n
MPPI<\/td>\n12<\/td>\n8<\/td>\n13<\/td>\n<\/tr>\n
MPMO<\/td>\n20<\/td>\n20<\/td>\n18<\/td>\n<\/tr>\n
MPNMP<\/td>\n9<\/td>\n8<\/td>\n8<\/td>\n<\/tr>\n
MPPY<\/td>\n12<\/td>\n8<\/td>\n14<\/td>\n<\/tr>\n
MPNEA<\/td>\n5<\/td>\n7<\/td>\n6<\/td>\n<\/tr>\n
MPEI<\/td>\n3<\/td>\n9<\/td>\n5<\/td>\n<\/tr>\n
MPIN<\/td>\n6<\/td>\n12<\/td>\n9<\/td>\n<\/tr>\n
STANDARD DRUGS<\/strong><\/p>\n

Streptomycin<\/p>\n

Imidazole<\/p>\n

\u00a0<\/strong><\/td>\n

\u00a0<\/strong><\/p>\n

26<\/p>\n

–<\/td>\n

\u00a0<\/strong><\/p>\n

24<\/p>\n

–<\/td>\n

 <\/p>\n

–<\/p>\n

22<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

 <\/p>\n

Antimicrobial assay<\/strong><\/p>\n

Agar cup borer method [11] was used for the evaluation of antimicrobial agents. A test tube containing sterile melted top agar (2 %) previously cooled to 50o<\/sup> C and with 0.2 ml suspension of the test culture, mixed thoroughly and poured in the Petri dish containing sterile base agar medium (Nutrient agar) and allowed it to solidify. The cup borer was sterilized by dipping into absolute ethanol and flaming it and then allowed to cool it down, with the help of sterile cup-borer; three cups in the agar-plate were marked and were injected with 0.1 ml of test solution, 0.1 ml of standard drug streptomycin in DMSO (Dimethyl sulfoxide) solvent and 0.1 ml of DMSO solvent respectively. Then the plates were allowed to diffuse for 20 min in refrigerator at 4-5\u00b0C. The plates were incubated in upright position at 37\u00b0C for 24 hrs and on the next day the zone of inhibition of surrounding each cup was observed.<\/p>\n

Result and Discussion<\/strong><\/p>\n

The N-Mannich bases vary considerably in their range of effectiveness. Some are effective against a limited variety of microorganisms while some are broad spectrum. When chemical substance is added in agar cup, the radial diffusion through the agar produces a concentration gradient. Test organism is inhibited at the minimum inhibitory concentration, giving rise to a clear zone of inhibition.<\/p>\n

Of these different N-Mannich bases, MPMO were found to have good activity against E.coli<\/em> and B.subtilis<\/em>, while MPPI, MPNMP and MPPY were found to be moderately active against E.coli<\/em>. MPPI, MPPY and MPIN were found to be moderately active against B.subtilis<\/em> and the other compounds had less or negligible activity against bacterial species respectively. MPMO were found to be highly active against A.niger.<\/em> MPPI and MPPY were found as moderately active against A.niger <\/em>as a fungal species while other compounds had less or no activity.<\/p>\n

Conclusion<\/strong><\/p>\n

Bactericidal activity is increase when chloro group present on phenyl ring at 4-position. Morpholine containing compound also shows higher activity compared to other compounds. It was concluded that the synthetic compounds were found to have good application against the different bacterial as well as fungal species and provide significant role for drug designing and other pharmaceuticals approaches. Determination of effectiveness of chemical substance against a specific pathogen is essential to proper therapy.<\/p>\n

Acknowledgment<\/strong><\/p>\n

The authors are thankful to Chairman, Charutar Vidya Mandal, Vallabh Vidyanagar for providing necessary research facilities.<\/p>\n

References<\/strong><\/p>\n

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