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SUMMARY

ANTI MICROBIAL ACTIVITY OF NEW CHALCONES

Introduction: Chalcones is an aromatic ketone that forms the central core for a variety of
important biological compounds.They are also intermediates in the biosynthesis of
flavonoids..Antimicrobial chalcones have been reported to posses various biological
activities such as antiinflamatory,analgic,antimalarial,antiviral activites.
Objective:chalcones are condensed productes of substituted aromatic aldehydes and
acetophenones in presence of alkali.They give pink colour with conc H2SO4 and give
violet with alc.Fecl3.In the present study deals with the synthesies and study of various
chalcone.
Experimental work.
(A).Synthesis of chalcones: A mixture of 2,4-dichloroacetophenone(0.001mol)&
arylaldehyde(0.001mol) was stirred in methanol(10ml)and to it 40%KOH was added.This
mixture was kept for 24hrs&acidified with 1:1Hcl,water.The obtained product was
filtered&purified by column chromatography.
Reaction:

S.no Sample R
code
1 FC1 2,4-dichlorophenyl
2 FC2 4’-chlorophenyl
3 FC3 4’-bromophenyl
4 FC4 4’-methoxyphenyl
5 FC5 4-nitrophenyl
6 FC6 4’-N,N-dimethyl
amino phenyl
7 FC7 3’,4’-dimethoxy
phenyl
8 FC8 naphthyl
(b):Characterization of novel chalcone derivatives:

(1): FC1: M.F= C15H8OCl4


IR (cm-1)- C=0 str…1671,C=C str…1606 1H NMR(δppm)- 7.4(1H,d,J=14HЗ,C-2H)
1
H NMR(δppm)- 8.0(1H,d,J=8HЗ,C-3H)
(2): FC2: M.F=C15H9OCl3
IR: (cm-1)- C=O str…1665,C=C str…1600 1H NMR(δppm)- 7.6(1H,d,J=8.4HЗ,C-2H)
1
H NMR(δppm)- 7.8(1H,d,J=8.4HЗ,C-3H)
(3): FC3: M.F=C15H9OBrCl2
IR: (cm-1)-C=C str…1663,C=C str…1605 1H NMR(δppm)- 7.6(1H,d,J=5.2HЗ,C-2H)
1
H NMR(δppm)- 7.79(1H,d,J=11HЗ,C-3H)
(4): FC4: M.F=C16H12O2Cl2 : IR(cm-1)-C=O str…1695,C=C str…1653
1
H NMR(δppm)-6.9(1H,d,J=8.8HЗ,C-3H),7.2(1H,d,J=16HЗ,C-2H)
(5): FC5: M.F=C15H9O3NCl2 : IR(cm-1)-C=O str…1667,C=C str…1590
1
H NMR(δppm)- 7.68(1H,d,J=8HЗ,C-2H),8.0(1H,dJ=8.4HЗ,C-3H)
(6): FC6: M.F=C17H15ONCl2 : IR(cm-1)-C=O str…1625,C=C str…1587
1
H NMR(δppm)-6.7(1H,d,J=8HЗ,C-2H),7.7(1H,d,J=8.4HЗ,C-3H)
(7): FC7: M.F=C17H14O3Cl2 : IR(cm-1)-C=O str…1660,C=C str..1588
1
H NMR(δppm)-3.82(6H,s;-oCH3protons,7.0(1H,d,J=8.4HЗ,C-2H),7.3(1H,d,J=6.4HЗ,C-
3H)
(8): FC8: M.F=C19H12OCl2 : IR(cm-1)-C=O str…1660,C=C str..1594
1
H NMR(δppm)-7.8(1H,d,J=8.4HЗ,c-2H),7.63(1H,d,J=8.4HЗ,C-3H)
Antimicrobial activity of new chalcones: the synthesized eight novel chalcones were
screened for antimicrobial activity against gram+ve & gram-ve bacteria by using agar
medium.The recorded zone of inhibition were give in table

Zone of inhibition(mm)
Compound B.subtilis E.coli
code 500µg/ml 1000µg/ml 500µg/ml 1000µg/ml
FC1 16 18 12 16
FC2 12 16 18 20
FC3 18 18 17 19
FC4 13 15 15 17
FC5 15 17 18 20
FC6 18 20 16 18
FC7 16 18 20 21
FC8 20 21 20 22
Sparfloxacin 25 26 24 26

Results&discussion: The above results evident that synthesized chalcones(FC1-FC8)


showed significant broad spectrum of activity compared with sparfloxacin

REFERENCE 1.Aloinvalla,Benoistvalla,Roger,Labia,European journal,medicinal


chemistry41(2006)
2.Mabry,T.J,markham,k.r. the systematic identification of flavonoids,slovinge
verlag,newyork p-267