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Jurnal Bahan dan Metode Sintesis Hasil Sintesis dan Karakterisasi Penjelasan Lain Produk Target

Green approach to synthesize, - Penggerusan FTIR: Absorption band for 1,10- - UV-Vis: The ternary schiff base Distorted square pyramidal
spectral investigation and biological - The amino acids (tyrosine, phenanthroline saw at 1514 cm-1 copper(II) complexes showed geometry
applications of potentially active isoleucine), KOH and 2,4- and for thiourea at 3145 cm-1. absorption bands within the vary
ternary schiff base copper(II) dihydroxy benzaldehyde of Further the bands observed around 226–254 nm relates to p-p* shift of
complexes (Dinesh Karthik et al., equimolar quantity (4 mmol) were 540– 514 cm-1 can be ascribed to t phenyl group. The assimilation
2020) taken in a mortar and grinded for (Cu–N) linkage in addition to band saw within the vary of 360–
ten minutes with a pestle at room around 487–443 cm-1 v(Cu–O) 407 nm are due to n-p* shift due to
temperature. The white or light- linkage respectively. –CH = N- group. UV–Visible spec-
weight yellow colour paste is tra of all Cu(II) complexes showed
created that change to a strong UV-Vis: The ternary schiff base weak intensity combination band
powder on nonstop granulating copper(II) complexes showed next to 602, 608, 611 and 624 nm
for 20–30 min. absorption bands within the vary are owing to d-d shift.
- 226–254 nm relates to π → π* shift
of phenyl group. The assimilation - FTIR: Infra-red spectra of copper(II)
band saw within the vary of 360– complex obtained from template
407 nm are due to n- π * shift due to method showed a strong
–CH = N- group [16]. UV–Visible absorption band at 1616–1597 cm-
spectra of all Cu(II) complexes 1 individually attributable to the
showed weak intensity combination corresponding azomethine
band next to 602, 608, 611 and 624 nitrogen bonding eith copper metal
nm are owing to d-d shift. From atom. A wide band in the area
the electronic spectrum info, all 3483– 3203 cm-1 is because of
Cu(II) complexes have distorted phenolic OH group . An absorption
square pyramidal geometry. band saw in 1328–1377 cm-1 range
is transferable to the symmetric
stretch of –COOH cluster.
Asymmetric stretch (vasCOO-) was
seen in the range of 1539–1587
cm-1. Difference in asymmetric and
symmetric stretching frequencies
[Dt =(vasCOO- - vsCOO-)] were seen
as high when compare to free
COO– (177 cm-1). Likewise the
phenolic C-O vibrations are 1246–
1220 cm?1 recommend the
coordination of ligand with copper.
Carboxylic acid proton andhy-
droxyl proton is deprotonated by a
strong base KOH. Of the two – OH
groups present in the 2,4-dihydroxy
benzaldehyde, the –OH group
which is ortho to aldehyde is more
acidic. Hence it is easily
deprotonated and the oxygen
involves in the coordination of the
Cu–O linkage. Absorption band for
1,10-phenanthroline saw at 1514
cm-1 and for thiourea at 3145
cm?1. Further the bands observed
around 540 – 514 cm?1 can be
ascribed to t (Cu–N) linkage in
addition to around 487–443 cm-1 t
(Cu–O) linkage respectively 3.5.
Synthesis, Spectral Characterisation LIGAN 1 LIGAN 1 LIGAN 1: 2-methoxy-6-((p-
and MIC Evaluation of Schiff Base - O-vanillin (0.002 mol, 2.1342 g) - Bentuk: solid/serbuk tolylimino)methyl) phenol
Ligands Derived from o-Vanillin and p-toluidine (0.002 mol, 3.0430 - Warna: oranye LIGAN 2: 2-((2-hydroxy-3-
(Govindaraj & Rasikamary, 2018) g) dissolved separately in ethanol - % Yield: 80% methoxybenzylidene) amino)benzoic
and were mixed in RB flask - MPA: 91oC acid
- Direfluks selama 3 jam lebih di - FTIR: 1585 cm-1 corresponds to ν LIGAN 3: 3-methoxy-4-((3-
atas waterbath (>C=N-) hydroxyphenylimino) methyl) phenol
- Didinginkan hingga senyawa - UV-vis: two absorption maxima at
berwarna oranye terpisah lalu 321.22 nm (35587 cm-1) and
difiltrasi 281.25 (31153 cm-1) which may be
- Dicuci dengan sedikit alkohol dan assigned to π-π* and n-σ*
akuades lalu dikeringkan transition respectively.
- HNMR: δ 8.9 ppm suggesting the
LIGAN 2 presence of –CH=N-
- O-vanillin (0.01 mole, 1.52 g) and
2-aminobenzoic acid (0.01 moles, LIGAN 2
1.367 g) were dissolved separately - Bentuk: solid/serbuk
in ethanol. - Warna: Brick merah
- The o-vanillin solution was added - % Yield: 79%
drop wise. - MPA: 99Oc
- Lalu distirrer selama 1 jam. - FTIR: 1602 cm-1 is assigned to the
- Pelarut diuapkan lalu didingankan overlap of ν (C=O) and ν (>C=N-)
pada suhu ruang hingga senyawa stretching frequencies.
berwarna merah terpisah.
- Dicuci dengan sedikit metanol lalu - UV-Vis: three bands at 276 nm
dikeringkan. (36232 cm-1) suggesting the
presence of π-π* transition, 315
LIGAN 3 nm (31746 cm-1) and 356 nm
- O-vanillin (0.002 mole) and 3- (28090 cm-1).
aminophenol (0.002 mole) - HNMR: at δ 8.85 ppm is assigned to
dissolved separately in ethanol are (-CH=N-)
mixed in RB flask and heated.
- Di refluks selama 4 jam di atas
waterbath. LIGAN 3
- Campuran didinginkan hingga - Bentuk: solid/serbuk
senyawa berwarna terpisahkan. - Warna: dark oranye
- Difiltrasi lalu dibilas dengan sedikit - % Yield: 84%
metanol dan dikeringkan. - MPA: 140Oc
- Progress diamati dengan TLC - FTIR: 1603 cm-1 corresponds to ν
- (>C=N-) and ν (>C=O) (phenolic)
displayed at 1460 cm-1. The broad
band ranges from 3403- 3474 cm-1
which is the characteristic
frequency of hydrogen bonded ν
(O-H).
- UV-Vis: at 210.38 nm, 228.48 nm,
310.22 nm at the frequency of
47431 cm-1, 43767 cm-1 and
32235 cm-1 could be assigned to π-
π* and n-σ* transitions are due
aromatic part of ligands of
azomethine linkage in the Schiff
Bases.
- HNMR: at δ8.8 ppm a single peak
CH=N- linkage.

Ligan larut di DMSO dan DMF tapi


tidak larut di eter.
Importance of the Applicability of O- Keutamaan sintesisi basa Schiff - % Yield: 44,6% 3-Amino-2-methyl-4-quinazolinone Importance of the Applicability of O-
Vanillin Schiff Base Complexes: berbahan dasar o-vanilin - MPA: 150-152o Vanillin Schiff Base Complexes:
Review (Hassan & Said, 2021) - O-vanilin memiliki gugus - TLC (thin layer chromatography) Review (Hassan & Said, 2021)
fungsional eter, aldehid, fenol - FTIR BS: imine C=N str (1662 cm-1)
yang membuatnya menjadi - MS: molecular ion m/z 267.31
senyawa yang ideal untuk banyak NMR: singlet N= CH-C6H5 at δ 2.7
reaksi organic (benzylic carbon), absence of (NH)
- O-vanilin dikenali dengan posisi amino proton shift from 3-7ppm
gugus hidroksi pada orto di antara confirms the formation of Schiff
gugus aldehid an metoksi, yang base.
membuat basa Schiff dari o-vanilin
bersifat lebih stabil, lebih mudah
dan cepat untuk mengkelat
dengan kebanyakan ion logam.
- Bidentat dapat dihasilkan dari
reaksi kondensasi dengan senyawa
monoamine, sedangkan
tetradentate dan polidentat
menggunakan o-vanilin dengan
senyawa diamine (2:1).
- Fungsi sebagai antibakteri,
antikanker, antijamur, antioksidan,
dll
-
-
Green synthesis of a vanadium(V) - Penggerusan Yield: 98%
Schiff base complex by grinding - Na[VO2L] was synthesized by the
method: study on its catalytic LAG method. H2L (0.25 g, 0.80
and anti-bacterial activity (Boruah et mmol) and 0.25 mL of
al., 2021) methanol/DMSO (1:1 mixture)
were mixed in a mortar and pestle
to make a pasty mass.
Subsequently, VOSO45H2O (0.20
g, 0.80 mmol) and NaOH (0.064 g,
1.60 mmol) were added and
ground at room temperature. The
progress of the reaction was
monitor by TLC. After 30 min of
grinding, the reaction mixture was
allowed to stand in the mortar for
an additional 15 min with
occasional grinding. The initial
green color of the reaction
mixture became yellowish brown.
The product thus obtained was
washed with hexane (3 5 mL) and
dried under vacuum to get a
powdery product. Isolated yield
98%. Attempts were made to
isolate single crystals suitable for
X-ray structural analysis, but were
not successful.
Syntheses, Crystal Structures and - Refluks Yield Complex 1: 45%
Kinetic Mechanisms of Thermal - Complex 1 : A ethanol solution
Decomposition of Rare Earth ( 10 ml) of Pr(NO3)3*6H20 (1.0
Complexes with Schiff Base mmol, 0.44 g) was added
Derived from o -Vanillin and p - dropwise into an ethanol solution Yield Complex 2: 40%
Tohidine (Zhao et al., 2006) (40 ml) Schiff base ligand (2.0
mmol , 0.48 g) with continuous
stirring and refluexed for 2 h, then Yield Complex 3: 50%
the clear orange red mixture
solution was formed. The orange
red crystals of complexes ( 1 )
suitable for structure
determination were isolated at
room temperature 8 d later,
washed with absolute ethanol,
dried in air (Yield : 45 % )
Design of New Schiff-Base Copper(II) - Stirrer - % Yield: 84% - FTIR: It appeared between 1559 These values signify the degree of
Complexes: Synthesis, Crystal - The complexes synthesized at - FTIR: the complexes 1−3, which are and 1552 cm−1 in the HL and deformity of the square planar
Structures, DFT Study, and Binding ambient temperatures under the ν(C=N), ν(C−O), ν(M−O), and shifted to 1550−1545 cm−1 in the geometry in the Cu(II) complexes
Potency toward Cytochrome magnetic stirring of a methanolic ν(M−N). The stretching band of complexes. This shift indicates the bearing ortho-substituted Schiff-
P450 3A4 (Yusuf et al., 2021) solution containing Schiff-base ν(C=N) displayed a red shift in the involvement of azomethine base ligands. In all of the
ligands and copper acetates complexes’ spectra compared to nitrogen during coordination. This compounds, Cu−O bond distances
[Cu(OAc)2·H2O] in a 2:1 molar ratio those for the ligands. lower shift might be inherent from were relatively shorter than Cu−N
gave an air-stable brown solid in - UV-Vis: a weakening in the C=N bond after distances, and this observation is
good yield (84%). The spectra majorly showed two complexation; we could explain this closely related to similar compounds
- The precipitate formed was then absorption bands in the UV region based on the donation of an in the literature.
collected by filtration and washed between 287-300 nm and 381-387 electron from the imine nitrogen to
thoroughly with ethanol. nm. the copper ion empty d-orbital. The
- XRD: analysis reveals that ν(C−O) stretching vibrational bands
complexes 1 and 3 crystallize in a in the complexes shifted to a region
monoclinic space group C2/c and 2 of higher wavenumber. They were
in a triclinic space group P1̅, each observed in the wavelength
adopting a square planar geometry 1227−1220 cm−1 and showed blue
around the metal center. shifts of about 2−7 cm−1 relative to
- The complex showed good the parent ligands. The ν(C C)
solubility in chloroform, vibrational bands for the aromatic
dichloromethane, acetonitrile, ring appeared between 1605 and
dimethylformamide (DMF), 1553 cm−1 in all three complexes.
toluene, and dimethyl sulfoxide The bands at 477−444 cm−1 in the
(DMSO). However, it is insoluble in spectra assigned to ν (M−O) and
ether, methanol, ethanol, and ν(M−N) stretching bands,
heptane respectively, indicate the
phenoxide (O−) and imine (C=N)
groups of HL coordinated to Cu(II)
ions.
- UV-Vis explanation: Studies showed
the assignment of the observed
intense high-energy band of 287
and 300 nm to the π → π*
intraligand charge transfer (ILCT)
transition, while the band observed
at around 381 and 387 nm was
attributed to the ligand-to-metal
charge transfer (LMCT) transition.
In a high-concentration solution of
the complex, a very weak broad
band also appeared between 723
and 757 nm in the electronic
spectra, and the authors assigned
this to d−d transitions (2 Eg → 2
T2g) for Cu(II) complexes having a
tetragonal distortion geometry due
to the Jahn−Teller effect.

Imidazole Schiff base ligands: - Stirrer


Synthesis, coordination complexes - To a solution of the appropriate - % Yield [Cu(L2)4](ClO4)2: 48%
and biological activities (McGinley et ligand (2.18 mmol) in dry IR (KBr): v = 3446, 3130, 1622,
al., 2013) methanol (17 mL) was added, 1539, 1450, 1404,1329, 1278,
dropwise, a solution of 1237, 1203, 1092, 833, 759 cm-1.
Cu(ClO4)26H2O (0.55 mmol) in LC/TCOF-MS: Calc. for
dry methanol (2 mL) with constant C26H29CuN6O2 [Cu(2)2]+ 521.1.
stirring. The green suspension was Found: 521.2%. leff: 2.53 B.M.
then stirred for 3 h at room
temperature. The resulting solid - % Yield [Cu(L3)2](ClO4)2: 50%
was removed by filtration and v = 3132, 2945, 1643, 1521, 1456,
washed with cold ethanol and air- 1346, 1297, 1239, 1092,
dried to yield either a green or a 830, 752 cm-1
blue solid.
- % Yield [Cu(L4)2](ClO4)2: 51%
v = 3384, 3123, 2939, 1621, 1524,
1455, 1237, 1089, 1027, 951, 762
cm-1

- % Yield [Cu(L5)2](ClO4)2: 60%


v = 3267, 3139, 2946, 1635, 1579,
1518, 1451, 1352, 1314,
1280, 1239, 1099, 956, 827, 735
cm-1

- % Yield [Cu(L6)2](ClO4)2: 65%


m = 3436, 3144, 2950, 1633, 1523,
1485, 1452,
- 1418, 1359, 1289, 1239, 1095, 950,
827, 769 cm-1

Schiff Base–Copper(II) Complexes: - Reflux


Synthesis, Spectral Studies and - Hydrazide (2 mmol) and
Anti-tubercular and Antimicrobial dimethoxy benzaldehyde (2 mmol)
Activity (Tajudeen & Kannappan, were taken together in ethanol
2016) (30 ml) and refluxed for 0.5 h after
which copper(II) acetate (1 mmol)
in ethanol was added, and
refluxing was continued for
another 3-4 h. Finally, sodium
perchlorate (2 mmol) in water was
added as a counter ion and
refluxing was continued for some
time. Upon cooling, copper(II)
complex precipitated out. It was
filtered, washed thoroughly with
ethanol and dried. All other
complexes were synthesized in an
identical manner. The synthesized
complexes were green colored
solids and found to be highly
stable under laborator conditions
to be stored for a long time.
Synthesis And Characterization Of - Reflux - [Cu(EST)2(H2O)2] The typical yield FTIR: Due to the azomethine, the IR Distorted octahedral geometry
Schiff Base And Its Transition Metal - To a hot ethanolic solution (20ml) 67%; Solid; FTIR (KBr, cm-1): spectra of the ligand exhibit a strong
Complexes Derived From 3- of respective metal chlorides (0.05 3425(H2O), 1637(HC=N), 1244(C- band at 1660 cm-1. A shift of this
Ethoxysalicylaldehyde And P- mol) is added with the hot O), 575(M-O), 492(M-N); band towards lower frequency by
Toluidine (Sirumalar et al., 2021) solution corresponding 2-((p- Analytical: C-63.20, H-5.97, N-4.61; 20-30 cm-1 in all the complexes
tolylimino)-6-ethoxyphenol (EST-L) Found: C-62.19, H-5.82, N-4.82. suggests that the azomethine
(0.05 mol) in ethanol (20ml) and nitrogen coordination to the metal
the reaction mixture is refluxed for centers. The ligand 2-((p-tolylimino)-
about 5-6 hrs on the mantle with 6-ethoxyphenol (EST-L) IR spectrum
a water condenser and then shows a band at 3048 cm-1 which
cooled with an ice bath. The corresponds to the phenolic ν(OH)
obtained colored solid precipitates group. OH phenolic group bands
are collected by filtration washed disappear in the complexes which
with a sufficient quantity of indicate the coordination of phenolic
ethanol and are dried in a hot air oxygen to the metal atom.
oven Further, a strong sharp band
characteristic of ν(C-O) in the region
1251 cm-1 observed in the free
Schiff base ligand was shifted to
lower frequencies 1244–1238 cm-1
in the metal complexes. To ν(M-N)
the presence of a new band around
495–490 cm-1 is assignable. The
emergence of the new band in the
region of 530-580 cm-1 in all the
complexes is due to ν(M-O).

UV-Vis: The banding range 412–665


nm is assigned in the spectra of
metal complexes to LMCT and d-d
transition respectively. In respect of
ligand2-((p-tolylimino)-6-
ethoxyphenol (EST-L), the absence of
these charge transfer bands
confirms the coordination of metal
complexes. In the UV part of the
spectrum as well as in the visible
part, the colored complexes exhibit a
series of the overlapping absorption
band. A distorted octahedral
geometry is shown by the metal
complexes of Mn(II), Co(II), Cu(II)
and the Zn(II) complex shows
distorted square planar as a stable
geometry.
Synthesis and crystal structure of the - Stirrer Tetragonal pyramidal polyhedron
copper(II) complex with novel Schiff - 0.1 mmol Cu(CH3COO)2H2O and
base ligand: Cu(C8H7O2N)2(OH2) 0.1 mmol potassium salt of o-
(Kong et al., 1999) vaniline-α-alanine Schiff base
were mixed together in 10 mL
water and stirred at 50C
overnight. Dark green deposits
were filtered and recrystallized
from N,N-dimethyl formamide
(DMF)/acetone. The crystal
products formed from the DMF
solution with ether slowly
diffusing.
Synthesis, Characterization of Cu (II) - Stirrer FTIR: FT-IR spectrum obtained for Cu
Schiff base complexes: Optical and - 50 ml of Ethylenediamine and 25 (II) Schiff base complexes. The
Magnetic Studies (Rani et al., 2018) ml of 4-Anisaldehyde were broader peak appears at 3446
dissolved in methanol with cm-1 is response to the stretching of
continuous stirring. 10 mg amino O-H. The chromium Schiff base
acids of L-proline was dissolved in complex shows an IR band at 1625
ethanol and added drop by drop cm-1 assigned to ν(CH=N), and a
into above solution. Both the new vibration band appeared at 480
solution was stirred at room cm-1 is due to metal nitrogen bond
temperature for 5 hrs. The pale ν(Cu-N) and the band appeared at
blue color of the product was 620 cm-1 is due to metal oxygen
filtered and dried. Then 100 mg of
the Cu (NO3)2 3.H2O solution was bond ν(Cu-O). The sharp peak
added to the 50 mg of ligand. The appears at 1326 cm-1 is due to
metal solution was vigorously presence of N-H.
stirred with ligand for 1hrs. Finally
Cu (II) Schiff base complexes of UV-Vis: The electronic absorption
the product were filtered and spectral analysis of metal complex
dried. Cu (II) Schiff base complexes exhibit the absorption bands at 290
were recrystallized using nm, 340 nm.First peak at 290 nm is
methanol. due to π→π ‫ ٭‬electronic transition in
the phenyl ring. The other band is
corresponding to the d-d electronic
transition in copper (II) metal ion.
Synthesis, characterization of new - Stirrer Yield: 73% (0.430 g) for 1, 72.7% Square pyramidal geometry,
copper (ii) Schiff base and 1,10 - To a methanolic solution (10 mL) (0.425 g) for 2, and 74% (0.449 g) for
phenanthroline complexes and study of 2-hydroxy-1- 3.
of their bioproperties (Reddy et al., naphthaldehyde(0.172 g, 3.0
2016) mmol) and amino acids [(L- FTIR: The peaks corresponding to
phenylalanine (0.166 g,1 mmol) the ring stretching frequencies ν (C =
for 1, L-tyrosine (0.181 g,1 mmol) C) and ν (C = N), at 1504 cm−1, 1421
for 2, and L-tryptophan (0.204 g,1 cm−1, of free phen were shifted to
mmol) for 3], were added higher frequencies upon
potassium hydroxide (0.06 g, 1 complexation, 1512 cm−1, 1425
mmol) in 10 mL water. The cm−1, for (1), 1514 cm−1, 1413
resulting solution was refluxed for cm−1 for (2), and 1512 cm−1, 1421
3 h. To the above reaction cm−1 for (3) respectively, suggesting
mixture, an aqueous solution of the coordination of the heterocyclic
copper acetate monohydrate nitrogen atoms to the metal ion. The
(0.199 g, 1 mmol) was added drop characteristic out of plane hydrogen
wise and stirred for 2 h bending modes of free phen
continuously. To this mixture a observed at 853 cm−1, 738 cm−1,
methanolic solution of were shifted to 844 cm−1, 727 cm−1
heterocyclic base (0.198 g phen, 1 for (1) 848 cm−1, 727 cm−1 for (2)
mmol) was added drop wise and and 829 cm−1, 725 cm−1, for (3)
stirred for another 5 h at room respectively upon metal
temperature which resulted in a complexation. The non-ligand peaks
light green precipitate. The at 542 cm−1, 457cm1, for (1), 543
solution was filtered and the cm−1, 453 cm−1 for (2) and 522
precipitate was dried. cm−1, 453 cm−1 for (3) were
assigned to ν (Cu–N) & ν (Cu–O)
stretching vibrations respectively

Uv–vis absorption spectra of 1–3 in


pure MeOH (Fig. S2; ESI), show a
broad band centered at 655 nm
(15,267 cm−1), 662 nm (15,105
cm−1)
- Reflux
- An ethanolic solution of metal (II)
chloride (1 mmol) was stirred with
an ethanolic solution of the Schiff
base (L) (1 mmol) and ethanolic
solution of benzene-1,2-diamine
(1 mmol) for 1 h and the mixture
was then refluxed for 3 h on a
water bath. The solid complexes
were precipitated and the
precipitate was filtered off,
washed thoroughly with ethanol
and dried in vacuo.

Synthesis, XRD and spectroscopic - Reflux [Cu(L)]: Yield: 69%. Anal. Calc. (%) for The IR Spectra of ligand and its Square planar
characterization of - The ethanol solvent is cheap, (C26H22CuN6O5) (562 g mol1): C, metal complexes were obtained
pharmacologically active Cu(II) and available, and less toxic than other 55.56; H 3.95; N, 14.95. Found: C, on a Perkin-Elmer Series 2000
Zn(II) complexes (Gull & Hashmi, solvents. Ethanol dissolves the 54.10; H 3.88; N, 13.90. FT-IR (KBr), apparatus in the range
2017) ligand at boiling temperature and cm1: ʋ(NeH) 3342, ʋ(C]N) 1610, 4000-200 cm-1. The infrared spectra
due to its miscibility with water, it ʋ(C]O) 1710, v(NO) 1610, ʋ(MeN) of the synthesised primary
is suitable for the synthesis of the 446. 1H NMR (d-CDCl3): 9.0 (s, NH); Schiff base ligand (Fig. S1) shows the
complex. To the solution of N–N′ 3.92 (s, eNH2); 7.10e8.0 (m, Ar-H) absorption band at 1625 cm1
-(1,2-diphenylethane-1,2- ppm. UV/Vis (DMSO, lmax (nm): 642, corresponds to the imine (>C=N)
diylidene)bis(3- 508. MS (m/z): 561 [M]+. group [21] and a strong band at
Nitrobenzohydrazide) (1 mmol, 1710 cm1 corresponding to the
540 mg) in ethanol (100 mL), >C=O group which confirms the
CuSO4·5H2O (1 mmol, 250 mg) complete condensation of the two
dissolved in distilled water (10 mL) reacting moieties. In addition to
was added. The above reaction these peaks an absorption bands
mixture was stirred and heated observed in the region of
under reflux for six hours. After
completion of the reaction, the 3340-3330 cm-1 and 1500-1630 cm-1
formed precipitate was fltered of are assigned to the –NH group and –
and rinsed with ethanol and dried, NO group present in the ligand.
and after that, recrystallized using While as in case of metal complexes
ethanol. (Fig. S2) the strong band at 1625
cm1 is shifted to lower frequency
numbers by 15-5 cm-1 leading to the
confirmation of coordination
through the imino (>C=N) group to
the metal atom in complexes. Also
there is an occurrence of new bands
in the region 460-420 cm-1 which has
been attributed to M-N bonds
respectively [22]. The IR spectral
bands of metal complexes are
summarized in Table 2.
- Refluks - The final solid was dried in oven at
- 80◦C for 3 h (yield = 3.8 g, 86.95%).
Synthesis, characterization, Refluks - C28H24CuN6O12S
and nonlinear optical properties To the solution of N–N′-(1,2- - Colour: dark green
of copper (II) ligand Schif diphenylethane-1,2-diylidene)bis(3- - Yield: 0.61 g, 83%
base complexes derived Nitrobenzohydrazide) (1 mmol, 540 - m.p.: 184–186 °C
from 3‐Nitrobenzohydrazide mg) in ethanol (100 mL), - IR (KBr, cm−1): 3205, 3079, 3057,
and benzyl (Tahmasbi et al., 2023) CuSO4·5H2O (1 mmol, 250 mg) 1682, 1525, 1348, 1263, 1150,
dissolved in distilled water (10 mL) 1067, 754, 716, 689
was added. Te above reaction
mixture was stirred and heated
under refux for six hours.
Synthesis, Spectroscopic Synthesis of Metal(II) Complexes. To - FTIR metal kompleks: C=N (1606), The absorption at 14265 cm−1 with - Square planar [Cu(CDTMP)2] (L15)
Characterization, and Biological a solution of (0.70 g, 2 mmol) 4-((4 C-O (1300), N=N (1482), M-N (584), high molar intensity (1100 L mol−1 [Cu(4-((4-klorofenil)dianzenil)-2-
Activities ofMetal Complexes of 4- chlorophenyl)diazenyl)-2- M-O (590) cm −1) of copper(II) complex (𝐋𝟏𝟓) is ((p-tolilimino)metil)fenol)]
((4-Chlorophenyl)diazenyl)-2-((p- ((ptolylimino)methyl)phenol - Mp complex: 298-300 tentatively assigned to 2B1g → 2A1g
tolylimino)methyl)phenol (Anitha et (CDTMP) in 20 mL ethanol was - m/z ion: 759 transition suggesting square planar
al., 2013) added 1 mmol of metal salt geometry. An additional band
(CuCl2⋅2H2O). The solution was appears at 22573 and 25706 cm−1
stirred for 1 h at room temperature, which may be due to intraligand
and the coloured complexes charge transfer (INCT) in the UV
precipitated upon concentration was region, and the molar extinction
filtered, washed with ethanol, and coefficient (1800, 1845 L mol−1 cm −1)
dried under vacuum. The of charge transfer transitions is
oxovanadium complex was higher than the d-d transition. The
synthesized from the ligand and magnetic moment value 2.01 B.M.
oxovanadium sulfate by adopting falls within the range normally
the above method under reflux for 3 observed for square planar Cu(II)
h and concentrating the solution complexes
through rotoevaporation. The yield
obtained was 60–70%.
Investigation of molecular structure Refluks - % Yield BS: 80%
and solvent/temperature effect on Sintesis BS: The title compound was - MP BS: 164-166
tautomerism in (E)-4,6-dibromo-3- synthesized with condensation - FTIR
methoxy-2-[(p-tolylimino)methyl] reaction of 3,5-dibrom-2-hydroxy-6- - UV-Vis
phenol, a new thermochromic Schiff methoxybenzeldehyde (0.2 g, 0.65 - XRD
base, by using XRD, FT-IR, UV–vis, mmol) and p-toluidine (0.07 g, 0.65 - NMR
NMR and DFT methods (Kaştaş et al., mmol). The resulting solid after - DFT
2019) reflux for 1 h was filtered, washed
and dried. The suitable crystals of
the com

Schiff bases and schiff base metal Ramasamy et al (2010) studied the
complexes: from syntheses to antimicrobial activities of complexes
applications (Elom, 2016) of tridentate Schiff base ligands
containing pyrazolone moiety
and observed that metal complexes
of Vo(II), Cu(II), Fe(III) and Co(II) with
the ligand showed enhanced
antibacterial activity against
staphylococcus aureus, Escherichia
Coli, and antifungal activity against
C. albicans, Rhizopus Sp, Aspergillus
niger. Metal complexes of 2 –
thiophenicarboxaldehyde and 2-
aminobenzoic acid have been noted
(Roy et al.,2007) to posses antitumor
activities. Also Schiff bases derived
from gossypol and silver complexes
of Schiff bases have been noted to
show high antiviral activity (Anant
and Devjani,2011). It has been noted
that fluorination on aldehyde part of
Schiff bases enhances insect
acracicidal activity and Schiff bases
derived from sulphur thiadizole and
salicylaldehyde and their complexes
exhibit high toxicity against insects
(Anant and Devjani,2011).
Spectral, magnetic and thermal Among these species, a special Tetradentate ligand (H2L) having a [Cu2LCl2] : π → π*
characterization of new Ni(II), attention has been paid to the divergent ONNO donor atom set was
Cu(II), Zn(II) and Cd(II) complexes chemistry of Schiff bases containing synthesized by [1 + 2] condensation
with a bischelate Schiff base (Olar et supplementary donor atoms beside of 3,3’-dimethylbenzidine with o-
al., 2017) azomethine nitrogen in suitable vanillin in ethanol as reported.
positions in the molecule that allow Nickel(II), copper(II), zinc(II), and
a stabile chelate ring formation. cadmium(II) complexes with Schiff
Complexes with such ligand usually base were obtained from refluxing
can be obtained either by direct an ethanol solution of ligand and
synthesis or by template hydrated metal(II) (M: Ni, Cu, Zn, Cd)
condensation. chloride in a 1:2 molar ratio, in the
pres-
Some species derived from ence of triethylamine.
functionalised aromatic car-
bonyl [9–30] and/or aromatic For the anhydrous species the
amines derivatives behave as beginning temperature of
effective and stereospecific catalysts the thermal decomposition
for a variety of reactions that involve increases in order Cu(II)<Ni(II)
both inorganic and organic <Zn(II)<Cd(II). This behavior could be
compounds. Moreover, some correlated with the ionic radius
complexes display antimicrobial, increasing which leads to relaxation
cytotoxic, SOD-like behavior or of the steric impediments in a
antiviral activity. The activity was tetrahedral stereochemistry.
correlated with the ligand and
metallic ions specificity. The
complexes exhibit an enhanced
activity in comparison with the free
ligand. Thermal behavior was
studied, both in dry air and nitrogen,
for some complexes with ligands
derived from o-vanillin or 3,3‘-
dimethylbenzidine.

These studies show the presence of


the (crystallization and/ or
coordination) water molecules as
well as the Schiff base pyrolysis in
one or more steps depending on
metallic ion and Schiff base
structure.
Chitosan-based Schiff base-metal The vibrations of O–H and N–H
complexes (Mn, Cu, Co) groups of chitosan-Schiff base
as heterogeneous, new catalysts for compound IC appeared at
the β-isophorone oxidation (Thatte 3455 cm−1 which was shifted to
et al., 2014) lower wavelength for the
corresponding metal complexes,
indicating the involvement of oxygen
in the formation of metal com-
plex. A red shift was observed for a
strong band C=N, which was shifted
to lower frequency in case of metal
complexes. The C–O vibrations of
Schiff base IC at 1214 cm−1 was
weakened in the case of catalysts,
indicating that hydroxyl hydrogen is
replaced by metal to form Schiff
base-metal complex. The char-
acteristic CH2-CH2 bands of the
corresponding metal complex ID
showed shift at 1461 cm−1, 1411
cm−1. All the IR data suggest that
the metal was bonded to the Schiff
bases through the phenolic oxygen
and the imino nitrogen. Medium
bands were observed at 610 cm−1,
608 cm−1, 661 cm−1 in the spectra
of ID, ID, ID. These were assigned to
the metal-oxygen stretching
vibration in each of these chelates.
Synthesis, spectral, antimicrobial Refluks FTIR: In vitro potential cytotoxicity of
and antitumor assessment of Schiff Cu-BS Cu(II), Ni(II) and Zn(II) complexes
base derived from 2- Cu(II) and Fe(III) complexes were vCH aromatic: 3056,2980 was tested against cervical
aminobenzothiazole and its prepared by mixing an ethano- vC=N: 1572 (thiazole) carcinoma (HELA) and breast
transition metal complexes lic (20 mL) solutionof L (2 mmol) vC=C: 1540,1463 carcinoma (MCF 7). The relation
withmetal salts (1 mmol),namely, VC=N: 1647 between surviving fraction and
CuCl2·2H2O and FeCl3·6H2O in EtOH VHC=N: 1013 drug concentration is plotted to get
(10 mL) with continuous stir- VC-S-C: 706 the survival curve of each
ring. The mixture was then refluxed VM-N: 555 tumor cell line, Fig. 4, IC50 values
for 6–8 h. The solution was VM-O: 502 are cited in Table 5. The results
concentrated. The solid products VM-S:426 of the cytotoxic assays showed that
obtained were filtered, washed VM-Cll:288 the complexes have signif-
with cold ethanol and dried in icant bioactivity towards human
vacuum. Ni(II) and Zn(II) complexes HELA cell lines than the free
were prepared by mixing the Schiff Schiff base L. The Zn(II)-complex
base (2 mmol) with metal salts, showed the best cytotoxic activ-
namely, Ni(AcO)2·4H2O and ity towards this cell line. Cu(II)-
Zn(AcO)2, in the solid state and complex showed slight cytotoxic
melted in oil bath for 6–8 h. After activity towards breast carcinoma
cooling, the solid was finely ground (MCF 7) cell line. On the other
and washed with diethyle ether. hand, Ni(II)-complex does not show
any cytotoxic activity towards
human MCF7 cell line. According to
the significant cytotoxic activ-
ity of Zn-complex towards (HELA)
and (MCF 7) cell lines, in vitro
potential cytotoxicity of Zn (II)
complex was tested against liver
carcinoma (HEPG2), colon carcinoma
(HCT116) and larynx carci-
noma (HEP2) cell lines. The results
show that the Zn-complex has
significant cytotoxic activity towards
all cell lines except HEP2 cell
line. In conclusion, the Zn-complex
exhibits significant decrease in
surviving fraction of HCT116, MCF7
and HELA human cancer cells
and induced apoptosis of these cell
lines.
Preparation complexes Co(III), Ni(II), Stirrer Yield Cu-Kompleks: 76% 2
B1g → 2Eg Octahedral (regular)
and Cu(II) with novel azo-Schiff base Sp3d2
ligand (N, N, O) derived from 2- Complexes of ions of metal salts of FTIR:
amino- 6- methoxy benzothiazole Cobalt (III), nickel (II), and copper (II) Vibrasi
with spectral characterization, study with a molar ratio of [1:2] [M: L] OH: 3312 m.b
biological activity as anticancer, were prepared by slowly adding the -N-(CH3)2: 2929 w
antioxidant to complexes required weight for each ligand -(C=N) ben.thio: 1591s
(0.001) mole of the prepared ligand -(C=N) Schiiff: 1650 m
dissolved in 25 ml of pure and N=N: 1399 m
absolute ethanol solvent and (C=C) Ph: 1537 m
gradually stirring to the metal (C-N) thia: 1280 m
solution (0.0005) mol of the metal (C-N) thia: 1163 m
chlorides under study dissolved in C-O: 1367 n
25 ml of the buffer solution at 60° M-N: 553 w
C for 30 minutes with constant
stirring The dark colors were left in Ket :
the solutions for 24 hours to S: strong
complete the sedimentation M: medium
process, after which the sediments W: weak
were filtered and washed several B: broad
times with non-ionic water and then
with a small amount of ethanol Also, the IR bands near
solvent to remove unreacted organic 430, 500 and 555 cm−1 are ascribed
matter, followed by recrystallization to M–S, M–O and M–N [18],
with absolute ethanol. respectively. This presents a good
evidence for the participation of
thiophene sulfur atom in bond
formation. Moreover the IR spec-
tra of Cu(II) and Fe(III) complexes
exhibit a medium band around
280 cm−1, which are assigned to M–
Cl
SYNTHESIS, CHARACTERIZATION shows the solubility of the Schiff
AND ANTIMICROBIAL STUDIES ON base and its complexes, the Schiff
SCHIFF BASE DERIVED FROM 2- base was found to be insoluble in
AMINOPYRIDINE AND 2- water, petroleum ether, chloroform
METHOXYBENZALDEHYDE AND ITS and acetone, but soluble in ethanol,
COBALT (II) AND NICKEL (II) DMSO, DMF and methanol,
COMPLEXES therefore, ethanol was used as
solvent for the synthesis of the
complexes. Similarly, the complexes
were all found to be insoluble in
water, petroleum ether, chloroform
and acetone, but soluble in ethanol,
DMSO and DMF.
Jurnal/Buku Introduction Literature Review Produk Target
- -
Copper and Human Health- A - Copper is a red colored natural - 3-Amino-2-methyl-4-quinazolinone
Review metal dispersed in the whole
environment surrounding us.
- The crust around the earth has
nearly fifty parts of copper per
million parts of soil (ppm).
- Toxic effects are liable to occur at
high levels.
- Copper sulfate is the most
commonly used form of copper
compound.
- Copper is usually utilized as a
metal but iit`s alloys are also
available for example brass and
bronze etc. It is used in the
manufacture of wires, metal
sheets, pipes and other products
of metals.
- In agriculture copper compounds
are used to treat various plant
diseases. They are also used for
water treatment and as
preservatives for wood, leather,
fabrics etc2.
- There are 04 different forms of
copper , Cu (O), Cu (I), Cu (II), and
Cu (III).
Copper and Its Complexes in - Cu complexes is stemming from - A number of Cu(II) chelate
Medicine: A Biochemical Approach their potential use as complexes that exhibit cytotoxic
(Iakovidis et al., 2011) antimicrobial, antiviral, anti- activity through cell apoptosis or
inflammatory, antitumor agents, enzyme inhibition have been
enzyme inhibitors, or chemical reviewed. Such complexes
nucleases. containing bi-Schiff bases as ligands
- Cu complexes could be helpful in are effective in reducing tumor size,
the design and production of delaying of metastasis, and
antiviral and antibacterial significantly increasing the survival
materials, able to deactivate HIV of the hosts. Chelates of
or H1N1 viruses and curcuminoids show significant
antibioticresistant bacteria, reduction of solid tumor volume in
respectively mice.
- Binary Cu(II) complexes with a
variety of aromatic molecules
coordinated through N, S, or O
donor atoms have been
synthesized and tested for
biological activity (Cek lampiran
data).
- In contrast to the large number of
Cu(II) complexes that have been
synthesized as potential drugs,
Cu(I) ones are sparse due to the
lower stability of the +1 redox state
and their propensity towards
oxidation to Cu(II) compounds.
-
Copper toxicity, oxidative stress, and - The absorption of Cu in the - Most often, the basis for these
antioxidant nutrients human body depends on a variety theories is the propensity of free
of factors including chemical form Cu ions to participate in the
and presence of other dietary formation of reactive oxygen
components. About 30/50% of species (ROS).
ingested Cu, mostly Cu2+, is - Both cupric and cuprous Cu ions
absorbed in the small intestine, can participate in oxidation and
and very small amounts are reduction reactions.
absorbed in the stomach. - In the presence of superoxide
- (*O2—) or reducing agents such as
ascorbic acid or GSH, Cu2+ can be
reduced to Cu+, which is capable of
catalyzing the formation of
hydroxyl radicals (OH۰) from
hydrogen peroxide (H2O2) via the
Haber/Weiss reaction.
-
- -
Copper (Cu) an Essential Redox- - -
Active Transition Metal in Living
System— A Review Article
- -
- -
- -
- -
- -

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