Evaluation of anti-inflammatory and antioxidant activities of Copper (II) Schiff mono-base and Copper(II) Schiff base coordination compounds of dien with heterocyclic aldehydes and 2-amino-5-methyl-thiazole

Figures & data

Figure 1.  Structures of the tested complexes [6,7,34]

Table I.  Lipophilicity values: Experimentally determined R_M values of the Cu (II) complexes.

No	Compounds	RM^a
1*	Cu(dienSS)Cl2	− 0.691(0.062)
2**	Cu(dienSS)(2a5mt)Cl2	− 0.332 (0.018)
3*	Cu(dienSS)Br2	− 0.630 (0.000)
4**	Cu(dienSS)(2a5mt) Br2	− 0.356 (0.007)
5*	Cu(dienOO)Br2	− 0.595 (0.038)
6**	Cu(dienOO)(2a5mt) Br2	− 0.581 (0.042)
7*	CudienOOCl2	− 0.590 (0.040)
8**	Cu(dienOO)(2a5mt) Cl2	− 0.553 (0.055)
9*	CudienOO(NO3)2	− 0.562 (0.043)
10**	Cu(dienOO)(2a5mt) (NO3)2	− 0.536 (0.042)
11***	Cu(dptaS)Cl2	− 0.463(0.033)
12***	Cu(dptaS)Br2	− 0.489 (0.012)
13***[34]	Cu(dptaS)(NO3)2	− 0.827 (0.039)

^aR_M values are the average of at least 10 measurements; * corresponds to structure I; ** corresponds to structure II; ***corresponds to structure III.

Table II.  Antioxidant and antiinflammatory activities of Cu(II) complexes.

Comp	RA % 0.1 mM 20 min	RA % 0.2 mM 20 min	RA % 0.1 mM 60 min	RA % 0.2 mM 60 min	(HO^· %) 0.1 mM	LO^a IC50 mM % mM	PMS^b %	%ICPE^c,d ( ± SEM)
1	31.6	26.9	37.3	44.6	No	0.55	No	nt
2^g	78.2	78.9	89.9	88.2	No	0.21	7.8	68.3* (2.03)
3	9.7	15.9	6.0	26.4	No	83% (1 mM)^e	45.6	nt
4^h	87.6	78.6	86.9	77.0	99	0.6	67.4	65.6* (4.10)
5	10.4	16.6	3.8	21.8	No	0.675	78.3	nt
6^j	89.2	80.9	92.1	89.6	99.7	0.43	45.6	82.6** (0.60)
7^i	92.6	85.6	90.8	90.7	No	0.5	9.0	71.7** (1.6)
8^k	90.6	85.4	86.9	89.3	No	IC50^e	56.5	58.2** (1.48)
9	15.2	26.8	18.4	30.0	No	0.7	78.3	nt
10	11.8	13.7	15	17.5	No	0.465	46.6	nt
11^l	77.1	78.5	90.6	87.8	93.7	0.525	45.6	52.0* (4.10)
12^m	86.1	96.3	87.5	81.6	96.1	IC50^f	8.7	59.7** (1.82)
13	39.0	45.4	44.3	40.4	no	0.47	78.3	nt
NDGA	81	80	82.6	80	nt	nt	nt	nt
Trolox	Nt	nt	Nt	nt	88.2	nt	nt	nt
BHT	31.3	52.7	60	78	nt	nt	nt	nt

% Interaction with DPPH (RA %); % Competition with DMSO for hydroxyl radical (HO^· %); In vitro inhibition of soybean lipoxygenase (LO) (IC₅₀); Superoxide anion scavenging activity PMS % (0.1 mM); In vivo % inhibition of induced carrageenin rat paw edema (%ICPE) at 0.01 mmol/Kg body weight.

NDGA (Nordihydroguaiaretic acid); BHT (butylated hydroxytoluene) nt: not tested; no: no action under the experimental conditions

^a caffeic acid 0.6 mM

^b caffeic acid 86% (1 mM)

^c statistical studies were done with student's T-test, ** p < 0.01, * p < 0.05

^d Indomethacin as a standard 47% (0.01 mM/Kg = 3.58 mg/Kg); SEM standard error of the mean

^e 14% (0.1 mM)/38% (1 mM) IC₅₀ values could not be possible to be determined for these complexes

^f 25%(0.1mM)/38% (1 mM) IC₅₀ values could not be possible to be determined for these complexes

^g 5.4 mg/Kg for the in vivo experiment

^h 6.28 mg/kg for the in vivo experiment

ⁱ 5.96 mg/kg for the in vivo experiment

^j 3.93 mg/kg for the in vivo experiment

^k 5.08 mg/kg for the In vivo experiment

^l 3.6 mg/kg for the in vivo experiment

^m 4.48 mg/kg for the in vivo experiment.

Figure 2.  Inhibition of the carrageenin-induced edema.

Chaviara ATh. Thesis, Aristotles University,2006, Thessaloniki.

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