Antitumor, antioxidant and antibacterial evaluation of new ligand of cinnemaldehyde and its Fe (III) and Mn (II) complexes

Authors

  • Taravat Talebi Department of Biology, University of Mohaghegh Ardabili, Ardabil, Iran
  • Pegah Namian Department of Biology, University of Mohaghegh Ardabili, Ardabil, Iran
  • Karimollah Ghasemi Germi Department of Biology, University of Mohaghegh Ardabili, Ardabil, Iran
  • Fahmideh shabani Department of Chemistry, Islamic Azad University, Young Researchers club, Ardabil Branch, Ardabil, Iran
  • Armin Talebi Department of pharmacy, school of pharmacy, Mazandaran university of medical sciences, Sari, Iran
  • Seyed Reza Mirhafez Department of Modern Sciences and Technologies, Faculty of Medicine, Mashhad University of Medical Sciences, Mashhad, Iran

Keywords:

Cinnamomum zeylanicum, NI, metal complex, cytotoxic activity, antioxidant activity, antibacterial activity

Abstract

Cinnamomum zeylanicum is medicinal plant posse’s significant biological activities. In this study, we investigated biological properties of the ligand and metal complexes synthesized from herb of C.zeylanicum (cinnemaldehyde) by chemical reactions. N4 [(E, 2E)-3-Phenyl-2-propenylidene] isonicotinohydrazide abbreviated as NI were synthesized as ligand. Fe (III) and Mn (II) metal complexes of this ligand prepared. Characterization of the ligand and its complexes were made by microanalyses, 1H NMR, 13C NMR, FT-IR and UV–Visible spectroscopy. Cytotoxic, antioxidant and antibacterial activities of these compounds have been evaluated by MTT, DPPH, agar disc diffusion and agar dilution assays, respectively. These new compounds showed high Cytotoxic effect against K562, Jurkat and T47D cell lines. Our results showed that the metal complexes and their ligand, had weak antioxidant potential with RC50 value of 0.394, 0.724 and 1.429 mg/mL, respectively. The Fe (III) complex had the highest cytotoxic effects on K562, Jurkat and T47D with IC50 value of 86.12, 77.86, 118.52, respectively. The Fe (III) complex had the highest antibacterial activity and ligand and Mn (II) complex were in next levels.

References

. Razavi SM, Zarrini G, Zahri S,

Mohammadi S. Biological activity of

Prangos uloptera DC. roots, a

medicinal plant from Iran. Natural

Product Research. 2010;24(9):797-

. Cragg GM, Newman DJ. Plants as a

source of anti-cancer agents.

Journal of ethnopharmacology.

;100(1):72-9.

. Balandrin MF, Klocke JA, Wurtele

ES, Bollinger WH. Natural plant

chemicals: sources of industrial and

medicinal materials. Science.

;228(4704):1154-60.

. Pandey AK, Mishra AK, Mishra A,

Kumar S, Chandra A. Therapeutic

potential of C. Zeylanicum extracts:

an antifungal and antioxidant

perspective. Int J Biol Med Res.

;1(4):228-33.

. Prasad KN, Yang B, Dong X, Jiang

G, Zhang H, Xie H, et al. Flavonoid

contents and antioxidant activities

from< i> Cinnamomum species.

Innovative Food Science &

Emerging Technologies.

;10(4):627-32.

. Lakshmi Sarayu Y. Studies on

GC/MS Spectroscopic Analysis of

some Bioactive Antimicrobial

Compounds from Cinnamomum

zeylanicum. Journal of Medicinal

Plans. 2009;8(31).

. Razavi S, Zarrini G, Zahri S,

Ghasemi K, Mohammadi S.

Biological activity of Crambe

orientalis L. growing in Iran.

Pharmacognosy Research.

;1(3):125.

. Shabani F, Ghammamy S.

Synthesis, characterization and antitumor activity of Ti (IV) and Mn (II)

complexes of N 4 [(E, 2E)-3-Phenyl-

-propenylidene]

isonicotinohydrazide. Der Pharma

Chemica. 2009;1(1):30-6.

. Zu Y, Yu H, Liang L, Fu Y, Efferth T,

Liu X, et al. Activities of ten essential

oils towards Propionibacterium

acnes and PC-3, A-549 and MCF-7

cancer cells. Molecules.

;15(5):3200-10.

. 1Zeytinoglu H, Incesu Z, Tuylu BA,

Turk A, Barutca B. Determination of

genotoxic, antigenotoxic and

cytotoxic potential of the extract

from lichen Cetraria aculeata

(Schreb.) Fr. in vitro. Phytotherapy

Research. 2008;22(1):118-23.

. Unlu M, Ergene E, Unlu GV,

Zeytinoglu HS, Vural N.

Composition, antimicrobial activity

and in vitro cytotoxicity of essential

oil from Cinnamomum zeylanicum

Blume (Lauraceae). Food and

Chemical Toxicology.

;48(11):3274-80.

. Yedjou CG, Moore P, Tchounwou

PB. Dose-and time-dependent

response of human leukemia (HL-

cells to arsenic trioxide

treatment. International journal of

environmental research and public

health. 2006;3(2):136-40.

. Priya Rani M, Venkatesan J, Binilraj

S, Sasidharan I. Antioxidant and

cytotoxic potential of acetone and

methanolic extracts of fresh and dry

barks of cinnamomum zeylanicum

verum: in vitro study. Journal of Cell

and Tissue Research Vol.

;10(1):2131-8.

. Yeh RY, Shiu YL, Shei SC, Cheng

SC, Huang SY, Lin JC, et al.

Evaluation of the antibacterial

activity of leaf and twig extracts of

stout camphor tree,< i>

Cinnamomum kanehirae, and

the effects on immunity and disease

resistance of white shrimp,< i>

Litopenaeus vannamei. Fish &

Shellfish Immunology.

;27(1):26-32.

. Singh BK, Jetley UK, Sharma RK,

Garg BS. Synthesis,

characterization and biological

activity of complexes of 2-hydroxy-3,

-dimethylacetophenoneoxime

(HDMAOX) with copper (II), cobalt

(II), nickel (II) and palladium (II).

Spectrochimica Acta Part A:

Molecular and Biomolecular

Spectroscopy. 2007;68(1):63-73.

. Chang ST, Chen PF, Chang SC.

Antibacterial activity of leaf essential

oils and their constituents from< i>

Cinnamomum osmophloeum.

Journal of ethnopharmacology.

;77(1):123-7.

. Shabani F, Ghammamy S, Mehrani

K, Teimouri MB, Soleimani M,

Kaviani S. Antitumor Activity of 6-

(cyclohexylamino)-1, 3-dimethyl-5

(2-pyridyl) furo [2, 3-d] pyrimidine-2,

(1H, 3H)-dione and Its Ti (IV), Zn

(II), Fe (III), and Pd (II) Complexes

on K562 and Jurkat Cell Lines.

Bioinorganic Chemistry and

Applications. 2009;2008.

. Shabani F, Ghammamy S, Jahazi A,

Siavoshifar F. Anti-tumor activity of

N4 [(E)-1-(2-hydroxyphenyl)

methylidene], N4-[(E)-2-

phenylethylidene], N4 [(E, 2E)-3-

phenyl-2-propenylidene], and N4

[(E) ethylidene] Isonicotinohydrazide

on K562 and jurkat cell lines.

Journal of young pharmacists: JYP.

;2(4):399.

. Shabani F, Ghammamy S.

Synthesis, characterization and antitumour activity of VOF3 and Cu (II)

porphyrine complexes. Der Pharma

Chemica. 2009;1(1):124-9.

. Shabani F, Ali Saghatforoush L,

Ghammamy S. Synthesis,

characterization and anti-tumour

activity of Iron (III) Schiff base

complexes with unsymmetric

tetradentate ligands. Bulletin of the

Chemical Society of Ethiopia.

;24(2).

Downloads

Published

30-06-2012

How to Cite

1.
Taravat Talebi, Pegah Namian, Karimollah Ghasemi Germi, Fahmideh shabani, Armin Talebi, Seyed Reza Mirhafez. Antitumor, antioxidant and antibacterial evaluation of new ligand of cinnemaldehyde and its Fe (III) and Mn (II) complexes. ijp [Internet]. 2012 Jun. 30 [cited 2024 Nov. 23];4(2):248-53. Available from: https://ijp.arjournals.org/index.php/ijp/article/view/170

Issue

Section

Original Research Articles