Synthesis and biological activity of Pd(II) and Cu(II) complexes with acylhydrazones of usnic acid

Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry

Volumn 34, Issue 1, 2004, Pages 101-113

  Natić, Maja ^a   Tešić, Živoslav ^a   Andelković, Katarina ^a   Brčeski, Ilija ^a   Radulović, Siniša ^b   Manić, Sandra ^b   Sladić, Dušan ^a  

^a UNIVERSITY OF BELGRADE   (Serbia)

^b INSTITUTE FOR ONCOLOGY AND RADIOLOGY OF SERBIA   (Serbia)

Author keywords

Biological activity; Cu(II) complex; Pd(II) complex; Synthesis; Usnic acid

Indexed keywords

(USNIC ACID 11 OCTANOYLHYDRAZONO)(ETHANOL)PALLADIUM; (USNIC ACID 11 OCTANOYLHYDRAZONO)(ETHYLMETHYL KETONE)COPPER; (USNIC ACID 11 OXAMOYLHYDRAZONO)(TETRAHYDROFURAN)COPPER; (USNIC ACID 11 THIOSEMICARBAZONO)(ETHANOL)PALLADIUM; (USNIC ACID 11 THIOSEMICARBAZONO)(ETHYLMETHYL KETONE)COPPER; 3 (4,5 DIMETHYL 2 THIAZOLYL) 2,5 DIPHENYLTETRAZOLIUM BROMIDE; ALCOHOL; ANTIINFECTIVE AGENT; ANTINEOPLASTIC AGENT; COPPER COMPLEX; HYDRAZONE DERIVATIVE; PALLADIUM COMPLEX; UNCLASSIFIED DRUG; USNIC ACID; USNIC ACID 11 (ISONICOTINOYLHYDRAZONE); USNIC ACID 11 (OCTANOYLHYDRAZONE); USNIC ACID 11 (OXAMOYLHYDRAZONE); USNIC ACID 11 (THIOSEMICARBAZONE);

ANTIBACTERIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; ASPERGILLUS NIGER; BACILLUS SUBTILIS; BACTERIUM CULTURE; BINDING SITE; CARBON NUCLEAR MAGNETIC RESONANCE; COLORIMETRY; COMPLEX FORMATION; CONTROLLED STUDY; CYTOTOXICITY; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ESCHERICHIA COLI; HELA CELL; HUMAN; HUMAN CELL; IC 50; INFRARED SPECTROSCOPY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; PSEUDOMONAS AERUGINOSA; STRUCTURE ANALYSIS; UTERINE CERVIX CARCINOMA;

EID: 1642396487     PISSN: 00945714     EISSN: None     Source Type: Journal    
DOI: 10.1081/SIM-120027320     Document Type: Article

References (17)

1. Sladic, D.; Beljanski, V.; Prelesnik, B.; Bogdanovic, G.; Ivanovic, I.; Andjelkovic, K. Preparation, crystal structure and antibacterial activity of condesation products of usnic acid and acyl hydrazides. J. Serb. Chem. Soc. 1998, 63, 171-182.
2. Sladic, D.; Beljanski, V.; Prelesnik, B.; Bogdanovic, G.; Ivanovic, I.; Andjelkovic, K. Preparation, crystal structure and antibacterial activity of condesation products of usnic acid and acyl hydrazides. Chem. Abstr. 1998, 128, 270455z.
3. Beljanski, V.; Andjelkovic, K.; Poleti, D.; Tesic, Z.; Brceski, I.; Sladic, D. Copper (II) complexes of usnic acid condensation products and their antibacterial activities. Synth. React. Inorg. Met.-Org. Chem. 1998, 28, 1607-1617.
4. Cocchietto, M.; Skert, N.; Nimis, P.L.; Sava, G. A review on usnic acid, an interesting natural compound. Naturw 2002, 89, 137-146.
5. Scirpa, P.; Scambia, G.; Masciullo, V.; Battaglia, F.; Foti, E.; Lopez, R.; Villa, P.; Malecore, M.; Mancuso, S. A zinc sulphate and usnic acid preparation used as post-surgical adjuvant therapy in genital lesion by human papillomavirus. Minerva Ginecol. 1999, 51, 255-260.
6. Kumar, S.; Muller, K. Lichen Metabolites. 2. Antiproliferative and cytotoxic activity of gyrophoric, usnic and difractic acid on human keratinocyte growth. J. Nat. Prod. 1999, 626, 821-823.
7. Emmerich, R.; Giez, I.; Lange, O.L.; Proksch, P. Toxicity and antifeedant activity of lichen compounds against the polyphagous herbivorous insect Spodoptera littoralis. Phytochemistry 1993, 33, 1389-1394.
8. Romagni, J.G.; Meazza, G.; Nanayakkara, N.P.D.; Dayan, F.E. The phytotoxic lichen metabolite, usnic acid, is a potent inhibitor of plant p-hydroxyphenylpyruvate dioxygenase. FEBS Lett. 2000, 480, 301-305.
9. Takani, M.; Yajima, T.; Masuda, H.; Yamauchi, O. Spetroscopic and structural characterization of copper(II) and palladium(II) complexes of a lichen substance usnic acid and its derivatives. Possible forms of environmental metals retained in lichens. J. Inorg. Biochem. 2002, 91, 139-150.
10. Takai, M.; Uehara, Y.; Beisler, J. Usnic acid derivatives as potential antineoplastic agents. J. Med. Chem. 1979, 11, 1380-1384.
11. Proksa, B.; Proksova, A. Preparation and antineoplastic activity of acylhydrazones of R-and S-usnic acid. Ceska Slov. Farm. 1999, 48, 233-236.
12. Proksa, B.; Sturdikova, M.; Pronayova, N.; Liptaj, T. (-)-Usnic acid and its derivatives. Their inhibition of fungal growth and enzyme activity. Pharmazie 1996, 51, 195-196.
13. Pinedo, H.M.; Schornagel, J.H. Non-platinum metal complexes. In Platinum and Other Metal Coordination Compounds; Cancer Chemotherapy 2; Pinedo, H.M., Schornagel, J.H., Eds.; Plenum Press: New York, 1996; 253-268.
14. Casas, J.M.; Martin, A. Simple preparation of palladium(II) complexes and determination of their structures by infrared spectroscopy. J. Chem. Educ. 1997, 74 (11), 1327-1328.
15. Pin, Y.; Xiaoping, Z. Synthesis and characterization of new chromium (III), vanadium(IV), and titanium(III) complexes with biologically active isonicotinic acid hydrazide. J. Inorg. Biochem. 1989, 37, 61-68.
16. Harawa, F.; Tahara, S.; Towers, G.H.N. Antifungal nitro compounds from skunk cabbage (Lysichitum americanum) leaves treated with cupric chloride. Phytochemistry 2000, 53, 55-58.
17. Marshall, N.J.; Goodwin, C.J.; Holt, S.J. A critical assesment of the use of microculture tetrazolium assay to measure cell growth and function. Growth Regulation 1995, 5, 69.