Phosphorohydrazines of 4-oxo-4H-1-benzopyran and 1-benzopyran-2,4-dione exhibit antitumor activity against L1210 leukemia

Pharmazie

Volumn 59, Issue 9, 2004, Pages 731-732

  Nawrot Modranka, J ^a   Ochocki, Justyn ^a   Graczyk, J ^a  

^a MEDICAL UNIVERSITY OF LODZ   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

3 [(DIMETHOXYTHIOPHOSPHORYL) 2 METHYLHYDRAZINO]METHYLIDENE] 3,4 DIHYDRO 2H 1 BENZOPYRAN 2,4 DIONE; 3 [[(2 DIETHOXYTHIOPHOSPHORYL) 2 METHYLHYDRAZINO]CARBONYL] 3,4 DIHYDRO 4H 1 BENZOPYRAN 4 ONE; 3 [[(2 DIPHENOXYTHIOPHOSPHORYL)HYDRAZONO]METHYL] 4H 1 BENZOPYRAN 4 ONE; 4 HYDROXYCOUMARIN; ANTILEUKEMIC AGENT; ANTINEOPLASTIC AGENT; BENZOPYRAN DERIVATIVE; CHROMONE DERIVATIVE; HYDRAZINE DERIVATIVE; PHOSPHOROHYDRAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG SCREENING; DRUG STRUCTURE; LEUKEMIA; LYMPHATIC LEUKEMIA; MALE; MOUSE; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTINEOPLASTIC AGENTS; CHROMONES; HYDRAZINES; LETHAL DOSE 50; LEUKEMIA L1210; MICE; MICE, INBRED BALB C; MICE, INBRED DBA; NEOPLASM TRANSPLANTATION; ORGANOPHOSPHORUS COMPOUNDS;

EID: 4644314916     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (14)

1. Cates LA, Lemke TL (1974) Phosphorus-nitrogen compounds XVIII: Hydrazides and thiosemicarbazides. J Pharm Sci 63: 1736-1739.
2. Deichmann WB, Le Blance TJ (1943) Determination of the approximate lethal dose with about six animals. J Industr Hyg Toxicol 25: 415-417.
3. Geran RI, Greeberg NH, MacDonald MM, Schumacher AM, Abbott BJ (1972) Protocols for screening chemical agents and natural products against animal tumours and other biological systems. Cancer Chemother Rep 3(2): 1-103.
4. Jimenez-Orozco FAJ, Lopez-Gonzales JS, Nieto-Rodriguez A, Velasco-Velazquez MA, Molina-Guarneros JA, Mendoza-Patino N, Garcia-Mondragon MJ, Elizalde-Galvan P, Leon-Cedeno F, Mandoki JJ (2001) Decrease of cyclin D1 in the human lung adenocarcinoma cell line A-427 by 7-hydroxycoumarin. Lung Cancer 34: 185-194.
5. Kawase M, Varu B, Shah A, Motohashi N, Tani S, Saito S, Debnath S, Mahapatra S, Dastidar SG, Chakrabarty AN (2001) Antimicrobial activity of new coumarin derivatives. Arzneim-Forsch. Drug Res 51: 67-71.
6. Kayser O, Kolodziej H (1999) Antibacterial activity of simple coumarins: structural requirements for biological activity. Z Naturforsch 54c: 169-174.
7. Kostka K, Modranka R, Szadowska A, Graczyk J, Orszulak D (1994) The first general synthesis of phosphonic derivatives of 4-oxo-4H-1- and 2H-1-benzopyrans with pharmacological activity. Eur J Pharm Sci 2: 143.
8. Mao PCh, Mouscadet JF, Leh H, Auclair Ch, Hsu LY (2002) Chemical modification of coumarin dimer and HIV-1 integrase inhibitory activity. Chem Pharm Bull 50: 1634-1637.
9. Nawrot-Modranka J, Kostka K (1995) Investigation in the chromone series. Part XXIII. Reactivity of the esters of 4-oxo-4H-1-benzopyran-2- and 3-carboxylic acid with diphenylphosphoro- and diphenylthiophosphorohydrazide. Pol J Chem 69: 1250-1256.
10. Rybarczyk AJ, Olszak TA, Małecka M, Nawrot-Modranka J (1999) X-ray investigations of benzopyran derivatives substituted at position 3. Acta Cryst. C55: 1313-1315.
11. Rybarczyk-Pirek AJ, Grabowski SJ, Małecka M, Nawrot-Modranka J (2002a) Crystal and molecular structures of new chromone derivatives as empirical evidence of intramolecular proton transfer reaction; ab initio studies of intramolecular H-bonds in enaminones. J. Phys. Chem. A106: 11956-11962.
12. Rybarczyk-Pirek AJ, Małecka M, Grabowski SJ, Nawrot-Modranka J (2002b) A benzopyran derivative substituted at position 3. Acta Cryst C58: 405-406.
13. Rybarczyk-Pirek AJ, Grabowski SJ, Nawrot-Modranka J (2003) Bifurcated hydrogen bonds in crystal structures of new phosphorochromone derivatives. J Phys Chem A107: 9232-9239.
14. Valenti P, Fabbri G, Rampa A, Bisi A, Gobbi S, Da Re P, Carrara M, Sgevano A, Cima L (1996) Synthesis and antitumor activity of some analogues of flavone acetic acid. Anti-Cancer Drug Design 11: 243-252.