ENZYMATIC-SYNTHESIS OF BUTYRYL-RUTIN ESTER IN ORGANIC-SOLVENTS AND ITS CYTOGENETIC EFFECTS IN MAMMALIAN-CELLS IN CULTURE

被引:31
作者
KODELIA, G
ATHANASIOU, K
KOLISIS, FN
机构
[1] NATL TECH UNIV ATHENS, DEPT CHEM ENGN, DIV 4, GR-15700 ATHENS, GREECE
[2] ARISTOTELIAN UNIV THESSALONIKI, SCH EDUC, GR-54006 THESSALONIKI, GREECE
关键词
ENZYMATIC CATALYSIS IN ORGANIC SOLVENTS; RUTIN; FLAVONOIDS; MICRONUCLEI; CYTOGENETIC EFFECTS;
D O I
10.1007/BF02779657
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Enzymic acylation of a flavonoid, rutin, with trichloroethylbutyrate (TCEB) has been performed by subtilisin protease in anhydrous pyridine solution. The addition of a hydrophobic compound on rutin is expected to change the hydrophilic/hydrophobic balance of the molecule, giving new properties to this compound. This work aimed at investigating the various cytological properties of the rutin-ester and compared them with those of the native molecule. No difference in the levels of sister chromosomes exchange (SCE) between rutin and rutin-ester treated cells at doses varying from 25 to 200 mu g/mL was found. On the contrary impressive difference in the induced frequency of micronuclei (MN) between rutin and rutin ester treated cells was observed, for example, at a dose of 100 mu g/mL of rutin were 3.5% MN counted, whereas for a similar dose treatment with rutin-ester a frequency of 8% of MN was found. The fact that rutin-ester is causing significantly higher levels of MN than the rutin alone can be considered as a manifestation of a higher action of the agent on the chromosome owing to its easier penetration in to the cell after its esterification.
引用
收藏
页码:205 / 212
页数:8
相关论文
共 28 条
[1]  
[Anonymous], 1983, IARC MONOGRAPHS EVAL, V31
[2]   METSOVO-TREMOLITE ASBESTOS FIBERS - INVITRO EFFECTS ON MUTATION, CHROMOSOME ABERRATION, CELL-TRANSFORMATION AND INTERCELLULAR COMMUNICATION [J].
ATHANASIOU, K ;
CONSTANTOPOULOS, SH ;
RIVEDAL, E ;
FITZGERALD, DJ ;
YAMASAKI, H .
MUTAGENESIS, 1992, 7 (05) :343-347
[3]   A REVIEW OF THE GENETIC-EFFECTS OF NATURALLY-OCCURRING FLAVONOIDS, ANTHRAQUINONES AND RELATED-COMPOUNDS [J].
BROWN, JP .
MUTATION RESEARCH, 1980, 75 (03) :243-277
[4]   SISTER CHROMATID EXCHANGE AS AN INDICATOR OF MUTAGENESIS [J].
CARRANO, AV ;
THOMPSON, LH ;
LINDL, PA ;
MINKLER, JL .
NATURE, 1978, 271 (5645) :551-553
[5]   GENETIC-EFFECTS OF THE FLAVONOLS QUERCETIN, KAEMPFEROL, AND GALANGIN ON CHINESE-HAMSTER OVARY CELLS-INVITRO [J].
CARVER, JH ;
CARRANO, AV ;
MACGREGOR, JT .
MUTATION RESEARCH, 1983, 113 (01) :45-60
[6]   CHEMOSELECTIVE ENZYMATIC MONOACYLATION OF BIFUNCTIONAL COMPOUNDS [J].
CHINSKY, N ;
MARGOLIN, AL ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :386-388
[7]   PRODUCTION OF MICRONUCLEI FROM CHROMOSOME-ABERRATIONS IN IRRADIATED CULTURES OF HUMAN LYMPHOCYTES [J].
COUNTRYMAN, PI ;
HEDDLE, JA .
MUTATION RESEARCH, 1976, 41 (2-3) :321-331
[8]   ENZYME-MEDIATED REGIOSELECTIVE ACYLATIONS OF FLAVONOID DISACCHARIDE MONOGLYCOSIDES [J].
DANIELI, B ;
DEBELLIS, P ;
CARREA, G ;
RIVA, S .
HELVETICA CHIMICA ACTA, 1990, 73 (07) :1837-1844
[9]   ENZYME MEDIATED ACYLATION OF FLAVONOID MONOGLYCOSIDES [J].
DANIELI, B ;
DEBELLIS, P ;
CARREA, G ;
RIVA, B .
HETEROCYCLES, 1989, 29 (11) :2061-2064
[10]   MODIFYING ROLE OF DIETARY FACTORS ON THE MUTAGENICITY OF AFLATOXIN-B1 - INVITRO EFFECT OF PLANT FLAVONOIDS [J].
FRANCIS, AR ;
SHETTY, TK ;
BHATTACHARYA, RK .
MUTATION RESEARCH, 1989, 222 (04) :393-401