STUDY OF THE STRUCTURE-ACTIVITY RELATIONSHIPS OF PARABENS: A PRACTICAL CLASS

被引：0

作者：

Fernandes, Joao Paulo dos Santos ^{[1
]}

Savino, Giovanna ^{[1
]}

Goncalves Amarante, Andre Cortinas ^{[1
]}

de Sousa, Milena Rodrigues ^{[2
]}

da Silva, Geane Ramos ^{[2
]}

Cianciulli, Maria Eliza ^{[3
]}

Correa, Michelle Fidelis ^{[4
]}

Ferrarini, Marcio ^{[4
]}

机构：

[1] Univ Presbiteriana Mackenzie, Ctr Ciencias Biol & Saude, BR-01302907 Sao Paulo, Brazil

[2] Univ Camilo Castelo Branco, BR-08230030 Sao Paulo, Brazil

[3] Univ Grande, ABC, BR-09080501 Santo Andre, SP, Brazil

[4] Ctr Univ Sao Camilo, BR-04263100 Sao Paulo, Brazil

来源：

QUIMICA NOVA | 2013年 / 36卷 / 06期

关键词：

parabens; drug synthesis; SAR;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Parabens are p-hydroxybenzoic acid esters widely used as preservatives. With the aim of teaching the structure-activity relationships (SAR) knowledge in a practical form, this paper proposed a practical class to view the SAR of parabens as antimicrobial agents. Methyl, ethyl, n-propyl, isopropyl and isopentyl paraben compounds were synthesized and their respective antimicrobial activities were assessed through determination of minimum inhibitory concentrations (MIC) against Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922 stains. With the MIC values, it was possible to verify theircorrelation with calculated lipophilicity (ClogP). This method can be applied in practical Medicinal Chemistry classes.

引用

页码：890 / 893

页数：4

共 19 条

[1]

[Anonymous], 1992, APPL ORGANOMET CHEM

[2]

Aulton M. E., 2005, DELINEAMENTO DE FORM

[3]

Chemaxon Ltd, 2010, MARVINBEANS VERSION

[4]

Clinical and Laboratory Standards Institute, 2006, METHODS FOR DILUTION

[5]

Crum-Brown A., 1869, Trans. Roy. Soc. Edinburgh, V25, P693, DOI [DOI 10.1017/S0080456800035377, 10.1017/S0080456800035377]

[6]

Fischer E., 1895, BER DTSCH CHEM GES, V28, P3252, DOI DOI 10.1002/CBER.189502803176

[7] FUNCTION OF LIPOPHILIC ACIDS AS ANTIMICROBIAL FOOD ADDITIVES [J].

FREESE, E ;

SHEU, CW ;

GALLIERS, E .

NATURE, 1973, 241 (5388) :321-325

[8]

Fukahori M, 1996, CHEM PHARM BULL, V44, P1567

[9] The membrane lateral pressure-perturbing capacity of parabens and their effects on the mechanosensitive channel directly correlate with hydrophobicity [J].

Kamaraju, Kishore ;

Sukharev, Sergei .

BIOCHEMISTRY, 2008, 47 (40) :10540-10550

[10] COMPUTER AUTOMATED LOG P CALCULATIONS BASED ON AN EXTENDED GROUP-CONTRIBUTION APPROACH [J].

KLOPMAN, G ;

LI, JY ;

WANG, SM ;

DIMAYUGA, M .

JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1994, 34 (04) :752-781

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