Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production

被引：13

作者：

Correa, Tais A. ^{[1
]}

Reis, Elaine F. C. ^{[1
,2
]}

Alves, Livia L. ^{[2
]}

Alves, Caio C. S. ^{[2
]}

Castro, Sandra B. R. ^{[2
]}

Dias, Alyria T. ^{[2
]}

Taveira, Aline F. ^{[1
]}

Le Hyaric, Mireille ^{[1
]}

Couri, Mara R. C. ^{[1
]}

Ferreira, Ana P. ^{[2
]}

de Almeida, Mauro V. ^{[1
]}

机构：

[1] Univ Fed Juiz de Fora, ICE, Dept Quim, BR-36036330 Juiz De Fora, MG, Brazil

[2] Univ Fed Juiz de Fora, ICB, Dept Parasitol Microbiol & Imunol, BR-36036330 Juiz De Fora, MG, Brazil

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2010年 / 76卷 / 05期

关键词：

amino alcohols; amphiphilicity; carbohydrate; cytotoxicity; nitric oxide production; NITRIC-OXIDE; MACROPHAGES; DIAMINES;

D O I：

10.1111/j.1747-0285.2010.01026.x

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

This work reports the preparation of several amino alcohols condensed with d-arabinose, d-glucose, and d-galactose derivatives. These compounds were evaluated in vitro for their cytotoxicity and ability to decrease nitric oxide production in J774A.1 cells. Arabinofuranoside derivatives 5a, 5b and 5c showed a significant inhibition of nitric oxide production (> 80% at 5 mu g/mL), while the galactopyranoside derivative 8d showed a notable nitric oxide inhibitory activity (126% at 0.5 mu g/mL).

引用

页码：451 / 456

页数：6

共 14 条

[1]

Relationship between structure and antibacterial activity of lipophilic N-acyldiamines [J].

de Almeida, Camila G. ;

Garbois, Gabriela D. ;

Amaral, Lorena M. ;

Diniz, Claudio C. ;

Le Hyaric, Mireille .

BIOMEDICINE & PHARMACOTHERAPY, 2010, 64 (04) :287-290

[2]

Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents [J].

de Almeida, Mauro Vieira ;

Le Hyaric, Mireille ;

Amarante, Giovanni Wilson ;

Silva Lourenco, Maria Cristina ;

Lima Brandao, Marcelo Luiz .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (08) :1076-1083

[3]

Synthesis of platinum complexes from sugar derivatives [J].

De Almeida, MV ;

Cesar, ET ;

Fontes, APS ;

Felicio, EDA .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 2000, 19 (03) :323-329

[4]

Synthesis and evaluation of some lipidic aminoalcohols and diamines as immunomodulators [J].

del Olmo, Esther ;

Plaza, Alvaro ;

Muro, Antonio ;

Martinez-Fernandez, Antonio R. ;

Nogal-Ruiz, Juan J. ;

Lopez-Perez, Jose L. ;

San Feliciano, Arturo .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (23) :6091-6095

[5]

SOME ASPECTS OF REGIOSELECTIVE, STEREOSELECTIVE, AND CHEMOSELECTIVE REACTIONS IN CARBOHYDRATE-CHEMISTRY [J].

GAREGG, PJ .

PURE AND APPLIED CHEMISTRY, 1984, 56 (07) :845-858

[6]

Innate immune recognition [J].

Janeway, CA ;

Medzhitov, R .

ANNUAL REVIEW OF IMMUNOLOGY, 2002, 20 :197-216

[7]

Synthesis and antimycobacterial activities of glycosylated amino alcohols and amines [J].

Katiyar, D ;

Tiwari, VK ;

Tewari, N ;

Verma, SS ;

Sinha, S ;

Gaikwad, A ;

Srivastava, A ;

Chaturvedi, V ;

Srivastava, R ;

Srivastava, BS ;

Tripathi, RP .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (04) :351-360

[8]

Inhibitors from the rhizomes of Alpinia officinarum on production of nitric oxide in lipopolysaccharide-activated macrophages and the structural requirements of diarylheptanoids for the activity [J].

Matsuda, H ;

Ando, S ;

Kato, T ;

Morikawa, T ;

Yoshikawa, M .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (01) :138-142

[9]

Altering the glycosylation pattern of bioactive compounds [J].

Méndez, C ;

Salas, JA .

TRENDS IN BIOTECHNOLOGY, 2001, 19 (11) :449-456

[10]

Synthesis and Immunosuppressive Activity of Lipophilic Amino Alcohols and Diamines [J].

Reis, Elaine F. C. ;

Junior, Celso O. R. ;

Alves, Livia L. ;

Ferreira, Ana Paula ;

de Almeida, Mauro V. .

CHEMICAL BIOLOGY & DRUG DESIGN, 2008, 72 (06) :596-598

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