Synthesis and anti-HIV-1 activity of new conjugates of 18β- and 18α-glycyrrhizic acids with aspartic acid esters

被引：20

作者：

Baltina, L. A., Jr. ^{[1
]}

Chistoedova, E. S. ^{[1
]}

Baltina, L. A. ^{[1
]}

Kondratenko, R. M. ^{[2
]}

Plyasunova, O. A. ^{[3
]}

机构：

[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Russia

[2] Bashkir State Med Univ, Ufa 450000, Russia

[3] State Sci Ctr Vector, Koltsov, Novosibirsk Obl, Russia

来源：

CHEMISTRY OF NATURAL COMPOUNDS | 2012年 / 48卷 / 02期

关键词：

glycyrrhizic acid; conjugates; aspartic acid; anti-HIV-1; activity; GLYCYRRHIZIC ACID; DERIVATIVES;

D O I：

10.1007/s10600-012-0217-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New conjugates of 18 beta- and 18 alpha-glycyrrhizic acids (GAs) each containing two di- or alpha-methyl esters of L-aspartic acid in the carbohydrate part of the glycosides were synthesized by the activated ester method using the N-hydroxysuccinimide (HOSu) and N,N'-dicyclohexylcarbodiimide. It was found that the conjugate of 18 beta-GA with Asp(OMe)(OMe) (4) at a concentration of 250 mu g/mL inhibited effectively RT of HIV-1 and the accumulation of virus antigen p24 in MT-4 cell culture (95-97 %) and protected cells from the cytopathogenic action of the virus.

引用

页码：262 / 266

页数：5

共 14 条

[1]

[Anonymous], 2005, RUSS THER HDB

[2]

[Anonymous], 1961, CHEM AMINO ACIDS

[3]

Baltina Jr L. A., 2009, BIOORG KHIM, V35, P563

[4]

Baltina Jr. L. A., 2006, KHIM PRIR SOEDIN, P437

[5]

Baltina L. A., 2009, KHIM FARM ZH, V45, P3

[6]

Ford, 1972, CHEM COMPANION

[7] Glycyrrhizin and Glycyrrhetic Acid: Scaffolds to Promising New Pharmacologically Active Compounds [J].

Graebin, Cedric S. ;

Verli, Hugo ;

Guimaraes, Jorge A. .

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2010, 21 (09) :1595-1615

[8] Antiviral activity of glycyrrhizic acid derivatives against SARS - Coronavirus [J].

Hoever, G ;

Baltina, L ;

Michaelis, M ;

Kondratenko, R ;

Baltina, L ;

Tolstikov, GA ;

Doerr, HW ;

Cinatl, J .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (04) :1256-1259

[9]

Kondratenko R. M., 2004, Bioorganicheskaya Khimiya, V30, P61

[10]

Kondratenko R M, 2006, Bioorg Khim, V32, P660

← 1 2 →