New and facile method of preparation of the anti-HIV-1 agent,
1,3-dicaffeoylquinic acid

J 2001

New and facile method of preparation of the anti-HIV-1 agent, 1,3-dicaffeoylquinic acid

SLANINA, Jiří, Eva TÁBORSKÁ, Hana BOCHOŘÁKOVÁ, Iva SLANINOVÁ, Otakar HUMPA et. al.

Basic information

Original name

New and facile method of preparation of the anti-HIV-1 agent, 1,3-dicaffeoylquinic acid

Name in Czech

Nová a snadná metoda přípravy anti-HIV-1 činidla, 1,3-dicaffeoylchinové kyseliny

Authors

SLANINA, Jiří (203 Czech Republic, guarantor), Eva TÁBORSKÁ (203 Czech Republic), Hana BOCHOŘÁKOVÁ (203 Czech Republic), Iva SLANINOVÁ (203 Czech Republic), Otakar HUMPA (203 Czech Republic), W. Edward ROBINSON and Karl H. SCHRAM

Edition

Tetrahedron Letters, Oxford, Pergamon - Elsevier Science, 2001, 0040-4039

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

Impact factor

Impact factor: 2.280

RIV identification code

RIV/00216224:14110/01:00004264

Organization unit

Faculty of Medicine

UT WoS

000168404000036

Keywords in English

Antivirals; biologically active compounds; isomerisation; phenolics; tannins

Abstract

ORIG CZ

V originále

A facile and inexpensive preparation of 1,3-dicaffeoylquinic acid (cynarin) from the leaves Cynara cardunculus L. (Asteraceae) without the use any chromatographic steps is described. The procedure was based on separation of the fraction rich in 1,5-dicaffeoylquinic acid, isomerisation of 1,5-dicaffeoylquinic acid to cynarin and, owing to its higher polarity, the simple isolation of cynarin from the reaction mixture. Cynarin inhibited HIV-1 replication in MT-2 cell culture at nontoxic concentrations similar to other previously tested dicaffeoylquinic acids, which have been recently established as a potent and highly selective class of HIV-1 integrase inhibitors.

In Czech

Nová a snadná metoda přípravy anti-HIV-1 činidla, 1,3-dicaffeoylchinové kyseliny je popsána

Links

GA303/00/D062, research and development project

Name: Biologická dostupnost a mechanismus antioxidačního účinku fenolických kyselin a lignanů

Investor: Czech Science Foundation, Bioavailability and mechanism of antioxidant activity of phenolic acids and lignans

Citovat

SLANINA, Jiří, Eva TÁBORSKÁ, Hana BOCHOŘÁKOVÁ, Iva SLANINOVÁ, Otakar HUMPA, W. Edward ROBINSON and Karl H. SCHRAM. New and facile method of preparation of the anti-HIV-1 agent, 1,3-dicaffeoylquinic acid. Tetrahedron Letters. Oxford: Pergamon - Elsevier Science, 2001, vol. 42, No 19, p. 3383-6767. ISSN 0040-4039.

@article{365191,
   author = {Slanina, Jiří and Táborská, Eva and Bochořáková, Hana and Slaninová, Iva and Humpa, Otakar and Robinson, W. Edward and Schram, Karl H.},
   article_location = {Oxford},
   article_number = {19},
   keywords = {Antivirals; biologically active compounds; isomerisation; phenolics; tannins},
   language = {eng},
   issn = {0040-4039},
   journal = {Tetrahedron Letters},
   title = {New and facile method of preparation of the anti-HIV-1 agent, 1,3-dicaffeoylquinic acid},
   volume = {42},
   year = {2001}
}

TY  - JOUR
ID  - 365191
AU  - Slanina, Jiří - Táborská, Eva - Bochořáková, Hana - Slaninová, Iva - Humpa, Otakar - Robinson, W. Edward - Schram, Karl H.
PY  - 2001
TI  - New and facile method of preparation of the anti-HIV-1 agent, 1,3-dicaffeoylquinic acid
JF  - Tetrahedron Letters
VL  - 42
IS  - 19
SP  - 3383
EP  - 3383
PB  - Pergamon - Elsevier Science
SN  - 00404039
KW  - Antivirals
KW  - biologically active compounds
KW  - isomerisation
KW  - phenolics
KW  - tannins
N2  - A facile and inexpensive preparation of 1,3-dicaffeoylquinic acid (cynarin) from the leaves Cynara cardunculus L. (Asteraceae) without the use any chromatographic steps is described. The procedure was based on separation of the fraction rich in 1,5-dicaffeoylquinic acid, isomerisation of 1,5-dicaffeoylquinic acid to cynarin and, owing to its higher polarity, the simple isolation of cynarin from the reaction mixture. Cynarin inhibited HIV-1 replication in MT-2 cell culture at nontoxic concentrations similar to other previously tested dicaffeoylquinic acids, which have been recently established as a potent and highly selective class of HIV-1 integrase inhibitors.
ER  -

SLANINA, Jiří, Eva TÁBORSKÁ, Hana BOCHOŘÁKOVÁ, Iva SLANINOVÁ, Otakar HUMPA, W. Edward ROBINSON and Karl H. SCHRAM. New and facile method of preparation of the anti-HIV-1 agent, 1,3-dicaffeoylquinic acid. \textit{Tetrahedron Letters}. Oxford: Pergamon - Elsevier Science, 2001, vol.~42, No~19, p.~3383-6767. ISSN~0040-4039.

Detailed Information on Publication Record