PMID- 17920342
OWN - NLM
STAT- MEDLINE
DCOM- 20080130
LR  - 20131121
IS  - 1570-0232 (Print)
IS  - 1570-0232 (Linking)
VI  - 859
IP  - 1
DP  - 2007 Nov 1
TI  - Purification and identification of antiviral components from Laggera pterodonta 
      by high-speed counter-current chromatography.
PG  - 119-24
AB  - Although Laggera pterodonta, a folk medicine has been widely used for several 
      centuries as an antiviral agent, there have been no studies to identify its 
      antiviral components. A bioassay-guided phytochemical examination of L. 
      pterodonta disclosed that its aqueous extract, which was made up of three 
      dicaffeoylquinic acids showed significant inhibitory activity of virus 
      replication. Then a simple and efficient preparative high-speed counter-current 
      chromatography (HSCCC) method was successfully established by using ethyl 
      acetate-n-butanol-water (3:2:5, v/v) as the two-phase solvent system to isolate 
      and purify three bioactive dicaffeoylquinic acids, 3,5-O-dicaffeoylquinic acid, 
      3,4-O-dicaffeoylquinic acid and 4,5-O-dicaffeoylquinic acid. The flow rate was 
      1.5 ml/min and revolution speed was 800 rpm. The isolation was done in less than 
      6h, and 34.6 mg of 3,5-O-dicaffeoylquinic acid, 29.4 mg of 3,4-O-dicaffeoylquinic 
      acid and 27.1mg of 4,5-O-dicaffeoylquinic acid was yielded from 600 mg of the 
      crude sample in one-step separation with the purity of 98.3%, 96.7% and 96.2%, 
      respectively, as determined by high-performance liquid chromatography (HPLC). The 
      structures of these three bioactive dicaffeoylquinic acids were identified by 
      ultraviolet (UV), electrospray ionization mass spectrometry (ESI-MS), proton 
      nuclear magnetic resonance ((1)H NMR) and carbon-13 nuclear magnetic resonance 
      (13C NMR). In the antiviral experiment, three dicaffeoylquinic acids all showed 
      significant inhibitory activity against herpes simplex virus-1 (HSV-1), herpes 
      simplex virus-2 (HSV-2) and influenza viruses A (IVA) in vitro with high 
      selectivity indexes. However, among the three compounds, 3,5-O-dicaffeoylquinic 
      acid and 4,5-O-dicaffeoylquinic acid were the more active than 
      3,4-O-dicaffeoylquinic acid against HSV-1, HSV-2 and IVA. This study demonstrated 
      a direct link between the antiviral activity of L. pterodonta and the three 
      dicaffeoylquinic acids.
FAU - Shi, Shuyun
AU  - Shi S
AD  - School of Chemistry and Chemical Engineering, Central South University, Changsha 
      410083, China. shuyshi@gmail.com
FAU - Huang, Kelong
AU  - Huang K
FAU - Zhang, Yuping
AU  - Zhang Y
FAU - Zhao, Yu
AU  - Zhao Y
FAU - Du, Qizhen
AU  - Du Q
LA  - eng
PT  - Journal Article
DEP - 20070919
PL  - Netherlands
TA  - J Chromatogr B Analyt Technol Biomed Life Sci
JT  - Journal of chromatography. B, Analytical technologies in the biomedical and life 
      sciences
JID - 101139554
RN  - 0 (Antiviral Agents)
RN  - 0 (caffeoylquinic acid)
RN  - 058C04BGYI (Quinic Acid)
SB  - IM
MH  - Antiviral Agents/*chemistry/*isolation & purification
MH  - Asteraceae/*chemistry
MH  - Chromatography, High Pressure Liquid
MH  - Countercurrent Distribution/*methods
MH  - Herpesvirus 1, Human/drug effects
MH  - Herpesvirus 2, Human/drug effects
MH  - Influenza A virus/drug effects
MH  - Magnetic Resonance Spectroscopy
MH  - Quinic Acid/analogs & derivatives/chemistry/isolation & purification
EDAT- 2007/10/09 09:00
MHDA- 2008/01/31 09:00
CRDT- 2007/10/09 09:00
PHST- 2007/07/06 00:00 [received]
PHST- 2007/09/10 00:00 [revised]
PHST- 2007/09/11 00:00 [accepted]
PHST- 2007/10/09 09:00 [pubmed]
PHST- 2008/01/31 09:00 [medline]
PHST- 2007/10/09 09:00 [entrez]
AID - S1570-0232(07)00661-7 [pii]
AID - 10.1016/j.jchromb.2007.09.016 [doi]
PST - ppublish
SO  - J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Nov 1;859(1):119-24. doi: 
      10.1016/j.jchromb.2007.09.016. Epub 2007 Sep 19.