Four di-O-caffeoyl quinic acid derivatives from propolis. Potent hepatoprotective activity in experimental liver injury models

Biological & Pharmaceutical Bulletin
P BasnetT Namba

Abstract

The water extract of propolis (PWE) showed a strong hepatoprotective activity against CCl4-toxicity in rats and D-galactosamine (GalN)/lipopolysaccharide (LPS)-induced liver injury in mice. The PWE also showed a significant hepatoprotective activity against CCl4-induced liver cell injury in cultured rat hepatocytes. The in vitro hepatoprotective activity guided fractionation and chemical analysis led to the isolation of four dicaffeoyl quinic acid derivatives from the PWE. The structure of these isolates was determined to be methyl 3,4-di-O-caffeoyl quinate (1), 3,4-di-O-caffeoyl quinic acid (2), methyl 4,5-di-O-caffeoyl quinate (3), and 3,5-di-O-caffeoyl quinic acid (4) by spectroscopic methods. These compounds were more potent hepatoprotective agents than glycyrrhizin at a concentration of 10 micrograms/ml and 1 was the most potent among the four compounds in the cultured hepatocytes. Quinic acid (5) alone did not show hepatoprotective effects in cultured rat hepatocytes against CCl4-toxicity. On the other hand, chlorogenic acid (6) or caffeic acid alone was found to be less potent than the dicaffeoyl quinic acid derivatives.

Citations

Jun 6, 2013·Evidence-based Complementary and Alternative Medicine : ECAM·Viviane Cristina ToretiYong Kun Park
Jun 13, 2014·Journal of Medicinal Food·Remya Mohanraj, Subha Sivasankar
Feb 27, 2009·BMC Complementary and Alternative Medicine·Yoshimi NakajimaHideaki Hara
Jan 15, 2014·Evidence-based Complementary and Alternative Medicine : ECAM·Hiromi MuraseHideaki Hara
Mar 14, 2002·Journal of Ethnopharmacology·Arjun H BanskotaShigetoshi Kadota
Mar 1, 2012·BMC Proceedings·Junkyu Han, Hiroko Isoda
Jul 15, 2015·International Journal of Food Sciences and Nutrition·Giovanni CaprioliSauro Vittori
Nov 19, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mei ZhangJian-Wen Tan
Jul 6, 2014·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Túlio P RezendeAdemar A da Silva Filho
Nov 13, 2007·Phytochemical Analysis : PCA·Chao-Mei MaMohsen Daneshtalab
Aug 21, 2010·Journal of Food Science·Ya Fang ShangByung-Hun Um
Feb 15, 2005·Journal of Ethnopharmacology·M OgeturkM Sarsilmaz
Oct 28, 2004·Journal of Ethnopharmacology·Yi-Ming ChiangLie-Fen Shyur
Jul 1, 2006·Journal of Ethnopharmacology·Tran Manh HungKiHwan Bae
Nov 11, 2005·Antiviral Research·Joshua O OjwangCraig D Shimasaki
Apr 9, 2001·Phytomedicine : International Journal of Phytotherapy and Phytopharmacology·A H BanskotaS Kadota
Jul 28, 2015·Food Chemistry·Jerônimo Raimundo Oliveira-NetoEric de Souza Gil
Jun 15, 2011·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Kyung-A KimSang Hoon Jung
Jun 5, 2014·Natural Product Research·Jianjun WangChunlin Long
Apr 23, 2009·Natural Product Research·Xian-Feng ZhuRamond Lo
Mar 17, 2004·Archives of Pharmacal Research·Sang Zin ChoiKang Ro Lee
Jan 17, 2002·Phytochemical Analysis : PCA·K MidorikawaS Kadota
Dec 18, 2001·Phytotherapy Research : PTR·A H BanskotaS Kadota
Nov 9, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Usama K HusseinAnupam Bishayee
May 31, 2002·Chemical & Pharmaceutical Bulletin·Yoshimi NagataniTadataka Noro
Aug 27, 2013·Applied Biochemistry and Biotechnology·Janusz MalarzWanda Kisiel
Dec 10, 1999·Journal of Mass Spectrometry : JMS·P MiketovaB N Timmermann
Feb 15, 2019·Journal of Molecular Modeling·Yan-Zhen ZhengLi-Ming Wu
Aug 26, 2003·Archives of Pharmacal Research·Sang Zin ChoiKang Ro Lee
Jan 4, 2003·Archives of Pharmacal Research·Shinha HanKyungjae Kim

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.