Skip to main content
SpringerLink
Log in

Chemistry and pharmacological action of caffeoylquinic acid derivatives and pharmaceutical utilization of chwinamul (Korean Mountainous vegetable)

  • Review
  • Published:
Archives of Pharmacal Research Aims and scope Submit manuscript

Abstract

Chwinamul is a mountainous vegetable that refers to several species belonging to the family Compositae. Chwinamul has been used as a side dish or a medicinal herb to treat hypercholesterolemia, diabetes, common cold, atherosclerosis, and cardiovascular disease. Caffeoylquinic acids (CQs) are present in high levels in chwinamul, though caffeoyltartaric acids (CTs) are often occurred in the vegetables of Compositae. Here I review the chemical and pharmaceutical aspects of CQs and CTs. In particular, 13C-NMR data and CQ stereochemistry are discussed. CQ derivatives have antioxidative, peroxynitrite-scavenging, hepatoprotective, antiviral, antiobese, and antidiabetic activities.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Alonso-Castro, A. J., Miranda-Torres, A. C., González-Chávez, M. M., and Salazar-Olivo, L. A., Cecropia obtusifolia Bertol and its active compound, chlorogenic acid, stimulate 2-NBD glucose uptake in both insulin-sensitive and insulinresistant 3T3 adipocytes. J. Ethnopharmacol., 120, 458–464 (2008).

    Article  CAS  PubMed  Google Scholar 

  • Bang, M. H., Han, M. W., Song, M. C., Cho, J. C., Chung, H. G., Jeong, T. S., Lee, K. T., Choi, M. S., Kim, S. Y., and Baek, N. I., A cytotoxic and apoptosis-inducing sesquiterpenoids isolated from the aerial parts of Artemisia princeps Pampanini (Sajabalssuk). Chem. Pharm. Bull., 56, 1168–1172 (2008).

    Article  CAS  PubMed  Google Scholar 

  • Basnet, P., Matsushige, K., Hase, K., Kadota, S., and Namba, T., Four di-O-caffeoyl quinic acid derivatives from propolis. Potent hepatoprotective activity in experimental liver injury models. Biol. Pharm. Bull., 19, 1479–1484 (1996).

    CAS  PubMed  Google Scholar 

  • Buckingham, J., Dictionary of Natural Products Volume 3. Capman & Hall Chemical Database, London, pp. 1428, (1994).

    Google Scholar 

  • Budzianowski, J., Coumarins, caffeoyltartaric acids and their artifactual methyl esters from Taraxacum officinale leaves. Planta Med., 63, 288 (1997).

    Article  CAS  PubMed  Google Scholar 

  • Cheminat, A., Zawatzky, R., Becker, H., and Brouillard, R., Caffeoyl conjugates from Echinacea species: Structures and biological activity. Phytochemistry, 27, 2787–2794 (1988).

    Article  CAS  Google Scholar 

  • Cheng, D. and Shao, Y., Terpenoid glycosides from the roots of Aster tataricus. Phytochemistry, 35, 173–176 (1994).

    Article  CAS  PubMed  Google Scholar 

  • Cho, A. -S., Jeon, S. -M., Kim, M. -J., Yeo, J., Seo, K. -I., Choi, M.-S., and Lee, M. -K., Chlorogenic acid exhibits antiobesity property and improves lipid metabolism in highfat diet-induced-obese mice. Food Chem. Toxicol., 48, 937–943 (2010).

    Article  CAS  PubMed  Google Scholar 

  • Choi, D. Y., Choi, E. J., Jin, Q., Shin, E. S., and Woo, E. R., Biological activity of flavonoids isolated from Aster tartaricus L. Kor. J. Pharmacogn., 40, 123–127 (2009).

    CAS  Google Scholar 

  • Choi, J., Park, J. K., Lee, K. T., Park, K. K., Kim, W. B., Lee, J. H., Jung, H. J., and Park, H. J., Inhibitory effect of Ligularia fischeri var. spiciformis and its active component, 3,4-dicaffeoylquinic acid on the hepatic lipid peroxidation in acetaminophen-treated rat. Nat. Prod. Sci., 10, 182–189 (2004a).

    CAS  Google Scholar 

  • Choi, J., Park, J. K., Lee, K. T., Park, K. K., Kim, W. B., Lee, J. H., Jung, H. J., and Park, H. J., In vivo antihepatotoxic effect of Ligularia fischeri var. spiciformis and the identification of the active component, 3,4-dicaffeoylquinic acid. J. Med. Food, 8, 348–352 (2005).

    Article  CAS  PubMed  Google Scholar 

  • Choi, J., Kim, W. B., Nam, J. H., and Park, H. J., Antidiabetic effect of the methanolic extract of Ligularia stenocephala leaves in the streptozotocin-induced rat. Korean J. Plant Res., 20, 362–366 (2007).

    Google Scholar 

  • Choi, S. Z., Lee, S. O., Choi, S. U., and Lee, K. R., A new sesquiterpene hydroperoxide from the aerial parts of Aster oharai. Arch. Pharm Res., 26, 521–525 (2003).

    Article  CAS  PubMed  Google Scholar 

  • Choi, S. Z., Choi, S. U., and Lee, K. R., Phytochemical constituents of the aerial parts from Solidago virga-aurea var. gigantea. Arch. Pharm. Res., 27, 164–168 (2004b).

    Article  CAS  PubMed  Google Scholar 

  • Choi, S. Z., Yang, M. C., Choi, S. U., and Lee, K. R., Cytotoxic terpenes and lignans from the roots of Ainsliaea acerifolia. Arch. Pharm. Res., 29, 203–208 (2006).

    Article  CAS  PubMed  Google Scholar 

  • Dan, N. T., Van Kiem, P., Cai, X. F., Shen, Q., Bae, K., and Kim, Y. H., Gymnastone, a new benzofuran derivative from Gymnaster koraiensis. Arch. Pharm. Res., 27, 1106–1108 (2004).

    Article  Google Scholar 

  • Drel, V. R., Pacher, P., Vareniuk, I., Pavlov, I., Lyzogulbov, V. V., Grovez, J. T., and Obrosova, I. G., A peroxynitrite decomposition catalyst counteracts sensory neuropathy in streptozotocin-diabetic mice. Eur. J. Pharmacol., 569, 48–58 (2007).

    Article  CAS  PubMed  Google Scholar 

  • Flamini, G., Antognoli, E., and Morelli, I., Two flavonoids and other compounds from the aerial parts of Centaureabracteata from Italy. Phytochemistry, 57, 559–564 (2001).

    Article  CAS  PubMed  Google Scholar 

  • Grove, K. A. and Lambert, J. D., Laboratory, epidemiological, and human intervention studies show that tea (Camellia sinensis) may be useful in the prevention of obesity. J. Nutr., 140, 446–453 (2010).

    Article  CAS  PubMed  Google Scholar 

  • Haenen, G. R., Paquay, J. B., Korthouwer, R. E., and Bast, A., Peroxynitrite scavenging by flavonoids. Biochem. Biophys. Res. Commun., 236, 591–593 (1997).

    Article  CAS  PubMed  Google Scholar 

  • Harbial, M., Feeny, P., and Lester, C. C., A caffeoylcyclohexane-1-carboxylic acid derivative from Asimina triloba. Phytochemistry, 49, 103–108 (1998).

    Article  Google Scholar 

  • Ho, C., Choi E. J., Yoo, G. S., Kim, K. M., and Ryu, S. Y., Desacetylmatricarin, an anti-allergic component from Taraxacum platycarpum. Planta Med., 64, 577–578 (1998).

    Article  CAS  PubMed  Google Scholar 

  • Hwang, B. Y., Lee, J. H., Koo, T. H., Kim, H. S., Hong, Y. S., Ro, J. S., Lee, K. S., and Lee, J. J., Furanoligularenone, an eremophilane from Ligularia fischeri, inhibits the LPSinduced production of nitric oxide and prostaglandin E2 in macrophage Raw264.7 cells. Planta Med., 68, 101–105 (2002).

    Article  CAS  PubMed  Google Scholar 

  • Innocenti, M., Gallori, S., Giaccherini, C., Ieri, F., Vincieri, F. F., and Mullinaci, N., Evaluation of the phenolic content in the aerial varieties of Cichorium intybus L. J. Agric. Food Chem., 53, 6497–6502 (2005).

    Article  CAS  PubMed  Google Scholar 

  • Jang, D. S., Yoo, N. H., Kim, N. H., Lee, Y. M., Kim, C. S., Kim, J., Kim, J. H., and Kim, J. S., 3,5-di-O-caffeoyl-epiquinic acid from the leaves and stems of Erigeron annus inhibits glycation, aldose reductase, and cataractogenesis. Biol. Pharm. Bull., 33, 329–333 (2010).

    Article  CAS  PubMed  Google Scholar 

  • Johnston, K., Sharp, P., Clifford, M., and Morgan, L., Dietary polyphenols decrease glucose uptake by human intestinal Caco-2 cells. FEBS Lett., 579, 1653–1657 (2005).

    Article  CAS  PubMed  Google Scholar 

  • Jung, C. M., Kwon, H. C., Seo, J. J., Oshizumi, Y., and Matsunaga, K., Two new monoterpene peroxide glycosides from Aster scaber. Chem. Pharm. Bull., 49, 912–914 (2001).

    Article  CAS  PubMed  Google Scholar 

  • Jung, H. A., Park, J. C., Chung, H. Y., Kim, J., and Choi, J. S., Antioxidant flavonoids and chlorogenic acid from the leaves of Eriobotrya japonica. Arch. Pharm. Res., 22, 213–218 (1999).

    Article  CAS  PubMed  Google Scholar 

  • Jung, H. J., Min, B. S., Park, J. Y., Lee, H. K., and Bae, K. H., Gymnasterkoreaynes A-F, cytotoxic polyacetylenes from Gymnaster koraiensis. J. Nat. Prod., 65, 897–901 (2002).

    Article  CAS  PubMed  Google Scholar 

  • Kim, D. K., Kim, Y. H., Kim, Y. C., Seo, E. K., Seong, C. K., Lee, K. R., Lee, I. S., and Jung, J. H., Natural Products Chemistry. Younglimsa, Seoul, pp. 40–42, (2003).

    Google Scholar 

  • Kim, H. J. and Lee, Y. S., Identification of new dicaffeoylquinic acids from Chrysanthemum morifolium and their antioxidant activities. Planta Med., 71, 871–876 (2005).

    Article  CAS  PubMed  Google Scholar 

  • Kim, J., Pharmacognosy. Dongmyungsa, Seoul, pp. 479–481, (2006).

    Google Scholar 

  • Kim, K. H., Kim, Y. H., and Lee, K. R., Isolation of quinic acid derivatives and flavonoids from the aerial parts of Lactuca indica L. and their hepatoprotective activity in vitro. Bioorg. Med. Chem. Lett., 17, 6739–6743 (2007).

    Article  CAS  PubMed  Google Scholar 

  • Kim, K. H., Lee, K. H., Lim, Y. H., and Lee, K. R., Terpene and phenolic constitutents of Lactuca indica L. Arch. Pharm. Res., 31, 983–988 (2008).

    Article  CAS  PubMed  Google Scholar 

  • Kim, T. J., Korean Plant Resources. Publishing Center of Seoul National University, 221–243 (1996).

  • Korda, M., Kubant, R., Patton, S., and Malinski, T., Leptininduced endothelial dysfunction in obesity. Am. J. Physiol. Heart Circ. Physiol., 295, H1514–H1521 (2008).

    Article  CAS  PubMed  Google Scholar 

  • Koya-Miyata, S., Arai, N., Mizote, A., Taniguchi, Y., Ushio, S., Iwaki, K., and Fukuda, S., Propolis prevents dietinduced hyperlipidemia and mitigates weight gain in dietinduced obesity in mice. Biol. Pharm. Bull., 32, 2022–2028 (2009).

    Article  CAS  PubMed  Google Scholar 

  • Kumar, A. and Sharma, S. S., NF-κB inhibitory action of resveratrol: A probable mechanism of neuroprotection in experimental diabetic neuropathy. Biochem. Biophys. Res. Commun., 394, 360–365 (2010).

    Article  CAS  PubMed  Google Scholar 

  • Kwon, H. C., Jung, C. M., Shin, C. G., Lee, J. K., Choi, S. U., Kim, S. Y., and Lee, K. R., A new caffeoyl quinic acid from Aster scaber and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase. Chem. Pharm. Bull., 48, 1796–1798 (2000).

    CAS  PubMed  Google Scholar 

  • Kwon, H. C., Cho, O. R., Lee, K. C., and Lee, K. R., Cerebrosides and terpene glycosides from the root of Aster scaber. Arch. Pharm. Res., 26, 132–137 (2003).

    Article  CAS  PubMed  Google Scholar 

  • Lee, B. I., Nugroho, A., Bachri, M. S., Choi, J. W., Lee K. R., Choi, J. S., Kim, W.B., Lee, K. T., Lee, J. D., and Park, H. J., Anti-ulcerogenic effect and HPLC analysis of the caffeoylquinic acid-rich extract from Ligularia stenocephala. Biol. Pharm. Bull., 33, 493–497 (2010).

    Article  CAS  PubMed  Google Scholar 

  • Lee, I. K., Yang, M. C., Lee, K. H., Choi, S. C., Choi, S. U., and Lee, K. R., Phenolic constituents from the flowers of Synurus excelsus. Kor. J. Pharmacogn., 38, 181–186 (2007).

    CAS  Google Scholar 

  • Lee, K. T., Koo, S. J., Jung, S. H., Choi, J., Jung, H. J., and Park, H. J., Structure of three new terpenoids, spiciformisins a and b, and monocyclosqualene, isolated from the herbs of Ligularia fischeri var. spiciformis and cytotoxicity. Arch. Pharm. Res., 25, 820–823 (2002).

    Article  CAS  PubMed  Google Scholar 

  • Lee, S. O., Choi, S. Z., Choi, S. U., Kim, G. H., Kim, Y. C., and Lee, K. R., Cytotoxic terpene hydroperoxides from the aerial parts of Aster spathulifolius. Arch. Pharm. Res., 29, 845–848 (2006).

    Article  CAS  PubMed  Google Scholar 

  • Lin, L. C., Kuo, Y. C., and Chou, C. J., Immunomodulatory principles of Dichrocephala bicolor. J. Nat. Prod., 62, 405–408 (1999).

    Article  CAS  PubMed  Google Scholar 

  • Logendra, S., Ribnicky, D. M., Yang, H., Poulev, A., Ma, J., Kennelly, E. J., and Radkin, I., Bioassay-guided isolation of aldose reductase inhibitors from Artemisia dracunculus. Phytochemistry, 67, 1539–1546 (2006).

    Article  CAS  PubMed  Google Scholar 

  • Lu, Y., Sun, Y., Foo, L. Y., McNabb, W. C., and Molan, A. L., Phenolic glycosides of forage legume Onobrychis viciifolia. Phytochemistry, 55, 67–75 (2000).

    Article  CAS  PubMed  Google Scholar 

  • Maruta, Y., Kawabata, J., and Niki, R., Antioxidative caffeoylquinic acid derivatives in the roots of burdock (Arctium lappa L.). J. Agric. Food Chem., 43, 2592–2595 (1995).

    Article  CAS  Google Scholar 

  • Matsui, T., Ebuchi, S., Fujise, T., Abesundara, K. J., Doi, S., Yamada, H., and Matsumoto, K., Strong antihyperglycemic effects of water-soluble fraction of Brazilian propolis and its bioactive constituents, 3,4,5-tri-O-caffeoylquinic acid. Biol. Pharm. Bull., 27, 1797–1803 (2004).

    Article  CAS  PubMed  Google Scholar 

  • Merfort, I., Caffeoylquinic acids from flowers of Arnica Montana and Arnica chamissonis. Phytochemistry, 31, 2111–2113 (1992).

    Article  CAS  Google Scholar 

  • Min, S. W., Kim, N. J., Baek, N. I., and Kim, D. H., Inhibitory effect of eupatilin and jaceosidin isolated from Artemisia princeps on carrageenan-induced inflammation in mice. J. Ethnopharmacol., 125, 497–500 (2009).

    Article  CAS  PubMed  Google Scholar 

  • Morita, H., Nagashima, S., Takeya, K., and Itokawa, H., Astins A and B, anti-tumor cyclic pentapeptides from Aster tataricus. Chem. Pharm. Bull., 41, 992–993 (1993).

    CAS  PubMed  Google Scholar 

  • Nagao, T., Iwase, Y., and Okabe, H., Studies on the constituents of Aster scaber Thunb. II. Structures of echinocystic acid glycosides isolated from the root. Chem. Pharm. Bull., 39, 1719–1725 (1991a).

    CAS  Google Scholar 

  • Nagao, T., Tanaka, R., and Okabe, H., Studies on the constituents of Aster scaber Thunb. I. Structures of scaberosides, oleanolic acid glycosides isolated from the root. Chem. Pharm. Bull., 39, 1699–1703 (1991b).

    CAS  Google Scholar 

  • Nagao, T. and Okabe, H., Studies on the constituents of Aster scaber Thunb. III. Structures of scaberosides B7, B8 and B9, minor oleanolic acid glycosides isolated from the root. Chem. Pharm. Bull., 40, 886–888 (1992).

    CAS  PubMed  Google Scholar 

  • Nagao, T., Iwase, Y., and Okabe, H., Studies on the constituents of Aster scaber Thunb. V. Structures of six new echinocystic acid glycosides isolated from the herb. Chem. Pharm. Bull., 41, 1562–1566 (1993).

    CAS  PubMed  Google Scholar 

  • Nakajima, Y., Shimajawa, M., Mishima, S., and Hara, H., Water extract of propolis and its main constituents, caffeoylquinic acid derivatives, exert neuroprotective effects via antioxidant actions. Life Sci., 80, 370–377 (2007).

    Article  CAS  PubMed  Google Scholar 

  • Nakatani, N., Kayano, S., Kikuzani, H., Sumino, K., Katagiri, K., and Mitani, T., Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in Prune (Prunus domestica L.). J. Agric. Food Chem., 48, 5512–5516 (2000).

    Article  CAS  PubMed  Google Scholar 

  • Nam, J. H., Choi, S. Z., and Lee, K. R., Phytochemical constituents of Synurus excelsus. Kor. J. Pharmacogn., 35, 116–121 (2004).

    CAS  Google Scholar 

  • Nugroho, A., Kim, K. H., Lee, K. R., Alam, M. D., Choi, J. S., Kim, W. B., and Park, H. J., Qualitative and quantitative determination of the caffeoylquinic acids on the korean mountainous vegetables used for chwinamul and their peroxynitrite-scavenging effect. Arch. Pharm. Res., 32, 1361–1367 (2009).

    Article  CAS  PubMed  Google Scholar 

  • Nugroho, A., Lee, K. R., Alam, M. D., Choi, J. S., and Park, H. J., Isolation and quantitative analysis of peroxynitrite scavengers from Artemisia princeps var. orientalis. Arch. Pharm. Res., 33, 703–708 (2010).

    Article  CAS  PubMed  Google Scholar 

  • Olmos, A., Giner, R. M., Recio, M. C., Rios, J. L., Gil-Benso, R., and Marnez, S., Interaction of dicaffeoylquinic derivatives with peroxynitrite and other reactive nitrogen species. Arch. Biochem. Biophys., 475, 66–71 (2008).

    Article  CAS  PubMed  Google Scholar 

  • Pacher, P., Obrosova, I. G., Mabley, J. G., and Szabo, C., Role of nitrosative stress and peroxynitrite in the pathogenesis of diabetic complications. Emerging new therapeutical strategies. Curr. Med. Chem., 12, 267–275 (2005).

    CAS  PubMed  Google Scholar 

  • Papajewski, S., Vogler, B., Conrad, J., Klaiber, I., Roos, G., Walter, C. U., and Kraus, W., Isolation from Cussonia barteri of 1′-O-chlorogenoylchlorogenic acid and 1′-Ochlorogenoylneochlorogenic acid, a new type of quinic acid esters. Planta Med., 67, 732–736 (2001).

    Article  CAS  PubMed  Google Scholar 

  • Park, H. J., Kwon, S. H., Yoo, K. O., Lee, K. T., and Lee, H. K., Sesquiterpenes from the leaves of Ligularia fischeri var. spiciformis. Planta Med., 66, 783–784 (2000).

    Article  CAS  PubMed  Google Scholar 

  • Park, H. J., Nugroho, A., Lee, J. H., Kim, J. D., Kim, W. B., Lee, K. R., and Choi, J. S., HPLC analysis of caffeoylquinic acids in the extract of Cacalia firma and peroxynitrite scavenging effect. Kor. J. Pharmacogn., 40, 365–369 (2009).

    CAS  Google Scholar 

  • Park, J., Min, B., Jung, H., Kim, Y., Lee, H., and Bae, K., Polyacetylene glycosides from Gymnaster koraiensis. Chem. Pharm. Bull., 50, 685–687 (2002).

    Article  CAS  PubMed  Google Scholar 

  • Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A., Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J. Biol. Chem., 266, 4244–4250 (1991).

    CAS  PubMed  Google Scholar 

  • Ryu, J. H., Lee, H. J., Jeong, Y. S., Ryu, S. Y., and Han, Y. N., Yomogin, an inhibitor of nitric oxide production in LPSactivated macrophages. Arch. Pharm. Res., 21, 481–484 (1998).

    Article  CAS  PubMed  Google Scholar 

  • Saleem, M., Kim, H. J., and Lee, Y. S., Antioxidant caffeic acid derivatives from leaves of Parthenocissus tricuspidata. Arch. Pharm. Res., 27, 300–304 (2004).

    Article  CAS  PubMed  Google Scholar 

  • Scholz, E., Heinrich, M., and Hunkler, D., Caffeoylquinic acids and some biological activities of Pluchea symphytifolia. Planta Med., 60, 360–364 (1994).

    Article  CAS  PubMed  Google Scholar 

  • Schütz, K., Carle, R., and Schieber, A., Taraxacum-A review on its phytochemical and pharmacological profile. J. Ethnopharmacol., 107, 313–323 (2006).

    Article  PubMed  Google Scholar 

  • Soicke, H., Al-Hassan, G., and Görler, K., Weitere Kaffeesäure-Derivate aus Echinacea purpurea. Planta Med., 54, 175–176 (1988).

    Article  CAS  PubMed  Google Scholar 

  • Soung, D. Y., Kim, J. S., Chung, H. Y., Jung, H. A., Park, J. C., and Choi, J. S., Flavonoids and chlorogenic acid from Eriobotrya japonica scavenge peroxynitrite. Nat. Prod. Sci., 5, 80–84 (1999).

    CAS  Google Scholar 

  • Sung, J. H., Lee, J. O., Son, J. K., Park, N. S., Kim, M. R., Kim, J. K., and Moon, D. C., Cytotoxic constituents from Solidago virga-aurea var. gigantea Miq. Arch. Pharm Res., 22, 633–637 (1999).

    Article  CAS  PubMed  Google Scholar 

  • Timmermann, B. N., Hoffman, J. J., Joland, S. D., Schram, K. H., Klenck, R. E., and Bates, R. B., Constituents of Chrysothamnus paniculatus 3: 3,4,5-tricaffeoylquinic acid (a new shikimate prearomatic) and 3,4-, 3,5- and 4,5-dicaffeoylquinic acids. J. Nat. Prod., 46, 365–368 (1983).

    Article  CAS  Google Scholar 

  • Toyoda, K., Yaoita, Y., and Kikuchi, M., Three new dimeric benzofuran deravatives from the roots of Ligularia stenocephala MATSUM et KOIDZ. Chem. Pharm. Bull., 53, 1555–1558 (2005).

    Article  CAS  PubMed  Google Scholar 

  • Tsuji-Naito, K., Saeki, H., and Hamano, M., Inhibitory effects of Chrysanthemum species extracts on formation of advanced glycation end products. Food Chem., 116, 854–859 (2009).

    Article  CAS  Google Scholar 

  • Wang, G. Y., Wu, T., Lin, P. C., Chou, G. X., and Wang, Z. T., Phenolic compounds isolated from rhizoma of Aster tataricus. Zhongguo Zhong Yao Za Zhi, 28, 946–948 (2003).

    CAS  PubMed  Google Scholar 

  • Wang, W. S., Gao, K., Yang, L., and Jia, Z. J., Eremophilenolides from Ligularia fischeri. Planta Med., 66, 189–191 (2000).

    CAS  PubMed  Google Scholar 

  • Wang, Y. and Ho, C. T., Polyphenolic chemistry of tea and coffee: a century of progress. J. Agric. Food Chem., 57, 8109–8114 (2009).

    Article  CAS  PubMed  Google Scholar 

  • Wenzl, P., Chaves, A. L., Mayer, J. E., Rao, I. M., and Nair, M., Roots of nutrient-deprived Brachiaria species accumulate 1,3-di-O-trans-feruloylquinic acid. Phytochemistry, 55, 389–395 (2000).

    Article  CAS  PubMed  Google Scholar 

  • Williams, C. A., Goldstone, F., and Greenham, J., Flavonoids, cinnamic acids and coumarins from the different tissues and medicinal preparations of Taraxacum officinale. Phytochemistry, 42, 121–127 (1996).

    Article  CAS  PubMed  Google Scholar 

  • Yae, E., Yahara, S., El-Aasr, M., Ikeda, T., Yoshimitsu, H., Ono, M., Hide, I., Nakata, Y., and Nohara, T., Studies on the constituents of whole plants Youngia japonica. Chem. Pharm. Bull., 57, 719–723 (2009).

    Article  CAS  PubMed  Google Scholar 

  • Yan, F. L., Wang, A. X., and Jia, Z. J., Three new polymeric isopropenyl benzofurans from Ligularia stenocephala. Pharmazie, 60, 155–159 (2005).

    CAS  PubMed  Google Scholar 

  • Yano, K. and Nishijima, T., Sesquiterpenes from Artemisia princeps. Phytochemistry, 13, 1207–1208 (1974).

    Article  CAS  Google Scholar 

  • Yoo, Y. M., Nam, J. H., Kim, M. Y., Choi, J. W., and Choi, J. W., Pectolinarin and pectolinarigenin of Cirsium setidens prevent the rat hepatic injury caused by D-galactosamine via an antioxidant mechanism, Biol. Pharm. Bull., 31, 760–764 (2008).

    Article  CAS  PubMed  Google Scholar 

  • Yoon, M. H., Cho, C. W., Lee, J. H., Kim, Y. S., An, G. H., and Lim, C. H., Antithrombotic compounds from the leaves of Ligularia stenocephala M. Nat. Prod. Sci., 14, 62–67 (2008).

    CAS  Google Scholar 

  • Yoshimoto, M., Yahara, S., Okuno, S., Islam, M. S., Ishiguro, K., and Yamakawa, O., Antimutagenicity of mono-, di-, and tricaffeoylquinic acid derivatives isolated from sweetpotato (Ipomoea batatas L.) leaf. Biosci. Biotechnol. Biochem., 66, 2336–2341 (2002).

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Pharmaceutical Engineering, Sangji University, Wonju, 220-702, Korea

    Hee-Juhn Park

Authors
  1. Hee-Juhn Park
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Hee-Juhn Park.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Park, HJ. Chemistry and pharmacological action of caffeoylquinic acid derivatives and pharmaceutical utilization of chwinamul (Korean Mountainous vegetable). Arch. Pharm. Res. 33, 1703–1720 (2010). https://doi.org/10.1007/s12272-010-1101-9

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12272-010-1101-9

Key words

Search

Navigation