The occurrence, special aspects of structural determination, biological activities, and potential taxonomic application of eremophilane-type glycosides, a rare group of metabolites from higher plants, are reviewed. This mini review covers the literature published for period 2006 to 2018.
LiY., ShiY-P. (2006) Sesquiterpenoids and lignans from Ligularia virgaurea spp. oligocephala. Helvetica Chimica Acta, 89, 870–875.
3.
YoshikawaM., MorikawaT., TanakaJ., ShimodaH. (2006) Medicinal foodstuffs. XXXII. Novel sesquiterpene glycoside sulfate, fukinoside A, with antiallergic activity from Japanese butterbur (Petasites japonicus). Heterocycles, 68, 2335–2342.
4.
ArciniegasA., Pérez-CastorenaA-L, GastélumE., VillaseñorJ.L., Romo de VivarA. (2009) Eremophilane derivatives from Pittocaulon praecox.Heterocycles, 78, 1253–1263.
5.
MimuraA., SumiokaH., MatsunamiK., OtsukaH. (2010) Conjugates of an abscisic acid derivative and phenolic glucosides, and a new sesquiterpene glucoside from Lindera strychnifolia.Journal of Natural Medicines, 64, 153–160.
6.
ArciniegasA., GonzálezK., Pérez-CastorenaA-L, MaldonadoJ., VillaseñorJ.L., Romo de VivarA. (2011) Seco-eremophiladiolides and eremophilane glucosides from Pittocaulon velatum.Journal of Natural Products, 74, 1584–1589.
7.
MitsuiT., HayashiK., KawaiM., KidoM., TaniH., TakaokaD., MatsuuraN., NozakiH. (2013) Culcitiolides E–J, six new eremophilane-type sesquiterpene derivatives from Senecio culcitioides.Chemical and Pharmaceutical Bulletin, 61, 816–822.
8.
HanH.D., HuH.Q., LiY., WangX.L. (2013) A new eremophilane derivative from Senecio dianthus.Zhongguo Zhong Yao Za Zhi, 38, 3295–3298 [in Chinese].
9.
HuangSh, ZhouX-L, WangH-Y, WangC-J, ZhouX-L, XiaoF., WengJ. (2013) Eremophilane derivatives from Senecio dianthus.Journal of Natural Medicines, 67, 711–718.
YangF., QiaoL., HuangD-M, SuY-F, WuZ-H (2016) Three new eremophilane glucosides from Syneilesis aconitifolia.Phytochemistry Letters, 15, 21–25.
12.
AbyshevaL.N., BelenovskayaL.M., BobylevaN.S. (2001) Wild Useful Plants of Russia Izd.St. Petersburg Gos. Khim.-Farm. Akad.: St. Petersburg. [in Russian]
13.
SilchenkoA.S., KalinovskyA.I., PonomarenkoL.P., AvilovS.A., AndryjaschenkoP.V., DmitrenokP.S., GorovoyP.G., KimN.Y., StonikV.A. (2015) Structures of eremophilane-type sesquiterpene glucosides, alticolosides A–G, from the Far-Eastern endemic Ligularia alticola Worosch. Phytochemistry, 111, 169–176.
14.
SilchenkoA.S., PonomarenkoL.P., KalinovskyA.I., BerdyshevD.V., AvilovS.A., AndryjaschenkoP.V., LyakhovaE.G., KuzmichA.S., TerentievaN.A., GorovoyP.G. (2017) Structures of minor glucosides from the Far Eastern high-mountain endemic plant Ligularia alticola. Worosch. Screening of bioactivity for some glycosides from L.alticola. Phytochemistry Letters, 20, 234–238.
15.
PonomarenkoL.P., ErmolaevaS.D., DoudkinR.V., DyshlovoyS.A., GorovoyP.G. (2017) Eremophilane-type glucosides from the leaves of Ligularia calthifolia Maxim. Phytochemistry Letters, 21, 264–268.
16.
XiaG., HuangY., XiaM., WangL., KangN., DingL., ChenL., QiuF. (2017) A new eremophilane glycoside from the fruits of Physalis pubescens and its cytotoxic activity. Natural Product Research, 31, 2737–2744.
17.
FuJ-J, QinJ-J, ZengQ., HuangY., JinH.Z., ZhangW-D. (2010) Four new sesquiterpenoids from the roots of Incarvillea arguta and their inhibitory activities against lipopolysaccharide-induced nitric oxide production. Chemical and Pharmaceutical Bulletin, 58, 1263–1266.
18.
AdioA.M., PaulC., KönigW.A., MuhleH. (2002) Volatile components from European liverworts Marsupella emarginata, M. aquatica and M.alpina. Phytochemistry, 61, 79–91.
19.
PonomarenkoL.P., KalinovskyA.I., GorovoyP.G., StonikV.A. (2014) Chemical composition of the ethyl acetate extract of Ligularia alticola roots. Chemistry of Natural Compounds, 49, 1006–1010.
20.
PonomarenkoL.P., KalinovskyA.I., BerdyshevD.V., KuzmichA.S., MenchinskayaE.S., PislyaginE.A., KimN.Y., GlazunovV.P., DmitrenokP.S., SilchenkoA.S., AvilovS.A., GorovoyP.G., StonikV.A. (2016) Chemical constituents of Ligularia alticola Worosch. leaves and their biological activities. Phytochemistry Letters, 15, 46–52.
21.
HouC., KulkaM., ZhangJ., LiY., GuoF. (2014) Occurrence and biological activities of eremophilane-type sesquiterpenes. Mini-Review in Medicinal Chemistry, 14, 664–677.
22.
ShinJ., FenicalW. (1991) Fuscosides A–D: anti-inflammatory diterpenoid glycosides of new structural classes from the Caribbean gorgonian Eunicea fusca.The Journal of Organic Chemistry, 56, 3153–3158.
