Biodiversity Literature Repository

Submit to community
Liberated Data
Published January 31, 2023 | Version v1
Journal article Restricted

Sesquiterpenoids and monoterpenoids from the water decoction of Valeriana officinalis L

Description

Li, Shi-Wei, Xue, Bian-Xia, Yang, Tian-Tian, Li, Ran, Zhang, Mingjie, Wang, Miao, Zhang, Li-Hua, Zhang, Peng, Zhang, Yi, Wang, Tao, Wang, Shao-Xia, Wu, Hong-Hua (2023): Sesquiterpenoids and monoterpenoids from the water decoction of Valeriana officinalis L. Phytochemistry (113474) 205: 1-11, DOI: 10.1016/j.phytochem.2022.113474, URL: http://dx.doi.org/10.1016/j.phytochem.2022.113474

Files

Restricted

The record is publicly accessible, but files are restricted. Log in to check if you have access.

Linked records

Additional details

Identifiers

LSID
urn:lsid:plazi.org:pub:FFCDDB50FF8DFFD666753E4B557F975A

Cites
Publication: 10.1016/j.phymed.2021.153508 (DOI)
Publication: 10.3390/nu13020530 (DOI)
Publication: 10.1007/BF02972980 (DOI)
Publication: 10.1016/j.jep.2007.03.021 (DOI)
Publication: 10.1002/cbin.11060 (DOI)
Publication: 10.11669/cpj.2013.10.007 (DOI)
Publication: 10.1016/j.bioorg.2018.07.030 (DOI)
Publication: 10.1016/j.ijbiomac.2018.12.033 (DOI)
Publication: 10.1016/j.bse.2020.104143 (DOI)
Publication: 10.1021/ja909251r (DOI)
Publication: 10.1016/j.tet.2007.04.095 (DOI)
Publication: 10.2174/138955711795906888 (DOI)
Publication: 10.1016/j.phymed.2007.11.027 (DOI)
Publication: 10.11669/cpj.2015.22.005 (DOI)
Publication: 10.1016/0378-8741(88)90123-7 (DOI)
Publication: 10.3969/j.issn.1001-1528.2020.11.018 (DOI)
Publication: 10.1016/j.phytochem.2009.10.007 (DOI)
Publication: 10.1016/0031-9422(94)85081-x (DOI)
Publication: 10.1016/0091-3057(82)90264-7 (DOI)
Publication: 10.1021/np800716f (DOI)
Publication: 10.1021/np900795c (DOI)
Publication: 10.1016/j.phytochem.2012.08.015 (DOI)
Publication: 10.1016/j.fitote.2012.01.004 (DOI)
Publication: 10.19540/j.cnki.cjcmm.20200703.201 (DOI)
Publication: 10.11669/cpj.2020.21.006 (DOI)
Publication: 10.4103/0975-7406.129174 (DOI)
Publication: 10.2174/1381612827666210119105254 (DOI)
Publication: 10.11817/j.issn.1672-7347.2020.190646 (DOI)
Publication: 10.1093/glycob/cww012 (DOI)
Publication: 10.11669/cpj.2021.12.003 (DOI)
Publication: 10.1016/j.jep.2009.11.002 (DOI)
Publication: 10.1111/j.1355-6215.2006.00016.x (DOI)
Publication: 10.3969/j.issn.1004-2407.2016.03.002 (DOI)
Publication: 10.1177/2515690X20967323 (DOI)
Publication: 10.1016/j.phymed.2020.153348 (DOI)
Publication: 10.1016/j.phytol.2016.07.020 (DOI)
Publication: 10.1021/np0203335 (DOI)
Publication: 10.1080/1478641042000301702 (DOI)
Publication: 10.1021/np070598p (DOI)
Publication: 10.1021/np9003382 (DOI)
Publication: 10.3390/molecules171215013 (DOI)
Publication: 10.11669/cpj.2018.06.003 (DOI)
Publication: 10.1016/j.bse.2020.104041 (DOI)
Publication: 10.1080/10286020.2011.618804 (DOI)
Publication: 10.1248/cpb.42.1226 (DOI)
Publication: 10.14142/j.cnki.cn21-1313/r.2021.03.005 (DOI)
Publication: 10.3390/molecules26072075 (DOI)
Publication: 10.3724/SP.I.1008.2014.00161 (DOI)
Has part
Figure: 10.5281/zenodo.8194511 (DOI)
Dataset: http://table.plazi.org/id/DF2242B6FF8FFFD466113EDD547D979A (URL)
Figure: 10.5281/zenodo.8194513 (DOI)
Figure: 10.5281/zenodo.8194515 (DOI)
Figure: 10.5281/zenodo.8194517 (DOI)
Dataset: http://table.plazi.org/id/DF2242B6FF88FFD366113EDD547D979A (URL)
Dataset: http://table.plazi.org/id/DF2242B6FF88FFD365473D0C56C4942A (URL)
Dataset: http://table.plazi.org/id/DF2242B6FF8BFFD06611380855919136 (URL)
Figure: 10.5281/zenodo.8194519 (DOI)

References

  • Bai, Z., Liu, J., Mi, Y., Zhou, D., Chen, G., Liang, D., Li, N., Hou, Y., 2021. Acutissimalignan B from traditional herbal medicine Daphne kiusiana var. atrocaulis (Rehd.) F. Maekawa inhibits neuroinflammation via NF-κB signaling pathway. Phytomedicine 84, 153508. https://doi.org/10.1016/j.phymed.2021.153508.
  • Bruni, O., Ferini-Strambi, L., Giacomoni, E., Pellegrino, P., 2021. Herbal remedies and their possible effect on the GABAergic system and sleep. Nutrients 13, 530. https:// doi.org/10.3390/nu13020530.
  • Chen, Y.-G., Yu, L.-L., Huang, R., Lv, Y.-P., Gui, S.-H., 2005. 11-Methoxyviburtinal, a new iridoid from Valeriana jatamansi. Arch Pharm. Res. (Seoul) 28, 1161-1163. https:// doi.org/10.1007/BF02972980.
  • Circosta, C., De Pasquale, R., Samperi, S., Pino, A., Occhiuto, F., 2007. Biological and analytical characterization of two extracts from Valeriana officinalis. J. Ethnopharmacol. 112, 361-367. https://doi.org/10.1016/j.jep.2007.03.021.
  • Cui, Y., Wang, Y.-J., Zhao, D.-Y., Feng, X.-F., Zhang, L., Liu, C., 2018. Loganin prevents BV-2 microglia cells from Aβ1-42-induced inflammation via regulating TLR4/TRAF6/ NF-κB axis. Cell Biol. Int. 42, 1632-1642. https://doi.org/10.1002/cbin.11060.
  • Deng, X.-H., Zhang, C.-J., Wu, Y., Qin, L.-P., 2013. Chemical Constituents of Whole Plant of Veronicastrum axillare(Sieb. et Zucc.) Yamazaki. Chin. Pharmaceut. J. 48, 777-781. https://doi.org/10.11669/cpj.2013.10.007.
  • Deng, X., Wang, Y., Wu, H.-H., Zhang, W., Dong, X., Wang, Z., Zhu, Y., Gao, X.-M., Li, L., Wang, Y.-N., Xu, Y.-T., 2018. Six kanshone C-derived sesquiterpenoid hybrids nardochalaristolones A-D, nardoflavaristolone A and dinardokanshone F from Nardostachys jatamansi DC. Bioorg. Chem. 81, 35-43. https://doi.org/10.1016/j. bioorg.2018.07.030.
  • Fan, B., Li, T., Song, X., Wu, C., Qian, C., 2019. A rapid, accurate and sensitive method for determination of monosaccharides in different varieties of Osmanthus fragrans Lour by pre-column derivatization with HPLC-MS/MS. Int. J. Biol. Macromol. 125, 221-231. https://doi.org/10.1016/j.ijbiomac.2018.12.033.
  • Fan, H., Li, Y., Liang, X., Yan, S., Cui, Y., Zhang, H., Huang, W., Yang, X., Song, X., 2020. Chemical constituents isolated from Valeriana officinalis L. Biochem. Systemat. Ecol. 93 https://doi.org/10.1016/j.bse.2020.104143.
  • Faraldos, J.A., Wu, S., Chappell, J., Coates, R.M., 2010. Doubly deuterium-labeled patchouli alcohol from cyclization of singly labeled [2- 2 H1] farnesyl diphosphate catalyzed by recombinant patchoulol synthase. J. Am. Chem. Soc. 132, 2998-3008. https://doi.org/10.1021/ja909251r.
  • Fukushima, M., Morii, A., Hoshi, T., Suzuki, T., Hagiwara, H., 2007. Total synthesis of valeriananoids A, B, and C via autocatalytic diastereoselective domino Michael reaction. Tetrahedron 63, 7154-7164. https://doi.org/10.1016/j.tet.2007.04.095.
  • Hashioka, S., 2011. Antidepressants and neuroinflammation: can antidepressants calm glial rage down? Mini-Rev. Med. Chem. 11, 555-564 https://doi.org/10.2174/ 138955711795906888.
  • Hattesohl, M., Feistel, B., Sievers, H., Lehnfeld, R., Hegger, M., Winterhoff, H., 2008. Extracts of Valeriana officinalis L. s.l. show anxiolytic and antidepressant effects but neither sedative nor myorelaxant properties. Phytomedicine 15, 2-15. https://doi. org/10.1016/j.phymed.2007.11.027.
  • He, J., Bing-Zhi, M., Wang, X.-X., Liu, F., Qin, W.-J., Zhang, X.-L., Zhao, T., 2015. Chemical constituents from the root of Actinidia chinensis (II). Chin. Pharmaceut. J. 50, 1960-1963. https://doi.org/10.11669/cpj.2015.22.005.
  • Houghton, P.J., 1988. The biological activity of Valerian and related plants. J. Ethnopharmacol. 22, 121-142. https://doi.org/10.1016/0378-8741(88)90123-7.
  • Huang, Y.-F., Zhang, N., Zhou, Z.-Y., Yang, J.-X., Liu, J.-S., Wang, G.-K., 2020. Phenolic constituents from Kalimeris shimadae and their antitumor activity. Chin. Tradit. Pat. Med. 42, 2922-2926. https://doi.org/10.3969/j.issn.1001-1528.2020.11.018.
  • Julitao Lde, S., Leittao, S.G., Lotti, C., Picinelli, A.L., Rastrelli, L., Fernandes, P.D., No¨el, F., Thibaut, J.P., Leittao, G.G., 2010. Flavones and phenylpropanoids from a sedative extract of Lantana trifolia L. Phytochemistry 71, 294-300. https://doi.org/10.1016/j. phytochem.2009.10.007.
  • Kouno, I., Yasuda, I., Mizoshiri, H., Tanaka, T., Marubayashi, N., Yang, D.-M., 1994. Two new iridolactones and their glycosides from the roots of Patrinia scabra. Perjamon 37, 467-472. https://doi.org/10.1016/0031-9422(94)85081-x.
  • Leathwood, D., , P., Chauffard, F., Heck, E., Munoz-Box, R., 1982. Aqueous extract of Valerian root (Valeriana officinalis L.) improves sleep quality in man. Pharmacol., Biochem. Behav. 17, 65-71. https://doi.org/10.1016/0091-3057(82)90264-7.
  • Lin, S., Shen, Y.H., Li, H.L., Yang, X.W., Chen, T., Lu, L.H., Huang, Z.S., Liu, R.H., Xu, X. K., Zhang, W.D., Wang, H., 2009. Acylated iridoids with cytotoxicity from Valeriana jatamansi. J. Nat. Prod. 72, 650-655. https://doi.org/10.1021/np800716f.
  • Lin, S., Chen, T., Liu, X.-H., Shen, Y.-H., Li, H.-L., Shan, L., Liu, R.-H., Xu, X.-K., Zhang, W.-D., Wang, H., 2010. Iridoids and lignans from Valeriana jatamansi. J. Nat. Prod. 73, 632-638. https://doi.org/10.1021/np900795c.
  • Lin, S., Zhang, Z.X., Chen, T., Ye, J., Dai, W.X., Shan, L., Su, J., Shen, Y.H., Li, H.L., Liu, R. H., Xu, X.K., Wang, H., Zhang, W.D., 2013. Characterization of chlorinated valepotriates from Valeriana jatamansi. Phytochemistry 85, 185-193. https://doi. org/10.1016/j.phytochem.2012.08.015.
  • Liu, X.G., Gao, P.Y., Wang, G.S., Song, S.J., Li, L.Z., Li, X., Yao, X.S., Zhang, Z.X., 2012. In vivo antidepressant activity of sesquiterpenes from the roots of Valeriana fauriei Briq. Fitoterapia 83, 599-603. https://doi.org/10.1016/j.fitote.2012.01.004.
  • Liu, J.-L., Yu, M., Wang, S.-J., Zhang, G.-J., 2020a. Study on chemical constituents from Euphorbia thymifolia. China J. Chin. Mater. Med. 45, 5226-5231. https://doi.org/ 10.19540/j.cnki.cjcmm.20200703.201.
  • Liu, Y., Sun, X., Yang, R.-R., Guo, Y.-W., Ma, S.-C., 2020b. Chemical constituents from Gentiana hexaphylla maxim. Ex kusnez. Chin. Pharmaceut. J. 55, 1780-1786. https://doi.org/10.11669/cpj.2020.21.006.
  • Ming, D.S., Yu, D.Q., Yang, Y.Y., He, C.H., 1997. The structures of three novelsesquiterpenoids from Valeriana Jatamansi Jones. Tetrahedron Lett. 38, 5205-5208.
  • Neamati, A., Chaman, F., Hosseini, M., Boskabady, M.H., 2014. The effects of Valeriana officinalis L. hydro-alcoholic extract on depression like behavior in ovalbumin sensitized rats. J. Pharm. BioAllied Sci. 16, 97-104. https://doi.org/10.4103/0975- 7406.129174.
  • Orhan, I.E., 2021. A review focused on molecular mechanisms of anxiolytic effect of Valerina officinalis L. in connection with iIts phytochemistry through in vitro/in vivo studies. Curr. Pharmaceut. Des. 27, 3084-3090. https://doi.org/10.2174/ 1381612827666210119105254.
  • Ou, W.-W., Zhang, Y., Liu, B.-S., Zhang, Q., Chen, W.-T., Liu, J., Liao, M., 2020. Research progress in neuroinflammation mechanism in depression. J. Cent. South. Univ. 45, 1372-1377. https://doi.org/10.11817/j.issn.1672-7347.2020.190646.
  • Piˇcmanov´a, M., Moller, B.L., 2016. Apiose: one of nature' s witty games. Glycobiology 26, 430-442. https://doi.org/10.1093/glycob/cww012.
  • Ren, Y.-J., Cao, Y.-G., Zeng, M.-N., Zhang, B.-B., Liu, Y.-L., Wang, M.-N., He, C., Zhang, Y.-L., Zhang, X.-K., Feng, W.-S., 2021. Chemical constituents from the stems and leaves of Dioscorea opposite thunb. Chin. Pharmaceut. J. 56, 963-970. https:// doi.org/10.11669/cpj.2021.12.003.
  • Rezvani, M.E., Roohbakhsh, A., Allahtavakoli, M., Shamsizadeh, A., 2010. Anticonvulsant effect of aqueous extract of Valeriana officinalis in amygdala-kindled rats: possible involvement of adenosine. J. Ethnopharmacol. 127, 313-318. https:// doi.org/10.1016/j.jep.2009.11.002.
  • Sharifzadeh, M., Hadjiakhoondi, A., Khanavi, M., Susanabadi, M., 2006. Effects of aqueous, methanolic and chloroform extracts of rhizome and aerial parts of Valeriana officinalis L. on naloxone-induced jumping in morphine-dependent mice. Addiction Biol. 11, 145-151. https://doi.org/10.1111/j.1355-6215.2006.00016.x.
  • Shi, J., Ping, L., Zengping, G., Xingli, Y., Baohua, W., Beibei, Y., Siyu, T., Yicheng, W., Fang-yuan, M., 2016. Study on the chemical constituents of Valeriana jatamansi Jones. Northwest Pharm. J. 31, 225-227. https://doi.org/10.3969/j.issn.1004- 2407.2016.03.002.
  • Shinjyo, N., Waddell, G., Green, J., 2020. Valerian root in treating sleep problems and associated disorders-a systematic review and meta-analysis. J. Evidence-Based Integr. Med. 25, 1-31. https://doi.org/10.1177/2515690X20967323.
  • Sun, X., Zhang, T., Zhao, Y., Cai, E., Zhu, H., Liu, S., 2020. The protective effect of 5-Omethylvisammioside on LPS-induced depression in mice by inhibiting the over activation of BV-2 microglia through Nf-kappaB/IkappaB-alpha pathway. Phytomedicine 79, 153348. https://doi.org/10.1016/j.phymed.2020.153348.
  • Tan, Y.-Z., Yong, Y., Dong, Y.-H., Wang, R.-J., Li, H.-X., Zhang, H., Guo, D.-L., Zhang, S.- J., Dong, X.-P., Xie, X.-F., 2016. A new secoiridoid glycoside and a new sesquiterpenoid glycoside from Valeriana jatamansi with neuroprotective activity. Phytochem. Lett. 17, 177-180. https://doi.org/10.1016/j.phytol.2016.07.020.
  • Tang, Y., Liu, X., Yu, B., 2002. Iridoids from the rhizomes and roots of Valeriana jatamansi. J. Nat. Prod. 65, 1949-1952. https://doi.org/10.1021/np0203335.
  • Tomassini, L., Gao, J., Serafini, M., Nicoletti, M., 2005. Iridoid glucosides from Viburnum sargenti. Nat. Prod. Res. 19, 667-671. https://doi.org/10.1080/ 1478641042000301702.
  • Wang, R., Xiao, D., Bian, Y., Zhang, X., Li, B., Ding, L., Peng, S., 2008. Minor iridoids from the roots of Valeriana wallichii. J. Nat. Prod. 71, 1254-1257. https://doi.org/ 10.1021/np070598p.
  • Wang, P.C., Hu, J.M., Ran, X.H., Chen, Z.Q., Jiang, H.Z., Liu, Y.Q., Zhou, J., Zhao, Y.X., 2009. Iridoids and sesquiterpenoids from the roots of Valeriana officinalis. J. Nat. Prod. 72, 1682-1685. https://doi.org/10.1021/np9003382.
  • Wang, Q., Wang, C., Zuo, Y., Wang, Z., Yang, B., Kuang, H., 2012. Compounds from the roots and rhizomes of Valeriana amurensis protect against neurotoxicity in PC12 cells. Molecules 17, 15013-15021. https://doi.org/10.3390/molecules171215013.
  • Wang, P.-C., Zhou, X.-L., Qin, L., Xiao, H., Huang, S.-X., He, C.-M., Qing, X., Chen, X., Liang, C.X., 2018. Chemical constituents from the ethyl acetate parts of the leaves of cyclocarya paliurus. Chin. Pharmaceut. J. 53, 418-420. https://doi.org/10.11669/ cpj.2018.06.003.
  • Wang, S., Zeng, Y., Li, Y., He, L., Hu, Z., Huang, L., Gu, W., Yuan, C., Hao, X., 2020. Chemical constituents from Valeriana officinalis L. var. Iatifolia Miq. and their chemotaxonomic significance. Biochem. Systemat. Ecol. 90 https://doi.org/ 10.1016/j.bse.2020.104041.
  • Xu, J., Guo, P., Fang, L.Z., Li, Y.S., Guo, Y.Q., 2012. Iridoids from the roots of Valeriana jatamansi. J. Asian Nat. Prod. Res. 14, 1-6. https://doi.org/10.1080/ 10286020.2011.618804.
  • Yoshikawa, M., Yamaguchi, S., Kunim, K., Matsuda, H., Okun, Y., Yamahara, J., 1) Murakami, N., 1994. Stomachic principles in Ginger. III. an anti-ulcer principle, 6- gingesulfonic acid,and three monoacyldigalactosylglycerols gingerglycolipids A, B, and C, from Zingiberis rhizoma originating in Taiwan. Chem. Pharm. Bull. 42, 1226-1230. https://doi.org/10.1248/cpb.42.1226.
  • Yu, R., Zhang, Y., Zhang, D.-D., Ruan, J.-Y., Wang, T., Zhang, Y., 2021. Isolation and identification of phenolic components from Penthorum chinense Pursh. Chin. J. Med. Chem. 31, 203-208. https://doi.org/10.14142/j.cnki.cn21-1313/r.2021.03.005.
  • Zhao, T., Sun, M., Kong, L., Xue, Q., Wang, Y., Wang, Y., Khan, A., Cao, J., Cheng, G., 2021. Bioactivity-guided isolation of phytochemicals from Vaccinium dunalianum wight and their antioxidant and enzyme inhibitory activities. Molecules 26, 2075. https://doi.org/10.3390/molecules26072075.
  • Zhu, Y.-X., Liu, L.-Z., ling, D.-K., Wang, W., 1989. Chemical studies on the constituents of radix Ophiopogonis. Chin. J. Mater. Med. 14, 359-360.
  • Zu, X.-P., Zhang, W.-D., Han, Z.-Z., Li, H.-L., 2014. Water soluble chemical constituents of Valeriana officinalis Linn. var. latiofolia Miq. Acad. J. Second. Military. Med. Univ. 35, 161-170. https://doi.org/10.3724/SP. I.1008.2014.00161.