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New eremophilane-type sesquiterpenes from Ligularia lapathifolia.
Planta Med. 2004 Mar; 70(3):239-43.PM

Abstract

Seven new eremophilanolides were isolated from the roots and rhizomes of Ligularia lapathifolia. Their structures were established as 3beta-angeloyloxy-8beta H-eremophil-7(11)-ene-12,8alpha (14beta, 6alpha)-diolide, 3beta-angeloyloxy-8beta-hydroxyeremophil-7(11)-ene-12,8alpha(14beta,6alpha)-diolide,3beta-angeloyloxy-8beta-methoxyeremophil- 7(11)-ene-12,8alpha(14beta,6alpha)-diolide,3beta-angeloyloxy-8beta-ethoxyeremophil-7(11)-ene-12, 8alpha (14beta,6alpha)-diolide, 3beta-angeloyloxy-10beta- hydroxyeremophil-8(9),7(11)-diene-12,8(14beta,6alpha)-diolide, 3beta-angeloyloxy-8,12-expoy-12alpha-hydroxy-8beta-methoxyeremophil-7(11)-en-14beta,6alpha-olide and 3beta-angeloyloxyeremophilan-7,11-dien-14beta,6alpha-olide, by means of spectroscopic analyses. Moreover, application of a photooxygenation reaction on 7 resulted in the generation of 2 with an alpha,beta-unsaturated gamma-lactone moiety. This biomimetic transformation supports a biogenetic pathway proposed for 2.

Authors+Show Affiliations

Li YS
Shanghai Institute of Materia Medica, Chinese Academy of Sciences, P. R. China. sinodlsia@yahoo.com
Wang ZT
No affiliation info available
Zhang M
No affiliation info available
Zhou H
No affiliation info available
Chen JJ
No affiliation info available
Luo SD
No affiliation info available

MeSH

AsteraceaeHumansOxidation-ReductionPhytotherapyPlant ExtractsPlant RootsRhizomeSesquiterpenes

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15114501

Citation

Li, Yun-Sen, et al. "New Eremophilane-type Sesquiterpenes From Ligularia Lapathifolia." Planta Medica, vol. 70, no. 3, 2004, pp. 239-43.
Li YS, Wang ZT, Zhang M, et al. New eremophilane-type sesquiterpenes from Ligularia lapathifolia. Planta Med. 2004;70(3):239-43.
Li, Y. S., Wang, Z. T., Zhang, M., Zhou, H., Chen, J. J., & Luo, S. D. (2004). New eremophilane-type sesquiterpenes from Ligularia lapathifolia. Planta Medica, 70(3), 239-43.
Li YS, et al. New Eremophilane-type Sesquiterpenes From Ligularia Lapathifolia. Planta Med. 2004;70(3):239-43. PubMed PMID: 15114501.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New eremophilane-type sesquiterpenes from Ligularia lapathifolia. AU - Li,Yun-Sen, AU - Wang,Zheng-Tao, AU - Zhang,Mian, AU - Zhou,Hui, AU - Chen,Ji-Jun, AU - Luo,Shi-De, PY - 2004/4/29/pubmed PY - 2004/8/10/medline PY - 2004/4/29/entrez SP - 239 EP - 43 JF - Planta medica JO - Planta Med VL - 70 IS - 3 N2 - Seven new eremophilanolides were isolated from the roots and rhizomes of Ligularia lapathifolia. Their structures were established as 3beta-angeloyloxy-8beta H-eremophil-7(11)-ene-12,8alpha (14beta, 6alpha)-diolide, 3beta-angeloyloxy-8beta-hydroxyeremophil-7(11)-ene-12,8alpha(14beta,6alpha)-diolide,3beta-angeloyloxy-8beta-methoxyeremophil- 7(11)-ene-12,8alpha(14beta,6alpha)-diolide,3beta-angeloyloxy-8beta-ethoxyeremophil-7(11)-ene-12, 8alpha (14beta,6alpha)-diolide, 3beta-angeloyloxy-10beta- hydroxyeremophil-8(9),7(11)-diene-12,8(14beta,6alpha)-diolide, 3beta-angeloyloxy-8,12-expoy-12alpha-hydroxy-8beta-methoxyeremophil-7(11)-en-14beta,6alpha-olide and 3beta-angeloyloxyeremophilan-7,11-dien-14beta,6alpha-olide, by means of spectroscopic analyses. Moreover, application of a photooxygenation reaction on 7 resulted in the generation of 2 with an alpha,beta-unsaturated gamma-lactone moiety. This biomimetic transformation supports a biogenetic pathway proposed for 2. SN - 0032-0943 UR - https://www.unboundmedicine.com/medline/citation/15114501/New_eremophilane_type_sesquiterpenes_from_Ligularia_lapathifolia_ DB - PRIME DP - Unbound Medicine ER -