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Eremophilane-type sesquiterpenoids with diverse skeletons from Ligularia sagitta.
J Nat Prod. 2014 Jun 27; 77(6):1329-35.JN

Abstract

Five new highly oxygenated eremophilane-type sesquiterpenoids, possessing C19 (1 and 2), C15 (3 and 4), and C14 (8) skeletons, along with eight known eremophilenolides were obtained from the aerial parts of Ligularia sagitta. The absolute configuration of 1 was assigned by X-ray diffraction analysis and that of 3 by ECD spectroscopy. Compounds 1-10 were evaluated for their antibacterial activities against Staphyloccocus aureus, Bacillus subtilis, Escherichia coli, Bacillus cereus, and Erwinia carotovora. Compounds 4 and 5 displayed broad-spectrum inhibitory activity against these bacteria with MIC values of approximately 7.25 μg/mL, followed by 3 and 6 with MIC values in the range of 23.0-125.0 μg/mL. Compounds 3 and 8 showed mild activity against three human tumor cell lines (IC50 ≈ 13 μM). Preliminary structure-activity relationships for these eremophilenolides are reported.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Chen JJ
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , Tian-shui Road 222, Lanzhou 730000, People's Republic of China.
Chen CJ
No affiliation info available
Yao XJ
No affiliation info available
Jin XJ
No affiliation info available
Gao K
No affiliation info available

MeSH

Anti-Bacterial AgentsAsteraceaeBacillus subtilisCrystallography, X-RayDrug Screening Assays, AntitumorDrugs, Chinese HerbalEscherichia coliHumansInhibitory Concentration 50Microbial Sensitivity TestsMolecular ConformationMolecular StructurePlant ExtractsSesquiterpenesStaphylococcus aureusStructure-Activity Relationship

Pub Type(s)

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

Language

eng

PubMed ID

24913558

Citation

Chen, Jian-Jun, et al. "Eremophilane-type Sesquiterpenoids With Diverse Skeletons From Ligularia Sagitta." Journal of Natural Products, vol. 77, no. 6, 2014, pp. 1329-35.
Chen JJ, Chen CJ, Yao XJ, et al. Eremophilane-type sesquiterpenoids with diverse skeletons from Ligularia sagitta. J Nat Prod. 2014;77(6):1329-35.
Chen, J. J., Chen, C. J., Yao, X. J., Jin, X. J., & Gao, K. (2014). Eremophilane-type sesquiterpenoids with diverse skeletons from Ligularia sagitta. Journal of Natural Products, 77(6), 1329-35. https://doi.org/10.1021/np5003302
Chen JJ, et al. Eremophilane-type Sesquiterpenoids With Diverse Skeletons From Ligularia Sagitta. J Nat Prod. 2014 Jun 27;77(6):1329-35. PubMed PMID: 24913558.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Eremophilane-type sesquiterpenoids with diverse skeletons from Ligularia sagitta. AU - Chen,Jian-Jun, AU - Chen,Chao-Jun, AU - Yao,Xiao-Jun, AU - Jin,Xiao-Jie, AU - Gao,Kun, Y1 - 2014/06/10/ PY - 2014/6/11/entrez PY - 2014/6/11/pubmed PY - 2014/8/30/medline SP - 1329 EP - 35 JF - Journal of natural products JO - J Nat Prod VL - 77 IS - 6 N2 - Five new highly oxygenated eremophilane-type sesquiterpenoids, possessing C19 (1 and 2), C15 (3 and 4), and C14 (8) skeletons, along with eight known eremophilenolides were obtained from the aerial parts of Ligularia sagitta. The absolute configuration of 1 was assigned by X-ray diffraction analysis and that of 3 by ECD spectroscopy. Compounds 1-10 were evaluated for their antibacterial activities against Staphyloccocus aureus, Bacillus subtilis, Escherichia coli, Bacillus cereus, and Erwinia carotovora. Compounds 4 and 5 displayed broad-spectrum inhibitory activity against these bacteria with MIC values of approximately 7.25 μg/mL, followed by 3 and 6 with MIC values in the range of 23.0-125.0 μg/mL. Compounds 3 and 8 showed mild activity against three human tumor cell lines (IC50 ≈ 13 μM). Preliminary structure-activity relationships for these eremophilenolides are reported. SN - 1520-6025 UR - https://www.unboundmedicine.com/medline/citation/24913558/Eremophilane_type_sesquiterpenoids_with_diverse_skeletons_from_Ligularia_sagitta_ DB - PRIME DP - Unbound Medicine ER -