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Antitrypanosomal Activity of Sesquiterpene Lactones from Helianthus tuberosus L. Including a New Furanoheliangolide with an Unusual Structure.
Galkina A, Krause N, Lenz M, Daniliuc CG, Kaiser M, Schmidt TJ. Galkina A, et al. Molecules. 2019 Mar 18;24(6):1068. doi: 10.3390/molecules24061068. Molecules. 2019. PMID: 30889936 Free PMC article.
This novel compound is a structural analog 4,15-iso-atriplicolide tiglate that possesses the same basic furanoheliangolide skeleton but differs in the position of the oxo function which is at C-2 instead of C-1, as well as in the fact that the oxygen atom of the furanoid r …
This novel compound is a structural analog 4,15-iso-atriplicolide tiglate that possesses the same basic furanoheliangolide skeleton b …
A cytotoxic dimeric furanoheliangolide from Piptocoma rufescens.
Ren Y, Jiménez F, García R, Mejía M, Chai H, Farnsworth NR, Soejarto DD, Kinghorn AD. Ren Y, et al. Tetrahedron Lett. 2013 Oct 2;54(40):5457-5460. doi: 10.1016/j.tetlet.2013.07.128. Tetrahedron Lett. 2013. PMID: 24159245 Free PMC article.
A new sesquiterpene lactone, rufescenolide C (1), the first furanoheliangolide dimer, was isolated from the leaves of Piptocoma rufescens, collected in the Dominican Republic. ...
A new sesquiterpene lactone, rufescenolide C (1), the first furanoheliangolide dimer, was isolated from the leaves of Piptocoma rufes …
Production of an antiproliferative furanoheliangolide by Lychnophora ericoides cell culture.
dos Santos PA, Amarante MF, Pereira AM, Bertoni B, França SC, Pessoa C, de Moraes MO, Costa-Lotufo LV, Pereira MR, Lopes NP. dos Santos PA, et al. Chem Pharm Bull (Tokyo). 2004 Dec;52(12):1433-5. doi: 10.1248/cpb.52.1433. Chem Pharm Bull (Tokyo). 2004. PMID: 15577239 Free article.
This work reports for the first time the production a furanoheliangolide (goyazensolide) by plant cell culture. Monitoring of the goyazensolide metabolism revealed that the maximum production occurred during the lag phase of the Lychnophora ericoides callus culture. ...
This work reports for the first time the production a furanoheliangolide (goyazensolide) by plant cell culture. Monitoring of the goy …
In Silico prediction and experimental evaluation of furanoheliangolide sesquiterpene lactones as potent agents against Trypanosoma brucei rhodesiense.
Schmidt TJ, Da Costa FB, Lopes NP, Kaiser M, Brun R. Schmidt TJ, et al. Antimicrob Agents Chemother. 2014;58(1):325-32. doi: 10.1128/AAC.01263-13. Epub 2013 Oct 28. Antimicrob Agents Chemother. 2014. PMID: 24165182 Free PMC article.
On the basis of this extended data set, further enriched by literature data for 10 compounds tested under the same conditions, our quantitative structure-activity relationship (QSAR) analyses for activity against T. brucei rhodesiense (etiologic agent of human African trypanosomi …
On the basis of this extended data set, further enriched by literature data for 10 compounds tested under the same conditions, our quantitat …
Effects of Host Plants on Development and Immunity of a Generalist Insect Herbivore.
Gallon ME, Smilanich AM. Gallon ME, et al. J Chem Ecol. 2023 Apr;49(3-4):142-154. doi: 10.1007/s10886-023-01410-9. Epub 2023 Feb 10. J Chem Ecol. 2023. PMID: 36763248
Conversely, caterpillars reared on T. diversifolia leaves, which contain phenylpropanoids, flavones and diverse furanoheliangolide-type sesquiterpene lactones, were not able to complete larval development and exhibited the lowest PO activity. These findings suggested that …
Conversely, caterpillars reared on T. diversifolia leaves, which contain phenylpropanoids, flavones and diverse furanoheliangolide-ty …
Sesquiterpene lactones from Lychnophora ericoides.
Sakamoto HT, Flausino D, Castellano EE, Stark CB, Gates PJ, Lopes NP. Sakamoto HT, et al. J Nat Prod. 2003 May;66(5):693-5. doi: 10.1021/np020314v. J Nat Prod. 2003. PMID: 12762810
Their structures, including absolute configuration, were established by spectroscopic methods, including single-crystal X-ray analysis. Monitoring the furanoheliangolide metabolism of L. ericoides revealed an increase in biosynthesis during the plant flowering period....
Their structures, including absolute configuration, were established by spectroscopic methods, including single-crystal X-ray analysis. Moni …
Structurally modified natural sesquiterpene lactones constitute effective and less toxic schistosomicidal compounds.
Sass DC, Morais GO, Miranda RA, Magalhães LG, Cunha WR, dos Santos RA, Arakawa NS, Da Costa FB, Constantino MG, Heleno VC. Sass DC, et al. Org Biomol Chem. 2014 Oct 28;12(40):7957-64. doi: 10.1039/c4ob00426d. Org Biomol Chem. 2014. PMID: 25030079
More specifically, we assessed the activity of budlein-A, a furanoheliangolide sesquiterpene lactone, and four of its derivatives. The structural modifications of budlein-A, presented in this work, diminished the cytotoxicity and changed the antiparasitary behavior of the …
More specifically, we assessed the activity of budlein-A, a furanoheliangolide sesquiterpene lactone, and four of its derivatives. Th …
Acid-Induced Rearrangement of Epoxygermacranolides: Synthesis of Furanoheliangolides and Cadinanes from Nobilin.
De Mieri M, Smieško M, Ismajili I, Kaiser M, Hamburger M. De Mieri M, et al. Molecules. 2017 Dec 18;22(12):2252. doi: 10.3390/molecules22122252. Molecules. 2017. PMID: 29258233 Free PMC article.
The acid-induced rearrangement of three epoxyderivatives of nobilin 1, the most abundant sesquiterpene lactone in Anthemisnobilis flowers, was investigated. From the 1,10-epoxyderivative 2, furanoheliangolide 5 was obtained, while the 4,5-epoxy group of 3 did not react. .. …
The acid-induced rearrangement of three epoxyderivatives of nobilin 1, the most abundant sesquiterpene lactone in Anthemisnobilis flowers, w …
Natural sesquiterpene lactones as inhibitors of Myb-dependent gene expression: structure-activity relationships.
Schomburg C, Schuehly W, Da Costa FB, Klempnauer KH, Schmidt TJ. Schomburg C, et al. Eur J Med Chem. 2013 May;63:313-20. doi: 10.1016/j.ejmech.2013.02.018. Epub 2013 Feb 26. Eur J Med Chem. 2013. PMID: 23501116
The IC50 values were in a range between 0.7 and >30 muM. The furanoheliangolide goyazensolide and the pseudoguaianolide helenalin acetate (IC50 = 0.6 and 0.7 muM, respectively) represent the most active inhibitors of c-Myb dependent gene expression found up to present. …
The IC50 values were in a range between 0.7 and >30 muM. The furanoheliangolide goyazensolide and the pseudoguaianolide helenalin …
36 results