Reduction and Preparation of a Phthalimide Derivative from a Furo-heliangolide

Silva, Gil Valdo José da; Heleno, Vladimir Constantino Gomes; Constantino, Maurício Gomes

doi:10.3390/50600908

Cited by 4 publications

(1 citation statement)

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“…SLs have been known to present the schistosomicidal activity for several decades; 24,25 until recently, some SLs have been evaluated for this activity, showing interesting results. 6 This information has led our group, which is particularly interested in investigating SLs, 19,20,22,[26][27][28] to assay compound 2 against Schistosoma mansoni and verify its cytotoxicity. We obtained remarkable results showing the crushing mortality of S. mansoni worms in any assayed concentration of compound 2.…”

Section: Schistosomicidal Activity and Cytotoxicitymentioning

confidence: 99%

Structurally modified natural sesquiterpene lactones constitute effective and less toxic schistosomicidal compounds

et al. 2014

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Sesquiterpene lactones are known to be active, but are also known to present high cytotoxicity. In the present work an evaluation of how slight structural alterations affect the cytotoxicity and the schistosomicidal activity of sesquiterpene lactones was undertaken. 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 molecule. They also provided data for a better understanding of the sesquiterpene lactone cytotoxicity. The establishment of the structures of three synthesized sesquiterpene lactones on the basis of NMR and HRESIMS data is also presented here. Complete and detailed (1)H and (13)C 1D and 2D NMR data, with measurements of all J values and all multiplicities clarified, are presented for five sesquiterpene lactones for the first time.

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