Preparation and antitrypanosomal activity of secochiliolide acid derivatives.

@article{Siless2013PreparationAA,
  title={Preparation and antitrypanosomal activity of secochiliolide acid derivatives.},
  author={Gast{\'o}n E. Siless and Esteban Sebasti{\'a}n Lozano and Marianela S{\'a}nchez and Marcia Mazzuca and Miguel A Sosa and Jorge A. Palermo},
  journal={Bioorganic \& medicinal chemistry letters},
  year={2013},
  volume={23 17},
  pages={
          4964-7
        }
}
Secochiliolide acid (1) isolated from the Patagonian shrub Nardophyllum bryoides, was used as a scaffold for the preparation of a series of nine derivatives. Compound 1 and its derivatives were tested against Trypanosoma cruzi epimastigotes grown in liquid media. It was first observed that secochiliolide acid (1) inhibited the proliferation of the parasites, with an IC50 of 2 μg/mL. Six of the synthesized derivatives were also active with IC50's between 2 and 7 μg/mL which are comparable to… 
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References

SHOWING 1-10 OF 18 REFERENCES
Trypanocidal and Leishmanicidal Activities of Sesquiterpene Lactones from Ambrosia tenuifolia Sprengel (Asteraceae)
TLDR
The results shown herein suggest that psilostachyin and peruvin could be considered potential candidates for the development of new antiprotozoal agents against Chagas' disease and leishmaniasis.
Cytotoxic terpenoids from Nardophyllum bryoides.
TLDR
The investigation of the ethanol extract of fresh aerial parts of the Patagonian shrub Nardophyllum bryoides collected in the province of Chubut, Argentina, yielded eleven terpenoids, four of which are hitherto unknown and several showed moderate cytotoxicity against a human pancreatic adenocarcinoma cell line.
The effect of the diterpene 5-epi-icetexone on the cell cycle of Trypanosoma cruzi.
TLDR
It is concluded that the diterpene 5-epi-icetexone affects the cell cycle of T. cruzi, possibly in the transition S/G2 phase and cell division.
New diterpenes from and
Abstract From the aerial parts of Chiliotrichium rosmarinifolium in addition to known compounds nine diterpenes were isolated, three isolabdanes, three seco-isolabdanes, a cis-clerodane, a rearranged
Plant metabolites active against Trypanosoma cruzi.
TLDR
This review presents and discusses the data available until mid-1995 on trypanosomiasis, and discusses a wide variety of isolated substances showing activity against this parasite.
Synthesis of steroidal quinones and hydroquinones from bile acids by Barton radical decarboxylation and benzoquinone addition. Studies on their cytotoxic and antifungal activities
TLDR
One of the new hydroquinones showed promising results against the human pancreatic ductal carcinoma cell line PANC1, with similar cytotoxic activity as the commercial chemotherapy drug doxorubicin.
A decade of targets and patented drugs for chemotherapy of Chagas disease.
  • V. Duschak
  • Medicine, Biology
    Recent patents on anti-infective drug discovery
  • 2011
TLDR
Advances on antichagasic agents directed to specific parasite targets such as metabolic pathways or specific enzymes, including cysteine proteinase inhibitors and inhibitors capable to block ergosterol biosynthesis, are summarized.
Natural products from plants as drug candidates and lead compounds against leishmaniasis and trypanosomiasis.
TLDR
The antikinetoplastid activities of plant-derived natural products reported in the literature are outlined and an overview of mechanistic studies that have been conducted with these compounds are provided.
The structure of psilostachyin, a new sesquiterpene dilactone from ambroisia psilostachya☆
Abstract The structure of psilostachyin, a new sesquiterpene dilactone from Ambrosia psilostachya DC., is shown to be XIII. The synthesis of psilosctachyin from coronopilin provided the
Unified synthesis of quinone sesquiterpenes based on a radical decarboxylation and quinone addition reaction.
A unified synthesis of several quinone sesquiterpenes is described herein. Essential to this strategy is a novel radical addition reaction that permits the attachment of a fully substituted bicyclic
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