Secochiliolide ester derivatives: Preparation and evaluation of their antitrypanosomal and antimalarial efficacy

@article{Ronchi2019SecochiliolideED,
  title={Secochiliolide ester derivatives: Preparation and evaluation of their antitrypanosomal and antimalarial efficacy},
  author={Romina J Ronchi and Claire Beaufay and Joanne Bero and Juan B Robirosa and Marcia Mazzuca and Jorge A. Palermo and Jo{\"e}lle Quetin-Leclercq and Marianela S{\'a}nchez},
  journal={Chemical Biology \& Drug Design},
  year={2019},
  volume={93},
  pages={147 - 153}
}
In the present study, a series of new esters of secochiliolide acid (SA), a diterpene isolated from Nardophyllum bryoides, were synthesized in good yield. All compounds were evaluated for their in vitro antiparasitic properties (on Plasmodium falciparum and Trypanosoma brucei brucei) and cytotoxicity (on WI38, normal mammalian cells). They displayed moderate antitrypanosomal activity with IC50 values between 2.55 and 18.14 μm, with selectivity indices >10, and low antiplasmodial effects with… 

References

SHOWING 1-10 OF 35 REFERENCES
Preparation and antitrypanosomal activity of secochiliolide acid derivatives.
TLDR
The results indicate that the carboxyl group is not essential for the bioactivity of 1, while the presence of the tetrasubstituted exocyclic double bond seems to be important.
Antiparasitic Activity of Diterpenoids Against Trypanosoma cruzi.
TLDR
Royleanones (3, 4, and 5) and a further abietane (12), obtained by purification of Plectranthus spp.
Antimalarial activity of 10-alkyl/aryl esters and -aminoethylethers of artemisinin.
A series of n-alkyl/aryl esters were synthesized and their in vitro antiplasmodial activity was measured alongside that of previously synthesized aminoethylethers of artemisinin ozonides against
Antitrypanosomal Activities and Mechanisms of Action of Novel Tetracyclic Iridoids from Morinda lucida Benth.
TLDR
Three novel tetracyclic iridoids, molucidin, ML-2-3, and ML-F52, from the CHCl3 fraction of M. lucida leaves, which possess activity against the GUTat 3.1 strain of T. Brucei brucei, may be promising lead compounds for the development of new chemotherapies for African trypanosomal infections in humans and animals.
Antitrypanosomal activity and evaluation of the mechanism of action of diterpenes from aerial parts of Baccharis retusa (Asteraceae).
TLDR
These data demonstrate, for the first time, the antitrypanosomal activity and mechanism of action of 1 and related compounds 2 and 3, obtained from aerial parts of B. retusa.
In vitro antitrypanosomal and antileishmanial activity of plants used in Benin in traditional medicine and bio-guided fractionation of the most active extract.
TLDR
The in vitro antitrypanosomal and antileishmanial activity of crude extracts of 10 plant species traditionally used in Benin to treat parasitic infections are evaluated to give some justification for antiparasitic activity of some investigated plants.
Diterpenes from Alomia myriadenia (Asteraceae) with cytotoxic and trypanocidal activity.
TLDR
Further investigation of the aerial parts of Alomia myriadenia revealed an halimane diterpene identified as ent-8S,12S-epoxy-7R,16-dihydroxyhalima-5(10),13-dien-15-16-olide, which was evaluated in a panel of human cancer cell lines and caused lysis of 100% of the parasites at 250 mug/ml.
Modes of action of arjunolic acid and derivatives on Trypanosoma cruzi cells.
TLDR
Data indicate that synthetically-modified natural products comprise valuable tools in antiparasitic chemotherapy and that electron microscopy may be useful not only in determining the mechanisms of action but also in directing such modifications for rational drug design.
Structure Elucidation, Antimicrobial and Cytotoxic Activities of a Halimane Isolated from Vellozia kolbekii Alves (Velloziaceae)
TLDR
In the mechanism of cytotoxic action, halimane 1 interferes in two major phases of the cell cycle: in S phase, in which DNA synthesis occurs and where it is very sensitive to damage, and G2M phase which is the phase of preparation for mitosis and mitosis itself, showing apoptosis‐inducing properties.
Erythrocyte membrane modifying agents and the inhibition of Plasmodium falciparum growth: structure-activity relationships for betulinic acid analogues.
TLDR
The established link between erythrocyte membrane modifications and antiplasmodial activity may provide a novel target for potential antimalarial drugs.
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