Absolute Configuration and Antileishmanial Activity of (–)-Cyclocolorenone Isolated from Duguetia lanceolata (Annonaceae)

التفاصيل البيبلوغرافية
العنوان: Absolute Configuration and Antileishmanial Activity of (–)-Cyclocolorenone Isolated from Duguetia lanceolata (Annonaceae)
المؤلفون: Patricia Sartorelli, João M. Batista, Jackson Monteiro, Luiz Felipe D. Passero, Jéssica A. Jesus, Márcia D. Laurenti, João H. G. Lago, Marisi G. Soares, Andrea N. L. Batista
المصدر: Current Topics in Medicinal Chemistry. 22:1626-1633
بيانات النشر: Bentham Science Publishers Ltd., 2022.
سنة النشر: 2022
مصطلحات موضوعية: Drug Discovery, General Medicine
الوصف: Background: The fractionation of the n-hexane phase of the EtOH extract from the leaves of Duguetia lanceolata (Annonaceae) led to the identification of the sesquiterpene (–)-cyclocolorenone. Objective: Chemical characterization, including determination of the absolute stereochemistry, and in vitro evaluation of antileishmanial activity of the sesquiterpene (–)-cyclocolorenone, isolated from D. lanceolata, were carried out. Methods: (–)-Cyclocolorenone was isolated from D. lanceolata leaves using different chromato-graphic steps and its structure was defined by analysis of NMR and ESI-HRMS data. Additionally, the absolute configuration of (–)-cyclocolorenone was ambiguously assigned by means of vibra-tional circular dichroism (VCD). Antileishmanial activity of (–)-cyclocolorenone was evaluated on promastigote and amastigote forms of Leishmania (Leishmania) amazonensis. The integrity of the cell membrane of L. (L.) amazonensis was analyzed using the SYTOX green probe. Results: (–)-(1R,6S,7R,10R)-Cyclocolorenone displayed activity against promastigotes and amastigotes forms of L. (L.) amazonensis with IC50 of 4.54 and 28.44 , respectively. Further-more, this compound was non-toxic in J774 macrophage cells (CC50 > 458.71 ) with a selectivi-ty index > 100 (promastigotes) and > 32.2 (amastigotes). Additionally, (–)-cyclocolorenone was ob-served to target the parasite cell membrane. Conclusion: Obtained data suggested that (–)-cyclocolorenone, in which absolute configuration was determined, can be considered as a scaffold for the development of new drugs for the treatment of leishmaniasis.
تدمد: 1568-0266
DOI: 10.2174/1568026622666220707095718
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_________::af394a329a20c7198d017ff7c3640a5e
https://doi.org/10.2174/1568026622666220707095718
رقم الانضمام: edsair.doi...........af394a329a20c7198d017ff7c3640a5e
قاعدة البيانات: OpenAIRE
الوصف
تدمد:15680266
DOI:10.2174/1568026622666220707095718