Friedelane Triterpenes with Cytotoxic Activity from the Leaves of Maytenus quadrangulata (Celastraceae)

Journal of the Brazilian Chemical Society

article

Aguilar, Mariana G. de¹  Sousa, Grasiely F. de¹  Evangelista, Fernanda C. G.¹  Sabino, Adriano P.¹  Camargo, Karen C.¹  Vieira Filho, Sidney A.²  Nunes, Yule R. F.³  Duarte, Lucienir P.¹ 

[1] Universidade Federal de Minas Gerais;Universidade Federal de Ouro Preto;Universidade Estadual de Montes Claros

关键词: Celastraceae;    Maytenus;    pentacyclic triterpenes;    cytotoxicity;   

DOI  :  10.21577/0103-5053.20220058

学科分类：内科医学

来源: SciELO

【 摘 要 】

Three new triterpenes, 3,4-seco-3,11β-epoxyfriedel-4(23)-en-3β-ol (1), friedelan-3α,11β diol (2), 7β,26-epoxyfriedelan-3a,7a-diol (3), a mixture of two new triterpenes 3α-hydroxyfriedelan-29-yl palmitate (4) and 3α-hydroxyfriedelan-29-yl stearate (5) and eleven known compounds were obtained from the hexane extract of Maytenus quadrangulata leaves. The structures and the relative stereochemistry of the new triterpenes were established through 1D/2D nuclear magnetic resonance (NMR), high resolution mass spectrometry (HRMS), and Fourier transform infrared (FTIR) spectral data. The hexane extract and isolated compounds were submitted to the cytotoxicity assays against leukemia (THP-1 and K562), ovarian (TOV-21G) and breast cancer (MDA-MB-231) cell lines. Compounds 1, 2 and 11β-hydroxyfriedelan-3-one (15) displayed high cytotoxicity and selectivity against leukemic cells when compared to positive control cytarabine (for THP-1) and imatinib (for K562). Furthermore, compound 2 showed similar cytotoxicity and an enhanced selectivity towards ovarian and breast cells in comparison to positive control etoposide.

【 授权许可】

CC BY