Cytotoxic Activity of Triterpenoids from Cheiloclinium cognatum Branches against Chronic and Acute Leukemia Cell Lines. Issue 12 (23rd November 2020)

• Record Type: Journal Article
• Authors: Gonçalves Pereira, Rafael César; Gontijo Evangelista, Fernanda Cristina; dos Santos Júnior, Valtair Severino; de Paula Sabino, Adriano; Gonçalves Maltarollo, Vinícius; de Freitas, Rossimiriam Pereira; Pains Duarte, Lucienir
• Is Part Of: Chemistry & biodiversity. Volume 17:Issue 12(2020)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2020-11-23
• Subjects: triterpenoids -- Cheiloclinium cognatum -- Celastraceae -- acute leukemia -- chronic leukemia; Biochemistry -- Periodicals; Molecular biology -- Periodicals; Biodiversity -- Periodicals; 572
• DOI: 10.1002/cbdv.202000773
• Languages: English
• ISSNs: 1612-1872

Abstract

Abstract: Cheiloclinium cognatum (Miers) A.C.Sm. is an endemic species of Brazilian Cerrado that belongs to Celastraceae family. The phytochemical study of C. cognatum branches led to the identification of ten triterpenoids (TPs), 3 β ‐acyloxyurs‐12‐ene (1 ), friedelin (2 ), β ‐friedelinol (3 ), glut‐5‐en‐3 β ‐ol (4 ), α ‐amyrin (5 ), β ‐amyrin (6 ), β ‐sitosterol (7 ), canophyllol (8 ), 29‐hydroxyfriedelan‐3‐one (9 ) and friedelane‐3 β, 29‐diol (10 ). TPs 4, 5 and 6 are described for the first Cheiloclinium genus and TPs 8 and 9 were isolated in expressive amounts. Their cytotoxic activities were evaluated against THP‐1 and K562 leukemia cell lines. TPs 3 and 5 were the most active, exhibiting lower or similar IC50 against both cell lines when compared to the controls. Their mechanisms of action were investigated suggesting an intrinsic mitochondrial pathway of apoptosis evidenced by up‐regulation of BAK mRNA expression. Chemometric studies indicated that their activities may be related to their molecular size and shape as well as electronic interactions of C‐3 hydroxy group with molecular targets. Abstract :