Chemical Composition and Cytotoxicity Evaluation of Essential Oil from Leaves of Casearia Sylvestris, Its Main Compound α-Zingiberene and Derivatives

Molecules

Diego Dinis Bou¹  João Henrique G. Lago¹  Carlos R. Figueiredo²  Alisson L. Matsuo²  Rafael C. Guadagnin¹  Marisi G. Soares³ 

[1] Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, Diadema 09972-270, SP, Brazil;Disciplina de Biologia Celular, Departamento de Micro, Imuno e Parasitologia, Universidade Federal de São Paulo, São Paulo 04021-001, SP, Brazil;Instituto de Química, Universidade Federal de Alfenas, Alfenas 37130-000, MG, Brazil

关键词: Casearia sylvestris;    essential oil;    α-zingiberene;    zingiberene derivatives;    cytotoxic activity;   

DOI  :  10.3390/molecules18089477

来源: mdpi

【 摘 要 】

Casearia sylvestris (Salicaceae), popularly known as “guaçatonga”, is a plant widely used in folk medicine to treat various diseases, including cancer. The present work deals with the chemical composition as well as the cytotoxic evaluation of its essential oil, its main constituent and derivatives. Thus, the crude essential oil from leaves of C. sylvestris was obtained using a Clevenger type apparatus and analyzed by GC/MS. This analysis afforded the identification of 23 substances, 13 of which corresponded to 98.73% of the total oil composition, with sesquiterpene α-zingiberene accounting for 50% of the oil. The essential oil was evaluated for cytotoxic activity against several tumor cell lines, giving IC₅₀ values ranging from 12 to 153 μg/mL. Pure α-zingiberene, isolated from essential oil, was also evaluated against the tumor cell lines showing activity for HeLa, U-87, Siha and HL60 cell lines, but with IC₅₀ values higher than those determined for the crude essential oil. Aiming to evaluate the effect of the double bonds of α-zingiberene on the cytotoxic activity, partially hydrogenated α-zingiberene (PHZ) and fully hydrogenated α-zingiberene (THZ) derivatives were obtained. For the partially hydrogenated derivative only cytotoxic activity to the B16F10-Nex2 cell line (IC₅₀ 65μg/mL) was detected, while totally hydrogenated derivative showed cytotoxic activity for almost all cell lines, with B16F10-Nex2 and MCF-7 as exceptions and with IC₅₀ values ranging from 34 to 65 μg/mL. These results indicate that cytotoxic activity is related with the state of oxidation of compound.

【 授权许可】

CC BY   
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