Cytotoxic Podophyllotoxin Type-Lignans from the Steam Bark of Bursera fagaroides var. fagaroides

Molecules

Andrés M. Rojas-Sepúlveda⁴  Mario Mendieta-Serrano³  Mayra Y. Antúnez Mojica⁴  Enrique Salas-Vidal³  Silvia Marquina⁴  Mar໚ Luisa Villarreal²  Ana Mar໚ Puebla¹  Jorge I. Delgado¹ 

[1] Departamento de Farmacobiología, Centro Universitario de Ciencias Exactas e Ingeniería, Universidad de Guadalajara, Guadalajara, Jalisco 44430, Mexico;Centro de Investigación en Biotecnología, Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos 62209, Mexico;Departamento de Fisiología Molecular y Genética del Desarrollo, Instituto de Biotecnología, Universidad Nacional Autónoma de México, Cuernavaca, Morelos 62250, Mexico;Centro de Investigaciones Químicas, Universidad Nacional Autónoma de México, Cuernavaca, Morelos 62209, Mexico;

关键词: Bursera fagaroides var. fagaroides;    lignans;    podophyllotoxin;    cytotoxic activity;    antitumoral;   

DOI  :  10.3390/molecules17089506

来源: mdpi

【 摘 要 】

The hydroalcoholic extract of the steam bark of B. fagaroides var. fagaroides displayed potent cytotoxic activity against four cancer cell lines, namely KB (ED₅₀ = 9.6 × 10⁻² μg/mL), PC-3 (ED₅₀ = 2.5 × 10⁻¹ μg/mL), MCF-7 (ED₅₀ = 6.6 μg/mL), and HF-6 (ED₅₀ = 7.1 × 10⁻³ μg/mL). This extract also showed anti-tumour activity when assayed on mice inoculated with L5178Y lymphoma cells. Bioactivity-directed isolation of this extract, afforded seven podophyllotoxin-type lignans identified as podophyllotoxin (1), β-peltatin-A-methylether (2), 5′-desmethoxy-β-peltatin-A-methylether (3), desmethoxy-yatein (4), desoxypodophyllotoxin (5), burseranin (6), and acetyl podophyllotoxin (7) by 1D and 2DNMR and FAB-MS analyses, and comparison with reported values. All the isolated compounds showed potent cytotoxic activity in the cell lines tested, especially compound 3, which exhibited greater activity than camptothecin and podophyllotoxin against PC-3 (ED₅₀ = 1.0 × 10⁻⁵ μg/mL), and KB (ED₅₀ = 1.0 × 10⁻⁵ μg/mL). This is the first report of the isolation of podophyllotoxin and its acetate in a Bursera species.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.