Sesquiterpenes from Maytenus jelskii as potential cancer chemopreventive agents.
Seven new (1-4 and 7-9) sesquiterpenes with a dihydro-beta-agarofuran skeleton, along with four known compounds (5, 6, 10, and 11), have been isolated from the leaves of Maytenus jelskii. The structures of the new compounds were elucidated by means of spectroscopic data analysis, including 1D and 2D NMR techniques, and their absolute configurations were determined by circular dichroism and chemical correlations. The compounds have been tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). Compound 10 was found to be an effective antitumor-promoting agent and also showed a potent chemopreventive effect in an in vivo two-stage carcinogenesis model.
Instituto Universitario de Bio-Organica Antonio Gonzalez, Universidad de La Laguna, Avenida Astrofisico Francisco Sanchez 2, La Laguna, 38206 Tenerife, Canary Islands, Spain.
Nayra R
NR
Perestelo
Ignacio A
IA
Jiménez
Harukuni
H
Tokuda
Hirotaka
H
Hayashi
Isabel L
IL
Bazzocchi
D000107:Acetylation; D000818:Animals; D016588:Anticarcinogenic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000956:Antigens, Viral / Q000187:drug effects; D005260:Female; D029755:Maytenus / Q000737:chemistry*; D051379:Mice; D008813:Mice, Inbred ICR; D008954:Models, Biological; D008968:Molecular Conformation; D015394:Molecular Structure; D010568:Peru; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology
D016588:Anticarcinogenic Agents; D000956:Antigens, Viral; C033305:Epstein-Barr virus early antigen; D012717:Sesquiterpenes; D013755:Tetradecanoylphorbol Acetate