Methyl ethers of podophyllotoxin-related cyclolignans.
Methyl ethers of podophyllotoxin [1] and its epimers at positions 7 and 8' were obtained through the corresponding chlorinated or brominated derivatives at position 7. Additionally, the corresponding diol methyl ethers were obtained by reducing the lactone with LiAlH4. 7-O-Methylepipicropodophyllotoxin [12], 7-O-methylpicropodophyllotoxin [13], the diol methyl ethers 15-18 and the corresponding diacetates are described here for the first time. Most of the cyclolignans obtained were evaluated for their cytotoxic activity.
Miguel del Corral
J M
JM
Department of Organic Chemistry, Faculty of Pharmacy, University of Salamanca, Spain.
Gordaliza
M
M
Castro
M A
MA
Morales
L J
LJ
Lopez
J L
JL
San Feliciano
A
A
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D011034:Podophyllotoxin