Synthesis, cytotoxicity and antiviral activity of podophyllotoxin analogues modified in the E-ring.
Several podophyllotoxin derivatives modified in the E-ring were prepared and evaluated for their cytotoxicity on four neoplastic cell lines (P-388, A-549, HT-29 and MEL-28) and for their antiherpetic activity against Herpes simplex virus type II. The trimethoxyphenyl moiety was oxidized to ortho-quinone and further condensed with diamines and enamines to form different heterocycles. Most of the compounds maintained their cytotoxicity at the muM level and some of them showed antiherpetic activity.
Castro
M Angeles
MA
Departamento de Química Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, 37007 Salamanca, Spain. macg@usal.es
Miguel del Corral
José M
JM
Gordaliza
Marina
M
Gómez-Zurita
M Antonia
MA
de la Puente
M Luz
ML
Betancur-Galvis
Liliana A
LA
Sierra
Jelver
J
San Feliciano
Arturo
A
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002522:Chlorocebus aethiops; D018258:Herpesvirus 2, Human / Q000187:drug effects; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014709:Vero Cells
D000998:Antiviral Agents; D011034:Podophyllotoxin