Acylfulvenes, a new class of potent antitumor agents.
Acylfulvene, derived from the sesquiterpene illudin S by treatment with acid (reverse Prins reaction), is far less reactive to thiols than illudin S. However, it is reduced readily to an aromatic product, in the same way as illudin S. This may explain its greatly improved therapeutic index compared to that of the parent compound.
McMorris
T C
TC
Department of Chemistry, University of California, San Diego, La Jolla 92093-0506, USA.
Kelner
M J
MJ
Wang
W
W
Diaz
M A
MA
Estes
L A
LA
Taetle
R
R
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry*; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy; D051379:Mice; D008819:Mice, Nude; D009368:Neoplasm Transplantation; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry / Q000627:therapeutic use; D013141:Spiro Compounds / Q000737:chemistry / Q000627:therapeutic use
D000903:Antibiotics, Antineoplastic; D000970:Antineoplastic Agents; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; D013141:Spiro Compounds; C079422:acylfulvene; C008105:illudin S