The present invention relates to stilbene and quinone compounds related to
combretastatin A-4 and their use as anticancer compounds and prodrugs.
The compounds include those with an alkyl group on the double bond of cis
or trans-stilbenes, compounds with one or more (and preferably 2 or 3)
alkyl group substituents on the stilbene A ring, compounds with an alkoxy
group other than methoxy at position 3, 4, and/or 5 of the stilbene A
ring, compounds (or prodrugs) in which BOC amino acid esters are formed
with the phenolic hydroxyl at the 3-position of the B ring and compounds
(or prodrugs) based on a benzoquinone B ring. The present invention
further relates to the photochemical reactions of stilbene compounds,
either the above compounds disclosed for the first time herein or
compounds based on prior art stilbenes. These reactions include the
photochemical release of an active form of the compound from a prodrug
conjugate and the photochemical isomerisation of the compounds,
especially from a trans to cis form of compounds. The reactions can be
used alone or in combination to convert inactive or comparatively less
active forms of the compounds to more active forms, thereby allowing the
compounds to be selectively targeted, e.g. activating them at the site of
a tumour.