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Substituted stilbenes and their reactions
专利权人:
Lucy Annette Hepworth;John Butler;John Anthony Hadfield;Alan Thomson McGown;Nicholas James Lawrence;Keira Gaukroger;Stephen Patrick Mayalarp;Edward John Land;Ian Hamblett
发明人:
John Anthony Hadfield,Alan Thomson McGown,Stephen Patrick Mayalarp,Edward John Land,Ian Hamblett,Keira Gaukroger,Nicholas James Lawrence,Lucy Annette Hepworth,John Butler
申请号:
US13588331
公开号:
US08853270B2
申请日:
2012.08.17
申请国别(地区):
US
年份:
2014
代理人:
摘要:
The present invention relates to stilbene and quinine 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 BBOC 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 stilbenes. These reactions include the photochemical release of an active form of the compound from a prodrug conjugate and the photochemical isomerization 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 tumor.
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