ArticleBioorganic & medicinal chemistry2017
Synthesis of amide isosteres of schweinfurthin-based stilbenes.
Article in Bioorganic & medicinal chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Substitution of a triazole for the central olefin in biologically active stilbenes.Bioorganic & medicinal chemistry letters · 2022Article
- Synthesis and Antimicrobial Activity of δ-Viniferin Analogues and Isosteres.Molecules (Basel, Switzerland) · 2021Article
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Authors and funding
3 authors.
Funding
Abstract
The schweinfurthins are plant-derived stilbenes with an intriguing profile of anti-cancer activity. To obtain analogues of the schweinfurthins that might preserve the biological activity but have greater water solubility, a formal replacement of the central olefin with an amide has been explored. Two pairs of amides have been prepared, each containing the same hexahydroxanthene "left half" joined through an amide linkage to two different "right halves." In each series, the amide has been inserted in both possible orientations, placing the carbonyl group on the tricyclic ABC ring system and the amine on the D-ring, or placing the amine on the hexahydroxanthene and the carbonyl group on the D-ring. The four new schweinfurthin analogues have been tested in the NCI 60 cell line screen, and in both cases the more active isomer carried the carbonyl group on the C-ring.
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Registered trials
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