AI Article Synopsis
- - Plumisclerin A is a complex natural compound from marine sources, known for its unique structure and potential cancer-fighting properties.
- - The research involved creating new analogues of plumisclerin A by altering its tricyclo[4.3.1.0]decane core, starting from a common intermediate, to see if the modifications could maintain bioactivity against cancer cells.
- - Several new analogues were found to have similar effectiveness as the original compound in inhibiting cancer cell growth, and the study suggests that the position of added lipophilic chains on the core structure can vary, opening up paths for producing more effective compounds.
Article Abstract
Plumisclerin A is one of the most complex cytotoxic xenicane diterpenes from marine sources, featuring a unique congested and rigid tricyclo[4.3.1.0]decane core and a lipophilic acyl chain. This work explored a number of new analogues of plumisclerin A through modifying the characteristic tricyclo[4.3.1.0]decane core with lipophilic chains starting from a common lactone intermediate. Bioactivity examination of all the synthetic analogues shows that new analogues 2a, 18 and 21 exhibited comparable inhibitory potencies to that of the natural product against the proliferation of cancer cells. Structural comparison of these bioactive natural and unnatural compounds reveals that the location of lipophilic substituent(s) on the tricyclo[4.3.1.0]decane core is spatially flexible, and this work thus offers a new channel to diverse bioactive analogues of plumisclerin A.
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| http://dx.doi.org/10.1039/d2ob00539e | DOI Listing |
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