AI Article Synopsis
- Dibenzyl butyrolactone lignans are known for their strong anti-proliferative properties, making them significant in biological research.
- A new and efficient method for synthesizing these lignans involves the acyl-Claisen rearrangement, which allows for the creation of a key intermediate.
- The modified 5-hydroxymethyl derivatives demonstrate excellent cytotoxic effects, leading to programmed cell death in Jurkat T-leukemia cells with minimal necrosis.
Article Abstract
Dibenzyl butyrolactone lignans are well known for their excellent biological properties, particularly for their notable anti-proliferative activities. Herein we report a novel, efficient, convergent synthesis of dibenzyl butyrolactone lignans utilizing the acyl-Claisen rearrangement to stereoselectively prepare a key intermediate. The reported synthetic route enables the modification of these lignans to give rise to 5-hydroxymethyl derivatives of these lignans. The biological activities of these analogues were assessed, with derivatives showing an excellent cytotoxic profile which resulted in programmed cell death of Jurkat T-leukemia cells with less than 2% of the incubated cells entering a necrotic cell death pathway.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6321111 | PMC |
| http://dx.doi.org/10.3390/molecules23123057 | DOI Listing |
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