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Total syntheses of pongaflavone and its natural analogues. | LitMetric

Total syntheses of pongaflavone and its natural analogues.

J Asian Nat Prod Res

Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, School of Pharmacy, Chengdu University, Chengdu 610106, China.

Published: November 2023

AI Article Synopsis

  • - The total synthesis of the anti-tumor compound pongaflavone was achieved from 2,4-dihydroxyacetophenone in seven steps, yielding 16%.
  • - Two analogues of pongaflavone, pongachromene and another trihydroxyflavone, were also synthesized with yields of 11% and 18%, respectively.
  • - Preliminary tests on A549 cancer cells indicated varying anti-tumor activities, with pongachromene showing the most significant effect.

Article Abstract

The efficient total synthesis of anti-tumor natural product pongaflavone () was described starting from commercially available 2,4-dihydroxyacetophenone () via seven steps and in 16% overall yield. Its two natural analogues pongachromene () and 7,8-(2",2"-dimethylpyrano)-5,3',4'-trihydroxy-3-methoxyflavone () were also synthesized following the similar procedure with the yields of 11% and 18%, respectively. Their preliminary anti-tumor activities were evaluated by the inhibition effect on A549 cells. The result showed that this kind of natural products exhibited different levels of anti-tumor activity. Among them, pongachromene () displayed the best anti-tumor activity.

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Source
http://dx.doi.org/10.1080/10286020.2023.2193697DOI Listing

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