Enantioselective synthesis of a new styryl lactone 9 deoxygoniopypyrone derivative and its antiproliferative activity

We report the enantioselective synthesis of a novel styryl lactone using a versatile Chiron derived from Dglucose under mild conditions.The synthesis is carried out in four steps with an overall yield of 57%.The change of the phenyl functional group by an allyl group was performed to analyze the effects that this modification causes on cytotoxicity in mouse breast cancer cell lines (Ep-H4-EV, 67NR,66cl4 and 4T1) in comparison with 9-deoxygoniopipyrone from a natural source, observing an increase in selectivity.The findings suggest potential pathways for further structural modifications to enhance the anticancer properties of these compounds.The results pave the way for developing new derivatives of 9-deoxygoniopypyrone for in vitro cancer research.

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Publication Details

Journal
ARKIVOC
Published
2024-12-12
DOI
https://doi.org/10.24820/ark.5550190.p012.297
Citations
1
Primary Topic
Synthesis of Organic Compounds
Type
article
Field-Weighted Citation Impact
0.45

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article

Enantioselective synthesis of a new styryl lactone 9 deoxygoniopypyrone derivative and its antiproliferative activity

Tomasa Rodríguez Tzompantzi, Sylvain Bernès, Gilberto Cebrera Loza
1 citations
ARKIVOC
Synthesis of Organic Compounds
0.45
article

Enantioselective synthesis of a new styryl lactone 9 deoxygoniopypyrone derivative and its antiproliferative activity

Tomasa Rodríguez Tzompantzi, Sylvain Bernès, Gilberto Cebrera Loza
article en
1 citations

Abstract

We report the enantioselective synthesis of a novel styryl lactone using a versatile Chiron derived from Dglucose under mild conditions.The synthesis is carried out in four steps with an overall yield of 57%.The change of the phenyl functional group by an allyl group was performed to analyze the effects that this modification causes on cytotoxicity in mouse breast cancer cell lines (Ep-H4-EV, 67NR,66cl4 and 4T1) in comparison with 9-deoxygoniopipyrone from a natural source, observing an increase in selectivity.The findings suggest potential pathways for further structural modifications to enhance the anticancer properties of these compounds.The results pave the way for developing new derivatives of 9-deoxygoniopypyrone for in vitro cancer research.

ARKIVOCVol. 2024(1)
Benemérita Universidad Autónoma de Puebla
Zero hunger
Openalex Percentile: Top 29%
Synthesis of Organic Compounds
0.45
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