Semisynthesis of Forsyshiyanine A and a Derivative with Significant Anti-Pancreatic Cancer Activity

Forsyshiyanine A (<b>8</b>), a trinorditerpene alkaloid isolated from <i>Forsythia suspensa</i> exhibiting <i>in vitro</i> anti-inflammatory and antiviral activities, has been synthesized for the first time from <i>trans</i>-communic acid (<b>12a</b>) and labdane cupressic acid (<b>13</b>). Furthermore, a series of derivatives were efficiently prepared and screened for cytotoxic activities against five human tumoral cell lines. Derivative <b>25</b> showed cytotoxicity (IC<sub>50</sub> = 6.5 μM) against the Mia PaCa-2 pancreatic cancer cell line, making it an interesting candidate for future structure-activity relationship (SAR) investigations.

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Publication Details

Journal
Journal of Natural Products
Published
2025-11-03
DOI
https://doi.org/10.1021/acs.jnatprod.5c01178
Primary Topic
Bioactive Natural Diterpenoids Research
Type
article
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article

Semisynthesis of Forsyshiyanine A and a Derivative with Significant Anti-Pancreatic Cancer Activity

José Justicia, Rachid Chahboun, María C. Ramos, Thomas A. Mackenzie et al.
Journal of Natural Products
Bioactive Natural Diterpenoids Research
article

Semisynthesis of Forsyshiyanine A and a Derivative with Significant Anti-Pancreatic Cancer Activity

José Justicia, Rachid Chahboun, María C. Ramos, Thomas A. Mackenzie, Antonio Fernández, Saad Y. Rfaish
article en

Abstract

Forsyshiyanine A (<b>8</b>), a trinorditerpene alkaloid isolated from <i>Forsythia suspensa</i> exhibiting <i>in vitro</i> anti-inflammatory and antiviral activities, has been synthesized for the first time from <i>trans</i>-communic acid (<b>12a</b>) and labdane cupressic acid (<b>13</b>). Furthermore, a series of derivatives were efficiently prepared and screened for cytotoxic activities against five human tumoral cell lines. Derivative <b>25</b> showed cytotoxicity (IC<sub>50</sub> = 6.5 μM) against the Mia PaCa-2 pancreatic cancer cell line, making it an interesting candidate for future structure-activity relationship (SAR) investigations.

Journal of Natural ProductsVol. 88(11)
Universidad de Granada (ES), Fundación Medina (ES), Instituto de Química Orgánica General (ES)
Openalex Percentile: Top 71%
Bioactive Natural Diterpenoids Research
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