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.
Authors
- José Justicia (ORCID: https://orcid.org/0000-0002-7712-0911)
- Rachid Chahboun (ORCID: https://orcid.org/0000-0001-5303-1183)
- María C. Ramos (ORCID: https://orcid.org/0000-0002-3674-615X)
- Thomas A. Mackenzie (ORCID: https://orcid.org/0009-0000-4297-6966)
- Antonio Fernández (ORCID: https://orcid.org/0000-0001-9816-8482)
- Saad Y. Rfaish
Institutions
- Universidad de Granada (ES)
- Fundación Medina (ES)
- Instituto de Química Orgánica General (ES)
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
- Field-Weighted Citation Impact
- 0.00