Synthesis of (−)‐Cannabidiol (CBD), (−)‐Δ<sup>9</sup>‐ and (−)‐Δ<sup>8</sup>‐Tetrahydrocannabinols, Encapsulation of CBD with Nanoparticles for Controlled Delivery and Biological Evaluation
Cannabidiol (CBD) is garnering increasing interest due to its significant biological activity. This natural compound is one of the major cannabinoids in Cannabis sativa L. In this work, we describe the encapsulation of CBD in solid and hollow pH-sensitive poly(4-vinylpyridine) (solid@p4VP and hollow@p4VP) nanoparticles, and temperature-sensitive poly(N-isopropylacrylamide) (solid@pNIPAM and hollow@pNIPAM) nanoparticles for transport and release CBD in a controlled manner. The CBD loading into these smart polymeric systems was effective and their release profiles, solubility and resistance to stomach and intestinal conditions were evaluated, showing satisfactory properties and improved bioavailability with respect to free CBD. Finally, the A549 human lung cancer cell line was used as lung adenocarcinoma epithelial cellular model to carry out preliminary assays of the in vitro activity of the vehiculized CBD. For all these studies, synthetic CBD was employed, for which a new efficient and scalable synthesis of cannabinoids has been developed.
Authors
- Cristina Mesas (ORCID: https://orcid.org/0000-0001-6369-5485)
- Javier Moreno (ORCID: https://orcid.org/0000-0003-0087-4659)
- Consolación Melguizo (ORCID: https://orcid.org/0000-0003-3990-806X)
- David Fuentes‐Ríos (ORCID: https://orcid.org/0000-0002-6888-0847)
- Francisco Sarabia (ORCID: https://orcid.org/0000-0002-5149-3576)
- M. Soledad Pino-González (ORCID: https://orcid.org/0000-0001-7711-6771)
- A. Martínez-Férez (ORCID: https://orcid.org/0000-0001-5750-7900)
- Juan Manuel López‐Romero (ORCID: https://orcid.org/0000-0003-2422-655X)
- Iván Cheng‐Sánchez (ORCID: https://orcid.org/0000-0001-8606-6710)
- Antonio Romero‐Carrasco (ORCID: https://orcid.org/0000-0003-0812-895X)
- Federico Moya‐Utrera (ORCID: https://orcid.org/0000-0003-0015-7852)
- José Prados (ORCID: https://orcid.org/0000-0003-4303-7746)
- Amelia Díaz (ORCID: https://orcid.org/0000-0003-1781-7933)
- Manuel Doña‐Flores
Institutions
- Universidad de Granada (ES)
- University of Zurich (CH)
- Instituto de Investigación Biosanitaria de Granada (ES)
- Universidad de Málaga (ES)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2024-09-22
- DOI
- https://doi.org/10.1002/chem.202402496
- Citations
- 3
- Primary Topic
- Cannabis and Cannabinoid Research
- Type
- article
- Field-Weighted Citation Impact
- 1.34
Funders
- Universidad de Málaga
- Ministerio de Ciencia, Innovación y Universidades
- Consejería de Economía, Conocimiento, Empresas y Universidad, Junta de Andalucía
- Ministerio de Ciencia e Innovación
- Universität Zürich
- Junta de Andalucía
- Agencia de Innovación y Desarrollo de Andalucía
- European Regional Development Fund