Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties
Cannabidiol (CBD), a non-psychoactive cannabinoid, has attracted significant research interest due to its antioxidant, anti-inflammatory, and neuroprotective properties. As a versatile scaffold in drug discovery, CBD has been widely explored for developing novel therapeutics. In this study, we synth...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2025-03-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/30/6/1291 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1849341240016896000 |
|---|---|
| author | Eliav Peretz Noa Ashkenazi Sanaa Musa |
| author_facet | Eliav Peretz Noa Ashkenazi Sanaa Musa |
| author_sort | Eliav Peretz |
| collection | DOAJ |
| description | Cannabidiol (CBD), a non-psychoactive cannabinoid, has attracted significant research interest due to its antioxidant, anti-inflammatory, and neuroprotective properties. As a versatile scaffold in drug discovery, CBD has been widely explored for developing novel therapeutics. In this study, we synthesized and evaluated the anti-tyrosinase activity of CBD-based thiosemicarbazones. Structure–activity relationship (SAR) analyses were conducted to assess the impact of various functional groups on tyrosinase inhibition, including an evaluation of inhibitory kinetics for selected compounds. The synthesized derivatives demonstrated potent tyrosinase inhibition, with activity comparable to kojic acid, a standard tyrosinase inhibitor. Given the crucial role of tyrosinase in melanin biosynthesis, these findings suggest that CBD-based thiosemicarbazones could serve as promising candidates for managing tyrosinase-related disorders, including hyperpigmentation and melanogenesis-related conditions. Moreover, the presence of thiosemicarbazone moieties may contribute to the observed inhibitory effects, potentially through metal chelation at the enzyme’s active site. This study provides valuable insights into the design of CBD-derived inhibitors targeting tyrosinase. Further optimization and in-depth biological evaluation are warranted to explore their full therapeutic potential. |
| format | Article |
| id | doaj-art-e433e35b2fe14387a7d58b3761379315 |
| institution | Kabale University |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-e433e35b2fe14387a7d58b37613793152025-08-20T03:43:40ZengMDPI AGMolecules1420-30492025-03-01306129110.3390/molecules30061291Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase PropertiesEliav Peretz0Noa Ashkenazi1Sanaa Musa2Department of Biotechnology, Tel-Hai Academic College, Kiryat Shmona 11016, IsraelDepartment of Biotechnology, Tel-Hai Academic College, Kiryat Shmona 11016, IsraelDepartment of Biotechnology, Tel-Hai Academic College, Kiryat Shmona 11016, IsraelCannabidiol (CBD), a non-psychoactive cannabinoid, has attracted significant research interest due to its antioxidant, anti-inflammatory, and neuroprotective properties. As a versatile scaffold in drug discovery, CBD has been widely explored for developing novel therapeutics. In this study, we synthesized and evaluated the anti-tyrosinase activity of CBD-based thiosemicarbazones. Structure–activity relationship (SAR) analyses were conducted to assess the impact of various functional groups on tyrosinase inhibition, including an evaluation of inhibitory kinetics for selected compounds. The synthesized derivatives demonstrated potent tyrosinase inhibition, with activity comparable to kojic acid, a standard tyrosinase inhibitor. Given the crucial role of tyrosinase in melanin biosynthesis, these findings suggest that CBD-based thiosemicarbazones could serve as promising candidates for managing tyrosinase-related disorders, including hyperpigmentation and melanogenesis-related conditions. Moreover, the presence of thiosemicarbazone moieties may contribute to the observed inhibitory effects, potentially through metal chelation at the enzyme’s active site. This study provides valuable insights into the design of CBD-derived inhibitors targeting tyrosinase. Further optimization and in-depth biological evaluation are warranted to explore their full therapeutic potential.https://www.mdpi.com/1420-3049/30/6/1291cannabidiolCBD derivativesthiosemicarbazonesanti-tyrosinaseantioxidant activities |
| spellingShingle | Eliav Peretz Noa Ashkenazi Sanaa Musa Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties Molecules cannabidiol CBD derivatives thiosemicarbazones anti-tyrosinase antioxidant activities |
| title | Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties |
| title_full | Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties |
| title_fullStr | Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties |
| title_full_unstemmed | Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties |
| title_short | Cannabidiol-Based Thiosemicarbazones: A Preliminary Study Evaluating Their Anti-Tyrosinase Properties |
| title_sort | cannabidiol based thiosemicarbazones a preliminary study evaluating their anti tyrosinase properties |
| topic | cannabidiol CBD derivatives thiosemicarbazones anti-tyrosinase antioxidant activities |
| url | https://www.mdpi.com/1420-3049/30/6/1291 |
| work_keys_str_mv | AT eliavperetz cannabidiolbasedthiosemicarbazonesapreliminarystudyevaluatingtheirantityrosinaseproperties AT noaashkenazi cannabidiolbasedthiosemicarbazonesapreliminarystudyevaluatingtheirantityrosinaseproperties AT sanaamusa cannabidiolbasedthiosemicarbazonesapreliminarystudyevaluatingtheirantityrosinaseproperties |