Development of New Amide Derivatives of Betulinic Acid: Synthetic Approaches and Structural Characterization
In this study, we report the synthesis of three new derivatives of betulinic acid, a pentacyclic triterpenoid known for its antitumor activity. These derivatives were synthesized via amide bond formation at the C-28 position using 3-[(Ethylimino)methylidene]amino-N,N-dimethylpropan-1-amine (EDC)/Hydroxybenzotriazole (HOBt) activation and various amines as nucleophiles. The synthesized compounds were characterized by nuclear magnetic resonance (NMR) techniques, including proton (1H), carbon-13 (13C), COSY, HSQC, and DEPT, as well as ultraviolet–visible (UV-VIS) spectroscopy, Fourier-transform infrared (IR) and elemental analysis. This work highlights the potential of semi-synthetic modification of betulinic acid to enhance anticancer properties while addressing challenges in solubility and bioavailability. Further structural optimization and formulation studies are warranted to improve drug-like properties and therapeutic applicability.
Authors
- Zimo Ren (ORCID: https://orcid.org/0009-0007-2534-444X)
- Paolo Coghi (ORCID: https://orcid.org/0000-0002-0015-1453)
- Carmine Coluccini (ORCID: https://orcid.org/0000-0001-9454-5535)
- Yuhan Xie (ORCID: https://orcid.org/0009-0007-7522-2897)
- Jin Qi (ORCID: https://orcid.org/0000-0001-7493-1906)
- Qinwei Xu
Institutions
- Macau University of Science and Technology (MO)
- China Medical University (TW)
Publication Details
- Journal
- Molbank
- Published
- 2025-10-13
- DOI
- https://doi.org/10.3390/m2072
- Citations
- 2
- Primary Topic
- Natural product bioactivities and synthesis
- Type
- article
- Field-Weighted Citation Impact
- 1.61