(5R,5aR,8aR,9S)-9-(2-Bromo-3,4,5-trimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3′,4′:6,7]naphtho[2,3-d][1,3]dioxol-5-yl 3,4,5-trimethoxybenzoate
In this report, we describe the synthesis and full spectroscopic characterization of a previously unreported podophyllotoxin (PTOX) analogue bearing a second 3,4,5-trimethoxyphenyl (TMP) unit at the C-4 position through an ester linkage. This dual-TMP PTOX derivative is obtained from a brominated PTOX intermediate. In this precursor, the bromine atom is located on the TMP aromatic ring at the 2′-position. The new compound was fully characterized by proton (1H), carbon-13 (13C), heteronuclear single-quantum coherence (HSQC), and distortionless enhancement by polarization transfer (DEPT) NMR spectroscopy. Ultraviolet–visible (UV-Vis) spectroscopy, Fourier-transform infrared (FTIR) spectroscopy, mass spectrometry and elemental analysis were also performed to confirm the structure and purity of the synthesized ester derivative.
Authors
- Paolo Coghi (ORCID: https://orcid.org/0000-0002-0015-1453)
- Giovanni Ribaudo (ORCID: https://orcid.org/0000-0003-3679-5530)
- Yuhan Xie (ORCID: https://orcid.org/0009-0007-7522-2897)
- Imran Khan (ORCID: https://orcid.org/0000-0002-9114-4434)
- Alessandra Gianoncelli
Institutions
- Macau University of Science and Technology (MO)
- University of Brescia (IT)
Publication Details
- Journal
- Molbank
- Published
- 2026-02-13
- DOI
- https://doi.org/10.3390/m2140
- Primary Topic
- Plant-derived Lignans Synthesis and Bioactivity
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Fundo para o Desenvolvimento das Ciências e da Tecnologia