(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.

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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

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article

(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

Paolo Coghi, Giovanni Ribaudo, Yuhan Xie, Imran Khan et al.
Molbank
Plant-derived Lignans Synthesis and Bioactivity
article

(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

Paolo Coghi, Giovanni Ribaudo, Yuhan Xie, Imran Khan, Alessandra Gianoncelli
article en

Abstract

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.

MolbankVol. 2026(1)
Macau University of Science and Technology (MO), University of Brescia (IT)
Fundo para o Desenvolvimento das Ciências e da Tecnologia
Openalex Percentile: Top 57%
Plant-derived Lignans Synthesis and Bioactivity
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