Synthesis of Borneol Mandelate and Its Acute Toxicity to Zebrafish

This study reports the synthesis of borneol mandelate from L-borneol, (R)-(-)-mandelic acid, and titanium sulfate, along with its characterization and acute toxicity assessment in zebrafish. The product was quantified by GC and structurally confirmed by IR, 1H-NMR, and 13C-NMR spectroscopy. Optimization of the reaction parameters revealed that the highest crude product purity (91.7% by GC) was achieved under the following conditions: chloroform as solvent, mandelic acid-to-borneol molar ratio of 1.5:1, titanium sulfate-to-borneol mass ratio of 0.15:1, and a reaction time of 9 h. Acute toxicity testing on zebrafish showed that borneol mandelate exhibited a maximum non-lethal concentration (MNLC) of 29.6 μM and a 10% lethal concentration (LC10) of 31.2 μM. Treated zebrafish displayed multiple adverse effects, including decreased blood flow, microphthalmia, hepatic atrophy, delayed yolk sac resorption, and behavioral disturbances.

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Publication Details

Journal
Molecules
Published
2026-10-09
DOI
https://doi.org/10.3390/molecules31203595
Primary Topic
Natural product bioactivities and synthesis
Type
article
Field-Weighted Citation Impact
0.00
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article

Synthesis of Borneol Mandelate and Its Acute Toxicity to Zebrafish

Wen RuSi, Zihan Meng, Rongxiu Qin, Weiqi Liu et al.
Molecules
Natural product bioactivities and synthesis
article

Synthesis of Borneol Mandelate and Its Acute Toxicity to Zebrafish

Wen RuSi, Zihan Meng, Rongxiu Qin, Weiqi Liu, Junkang Xie
article en

Abstract

This study reports the synthesis of borneol mandelate from L-borneol, (R)-(-)-mandelic acid, and titanium sulfate, along with its characterization and acute toxicity assessment in zebrafish. The product was quantified by GC and structurally confirmed by IR, 1H-NMR, and 13C-NMR spectroscopy. Optimization of the reaction parameters revealed that the highest crude product purity (91.7% by GC) was achieved under the following conditions: chloroform as solvent, mandelic acid-to-borneol molar ratio of 1.5:1, titanium sulfate-to-borneol mass ratio of 0.15:1, and a reaction time of 9 h. Acute toxicity testing on zebrafish showed that borneol mandelate exhibited a maximum non-lethal concentration (MNLC) of 29.6 μM and a 10% lethal concentration (LC10) of 31.2 μM. Treated zebrafish displayed multiple adverse effects, including decreased blood flow, microphthalmia, hepatic atrophy, delayed yolk sac resorption, and behavioral disturbances.

MoleculesVol. 31(20)
Openalex Percentile: Top 22%
Natural product bioactivities and synthesis
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