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<p>This study focuses on the assignment of the <sup>1</sup>H and <sup>13</sup>C NMR spectra of four oleanene- and four ursene-type triterpenes, namely oleanolic acid (<b>1</b>), ursolic acid (<b>2</b>), 3-<i>O</i>-acetyloleanolic acid (<b>3</b>), 3-<i>O</i>-acetylursolic acid (<b>4</b>), 3-<i>epi</i>-oleanolic acid (<b>5</b>), 3-<i>epi</i>-ursolic acid (<b>6</b>), 3-<i>O</i>-<i>epi</i>-acetyloleanolic acid (<b>7</b>) and 3-<i>O</i>-<i>epi</i>-acetylursolic acid (<b>8</b>). Various NMR techniques were employed, such as 1D (<sup>1</sup>H, <sup>13</sup>C), 2D (COSY, <sup>1</sup>H -<sup>13</sup>C COSY, HMQC, HMBC, and INADEQUATE). These advanced approaches enabled the unambiguous assignment of the methyl proton signals and the carbon signals in the triterpene structures. These comprehensive spectral data provide essential reference information for future research on similar compounds from natural or synthetic sources.</p> Graphical Abstract <p></p>

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Deterministic 13C NMR analysis of oleanolic and ursolic acid derivatives based on application of 2D INADEQUATE NMR technique

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2025年12月1日

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  • Chie Honda,
  • Naoki Inoue,
  • Naoko Sakamoto,
  • Kiyoko Suwa,
  • Hisae Oku

摘要

This study focuses on the assignment of the 1H and 13C NMR spectra of four oleanene- and four ursene-type triterpenes, namely oleanolic acid (1), ursolic acid (2), 3-O-acetyloleanolic acid (3), 3-O-acetylursolic acid (4), 3-epi-oleanolic acid (5), 3-epi-ursolic acid (6), 3-O-epi-acetyloleanolic acid (7) and 3-O-epi-acetylursolic acid (8). Various NMR techniques were employed, such as 1D (1H, 13C), 2D (COSY, 1H -13C COSY, HMQC, HMBC, and INADEQUATE). These advanced approaches enabled the unambiguous assignment of the methyl proton signals and the carbon signals in the triterpene structures. These comprehensive spectral data provide essential reference information for future research on similar compounds from natural or synthetic sources.

Graphical Abstract