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<p>Thirteen known (<b>1–13</b>) and a previously undescribed diarylheptanoid <b>14</b>, named <i>cis</i>-oregonoyl A, were isolated from <i>Alnus incana</i> bark using standard dry column flash silica gel chromatography followed by reversed-phase semipreparative HPLC. Structure elucidation was performed on the basis of <sup>1</sup>H and <sup>13</sup>C, COSY, NOESY, HSQC, and HMBC NMR experiments, supported with HR-ESI-MS, IR, and UV spectroscopy. The known diarylheptanoids and their derivatives are as follows: aceroside VII (<b>1</b>), 1,7-bis-(3,4-dihydroxyphenyl)-3-hydroxyheptane-5-<i>O</i>-<i>β</i>-D-xylopyranoside (<b>2</b>), platyphyllenone (<b>3</b>), alusenone A (<b>4</b>), alusenone B (<b>5</b>), hirsutenone (<b>6</b>), platyphylloside (<b>7</b>), platyphyllonol-5-<i>O</i>-<i>β</i>-D-xylopyranoside (<b>8</b>), alnuside A (<b>9</b>), alnuside B (<b>10</b>), oregonin (<b>11</b>), oregonoyl A (<b>12</b>), and oregonoyl B (<b>13</b>). Compounds <b>1</b>, <b>3–6</b>, <b>8</b>, <b>12–14</b> have not been detected before in <i>A. incana.</i> From a comparison of diarylheptanoid profiles of <i>Alnus</i> species growing in Serbia, <i>A. incana</i>, <i>A. glutinosa</i> and <i>A. viridis</i>, revealed high similarity between <i>A. incana</i> and <i>A. glutinosa.</i></p>

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Diarylheptanoids from Alnus incana

  • 期刊论文

  • 发表日期：

    2025年11月19日

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  • Miroslav Novakovic,
  • Antoaneta Trendafilova,
  • Milka Jadranin,
  • Milan Veljic,
  • Jovana Ljujic,
  • Slobodan Milosavljevic,
  • Vele Tesevic

摘要

Thirteen known (1–13) and a previously undescribed diarylheptanoid 14, named cis-oregonoyl A, were isolated from Alnus incana bark using standard dry column flash silica gel chromatography followed by reversed-phase semipreparative HPLC. Structure elucidation was performed on the basis of 1H and 13C, COSY, NOESY, HSQC, and HMBC NMR experiments, supported with HR-ESI-MS, IR, and UV spectroscopy. The known diarylheptanoids and their derivatives are as follows: aceroside VII (1), 1,7-bis-(3,4-dihydroxyphenyl)-3-hydroxyheptane-5-O-β-D-xylopyranoside (2), platyphyllenone (3), alusenone A (4), alusenone B (5), hirsutenone (6), platyphylloside (7), platyphyllonol-5-O-β-D-xylopyranoside (8), alnuside A (9), alnuside B (10), oregonin (11), oregonoyl A (12), and oregonoyl B (13). Compounds 1, 3–6, 8, 12–14 have not been detected before in A. incana. From a comparison of diarylheptanoid profiles of Alnus species growing in Serbia, A. incana, A. glutinosa and A. viridis, revealed high similarity between A. incana and A. glutinosa.