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<p>Gastrodia elata (Orchidaceae) is a material used for medicine, food, and cosmetics in China. Two new alkaloids, 1,7-bis(4-hydroxybenzyl)-1,7-dihydro-6<i>H</i>-purin-6-one (<b>1</b>) and 1,9-bis(4-hydroxybenzyl)-1,9-dihydro-6<i>H</i>-purin-6-one (<b>2</b>), five known alkaloids, (–)-(<i>R</i>)-4-(2-hydroxy-2-quinolin-4-ylethyl)phenol (<b>(</b>–<b>)-3</b>), (+)-(S)-4-(2-hydroxy-2-quinolin-4-ylethyl)phenol (<b>(+)-3</b>), 1-(4-hydroxyphenyl)-<i>β</i>-carboline (<b>4</b>), <i>p</i>-topolin riboside (<b>5</b>), and cannabisin F (<b>6</b>), and nine other compounds (<b>7–15</b>), were isolated from the rhizomes, peduncles, and inflorescences of <i>Gastrodia elata</i>, a waste collected after seed harvesting. The chemical structures of these new compounds were determined by MS and NMR spectroscopic data. These isolated alkaloids were evaluated for their cholinesterase inhibitory activity and collagen I secretion-promoting activity. Compound <b>2</b> inhibited acetylcholinesterase (AChE) with an IC<sub>50</sub> value of 19.8 ± 1.8 μM, whereas compound <b>4</b> exhibited an inhibitory effect on AChE with an IC<sub>50</sub> value of 24.7 ± 3.2 μM, and on butyrylcholinesterase (BuChE) with an IC<sub>50</sub> value of 0.84 ± 0.06 μM. At a concentration of 0.1 μM, compounds <b>(</b>–<b>)-3</b>, <b>(+)-3</b>, and <b>5</b> exhibited significant collagen I secretion-promoting activity in human dermal fibroblast adults (HDFa). These active compounds have potential for the development of neuroprotective drugs or antiaging cosmetics.</p>

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Chemical Constituents from Gastrodia elata with Promoting Collagen I Production and Cholinesterase Inhibitory Activities

  • 期刊论文

  • 发表日期：

    2026年1月1日

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  • Xiu-Yun Cha,
  • Dong-Bao Hu,
  • Xue Bai,
  • Hui Yan,
  • Yi-Fang Chen,
  • Ying-Li Yang,
  • Ji-Feng Luo,
  • Jun Yang,
  • Xiao-Yan Duan,
  • Chang-Fei Zhang,
  • Jing-Hua Yang,
  • Meng-Hua Tian,
  • Yun-Song Wang,
  • Yue-Hu Wang

摘要

Gastrodia elata (Orchidaceae) is a material used for medicine, food, and cosmetics in China. Two new alkaloids, 1,7-bis(4-hydroxybenzyl)-1,7-dihydro-6H-purin-6-one (1) and 1,9-bis(4-hydroxybenzyl)-1,9-dihydro-6H-purin-6-one (2), five known alkaloids, (–)-(R)-4-(2-hydroxy-2-quinolin-4-ylethyl)phenol ((–)-3), (+)-(S)-4-(2-hydroxy-2-quinolin-4-ylethyl)phenol ((+)-3), 1-(4-hydroxyphenyl)-β-carboline (4), p-topolin riboside (5), and cannabisin F (6), and nine other compounds (7–15), were isolated from the rhizomes, peduncles, and inflorescences of Gastrodia elata, a waste collected after seed harvesting. The chemical structures of these new compounds were determined by MS and NMR spectroscopic data. These isolated alkaloids were evaluated for their cholinesterase inhibitory activity and collagen I secretion-promoting activity. Compound 2 inhibited acetylcholinesterase (AChE) with an IC50 value of 19.8 ± 1.8 μM, whereas compound 4 exhibited an inhibitory effect on AChE with an IC50 value of 24.7 ± 3.2 μM, and on butyrylcholinesterase (BuChE) with an IC50 value of 0.84 ± 0.06 μM. At a concentration of 0.1 μM, compounds (–)-3, (+)-3, and 5 exhibited significant collagen I secretion-promoting activity in human dermal fibroblast adults (HDFa). These active compounds have potential for the development of neuroprotective drugs or antiaging cosmetics.