The Constituents from the Stems of Annona cherimola

Journal of the Chinese Chemical Society
1997.0

Abstract

<jats:title>Abstract</jats:title><jats:p>Thirty‐five compounds including twenty‐one alkaloids, lysicamine (<jats:bold>1</jats:bold>), liriodenine (<jats:bold>2</jats:bold>), atherospermidine (<jats:bold>3</jats:bold>), oxoxylopine (<jats:bold>4</jats:bold>), oxoanolobine (<jats:bold>5</jats:bold>), oxoglaucine (<jats:bold>6</jats:bold>), (‐)‐anonaine (<jats:bold>7</jats:bold>), (‐)‐asimilobine (<jats:bold>8</jats:bold>), (‐)‐xylopine (<jats:bold>9</jats:bold>), (‐)‐anolobine (<jats:bold>10</jats:bold>), (‐)‐norisocorydine (<jats:bold>11</jats:bold>), (+)‐laurotetanine (<jats:bold>12</jats:bold>), (+)‐isocorydine (<jats:bold>13</jats:bold>), (‐)‐<jats:italic>N</jats:italic>‐methylasimilobine (<jats:bold>14</jats:bold>), (+)‐<jats:italic>N</jats:italic>‐methyllaurotetanine (<jats:bold>15</jats:bold>), (‐)‐norushinsunine (<jats:bold>16</jats:bold>), (‐)‐ushinsunine (<jats:bold>17</jats:bold>), (‐)‐<jats:italic>N</jats:italic>‐formylanonaine (<jats:bold>18</jats:bold>), (+)‐stepharine (<jats:bold>19</jats:bold>), (+)‐orentaline (<jats:bold>20</jats:bold>), and (‐)‐kikemanine (<jats:bold>21</jats:bold>); four kauranes, <jats:italic>ent</jats:italic>‐kaur‐16‐en‐19‐oic acid (<jats:bold>22</jats:bold>), 16β‐hydroxy‐17‐acetoxy‐<jats:italic>ent</jats:italic>‐kauran‐19‐al (<jats:bold>23</jats:bold>), 17‐acetoxy‐16β‐<jats:italic>ent</jats:italic>‐kauran‐19‐oic acid (<jats:bold>24</jats:bold>), and 16β‐hydroxy‐17‐acetoxy‐<jats:italic>ent</jats:italic>‐kauran‐19‐oic acid (<jats:bold>25</jats:bold>); two amides, <jats:italic>N‐trans</jats:italic>‐femloyltyramine (<jats:bold>26</jats:bold>), and <jats:italic>N‐trans</jats:italic>‐caffeoyltyramine (<jats:bold>27</jats:bold>); one purine, adenosine (<jats:bold>28</jats:bold>); one lactam amide, squamolone (<jats:bold>29</jats:bold>); and six steroids, β‐sitosterol (<jats:bold>30</jats:bold>), stigmasterol (<jats:bold>31</jats:bold>), β‐sitostenone (<jats:bold>32</jats:bold>), stigmasta‐4,22‐dien‐3‐one (<jats:bold>33</jats:bold>), 6β‐hydroxy‐β‐sitosterone (<jats:bold>34</jats:bold>), and 6β‐hydroxystigmasterone (<jats:bold>35</jats:bold>) are isolated from the stems of <jats:italic>Annona cherimola.</jats:italic> These compounds were characterized and identified by physical and spectral evidence. Among them, (‐)‐norisocorydine (11) was elucidated as a new enantiomer with a levorotary configuration, which is isolated for the first time.

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