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Squamocin L → Bullatalicin

HRID 1611921
ノート
印刷プレビュー

反応式

HRID 1611921 の反応式
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C@H:11]([OH:44])[C@@H:12]1[O:16][C@@H:15]([C@@H:17]2[O:21][C@@H:20]([C@H:22]([OH:43])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C@@H:33]([OH:42])[CH2:34][C:35]3[C:39](=[O:40])[O:38][C@@H:37]([CH3:41])[CH:36]=3)[CH2:19][CH2:18]2)[CH2:14][CH2:13]1.CCCCCCCCCCC(O)C1[O:60]C(C2OC(C(O)CCCCCCCCCCCCC3C(=O)OC(C)C=3)CC2)CC1.CCCCC[C@@H](O)CCCC[C@H](O)[C@@H]1O[C@@H]([C@@H]2O[C@@H]([C@H](O)CCCCCCCCCCCCC3C(=O)O[C@@H](C)C=3)CC2)CC1.CCCCCCC(O)CCCC(O)C1OC(C2OC(C(O)CCCCCCCCCCC3C(=O)OC(C)C=3)CC2)CC1.CCCCCC[C@@H](O)CCC[C@H](O)[C@H]1O[C@H]([C@H](O)CC[C@@H](O)[C@H]2O[C@H](CCCCCCCCCC3C(=O)O[C@H](C)C=3)CC2)CC1.CCCCCCCCCC[C@H](O)[C@@H]1O[C@@H]([C@H](O)CC[C@H](O)[C@H]2O[C@H](CCCCCCC[C@@H](O)CC3C(=O)O[C@@H](C)C=3)CC2)CC1.CCCCCC[C@@H](O)CCC[C@@H](O)[C@H]1O[C@H]([C@H](O)CC[C@@H](O)[C@H]2O[C@H](CCCCCCCCCC3C(=O)O[C@H](C)C=3)CC2)CC1>>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([OH:44])[CH:12]1[O:16][CH:15]([CH:17]([OH:21])[CH2:18][CH2:19][CH:20]([OH:60])[CH:22]2[O:43][CH:25]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]([OH:42])[CH2:34][C:35]3[C:39](=[O:40])[O:38][CH:37]([CH3:41])[CH:36]=3)[CH2:24][CH2:23]2)[CH2:14][CH2:13]1
参加物実験手順出典と根拠反応ノート

参加物

7

反応物 6

HCID 461667Squamocin LHCID 10627323159934-23-3HCID 11124994BullatacinHCID 44591858HCID 44591858、化合物HCID 101240443HCID 101240443、化合物HCID 131725265HCID 131725265、化合物

生成物 1

HCID 132942Bullatalicin

実験手順

The present invention relates to a novel compound designated as isosquamocin (1) and exhibiting insecticidal property. The invention also provides insecticidal composition containing isosquamocin (1), and related compounds squamocin-G (2), asimicin/squamocin-H (3); 4-deoxyasimicin/squamocin-M (4); desacetyluvaracin/squamocin L (5); motrilin/annonin-II/squamocin-C (6); neoannonin/squamocin-J (7); squamocin-K (8), squamocin-B (9), squamostatin-A (10); bullatalicin/squamostatin-B (11); bullatanocin/squamostatin-C/Annonin-V/Cherimolin-II (12) and unidentified compounds with retention times 5.88 min, 14.18 min and 45.25 min in HPLC, all obtained from the plant Annona squamosa. The present invention also provides methods for isolation of isosquamocin (1) and related compounds squamocin-G (2), asimicin/squamocin-H (3); 4-deoxyasimicin/squamocin-M (4); desacetyluvaracin/squamocin L (5); motrilin/annonin-II/squamocin-C (6); neoannonin/squamocin-J (7); squamocin-K (8), squamocin-B (9), squamostatin-A (10); bullatalicin/squamostatin-B (11); bullatanocin/squamostatin-C/Annonin-V/Cherimolin-II (12) and unidentified compounds with retention times 5.88 min, 14.18 min and 45.25 min in HPLC from the extract of the seeds of Annona squamosa. The present invention is also related to the preparation of emulsifiable concentrate formulations of the extract of seeds of Annona squamosa standardized and enriched with respect to isosquamocin for insecticidal applications. The composition of the extract of the seeds of Annona squamosa standardized with respect to isosquamocin and its formulation of the present invention are represented by the FIGS. (13) and (14) showing their analyses by HPLC. Compounds (1) to (12) described in the present invention were characterized by their physical data, optical rotation, CD spectra, 1HNMR spectra, 13CNMR spectra and mass spectra.

出典と根拠

ORDレコード
ord-d5110f2127be4d259325bee8ec7032c8
出典データセット
uspto-grants-2006_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06991818B2

反応ノート

読み込み中…

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