CN114073708A - 具有糖苷酶抑制活性的酰基他定类化合物的应用 - Google Patents
具有糖苷酶抑制活性的酰基他定类化合物的应用 Download PDFInfo
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- CN114073708A CN114073708A CN202010838840.0A CN202010838840A CN114073708A CN 114073708 A CN114073708 A CN 114073708A CN 202010838840 A CN202010838840 A CN 202010838840A CN 114073708 A CN114073708 A CN 114073708A
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- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/7036—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin having at least one amino group directly attached to the carbocyclic ring, e.g. streptomycin, gentamycin, amikacin, validamycin, fortimicins
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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Abstract
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Cited By (2)
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WO2023165381A1 (zh) * | 2022-03-01 | 2023-09-07 | 上海临贤生物科技有限公司 | 具有脂肪酶抑制活性的酰基他定类化合物、其制备方法及应用 |
WO2023165382A1 (zh) * | 2022-03-01 | 2023-09-07 | 上海临贤生物科技有限公司 | 具有糖苷酶抑制活性的酰基他定类化合物的应用 |
Citations (2)
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CN104984346A (zh) * | 2015-02-13 | 2015-10-21 | 大连理工大学 | 一种具有α-糖苷酶抑制活性的药物组合物及其应用 |
CN110386992A (zh) * | 2018-04-16 | 2019-10-29 | 中国科学院上海生命科学研究院 | 具有α-糖苷酶抑制活性的酰基他定类化合物、其制备方法及应用 |
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CN104984346A (zh) * | 2015-02-13 | 2015-10-21 | 大连理工大学 | 一种具有α-糖苷酶抑制活性的药物组合物及其应用 |
CN110386992A (zh) * | 2018-04-16 | 2019-10-29 | 中国科学院上海生命科学研究院 | 具有α-糖苷酶抑制活性的酰基他定类化合物、其制备方法及应用 |
Non-Patent Citations (1)
Title |
---|
HAI-LI LIU ET AL.: "Acylated Aminooligosaccharides with Inhibitory Effects against α-Amylase from Streptomyces sp. HO1518" * |
Cited By (2)
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WO2023165381A1 (zh) * | 2022-03-01 | 2023-09-07 | 上海临贤生物科技有限公司 | 具有脂肪酶抑制活性的酰基他定类化合物、其制备方法及应用 |
WO2023165382A1 (zh) * | 2022-03-01 | 2023-09-07 | 上海临贤生物科技有限公司 | 具有糖苷酶抑制活性的酰基他定类化合物的应用 |
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