The History of the Glycosidase Inhibiting Hyacinthacine C-type Alkaloids: From Discovery to Synthesis

Carroll Anthony W.; Pyne Stephen G.

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The History of the Glycosidase Inhibiting Hyacinthacine C-type Alkaloids: From Discovery to Synthesis

机译：糖苷酶抑制荨卡辛糖酶C型生物碱的历史：从发现到合成

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Background: The inherent glycosidase inhibitory activity and potentially therapeutic value of the polyhydroxylated pyrrolizidine alkaloids containing a hydroxymethyl substituent at the C-3 position have been well documented. Belonging to this class, the naturally occurring hyacinthacine C-type alkaloids are of general interest among iminosugar researchers. Their selective micromolar alpha-glycosidase inhibitory ranges (10 - 100 mu M) suggest that these azasugars are potential leads for treating type 11 diabetes. However, the structures of hyacinthacine C1, C3 and C4 are insecure with hyacinthacine C5 being recently corrected.

机译：背景：含有在C-3位置的羟甲基取代基的多羟基化吡咯烷类生物碱的固有糖苷酶抑制活性和潜在的治疗值已经充分了解。属于该类，天然存在的羟辛胺C型生物碱在Iminoolugar研究人员中是一般的兴趣。它们的选择性微摩尔α-糖苷酶抑制率（10-100 mu m）表明这些Azasugars是治疗11型糖尿病的潜在铅。然而，HyacinthaCine C1，C3和C4的结构是最近校正的Hyacinthacine C5的不安全。

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《Current Organic Synthesis》 |2019年第4期|共25页
作者
Carroll Anthony W.; Pyne Stephen G.;
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作者单位

Univ Wollongong Sch Chem Wollongong NSW 2522 Australia;

Univ Wollongong Sch Chem Wollongong NSW 2522 Australia;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
Iminosugars; pyrrolizidine; hyacinthacine; alkaloids; total synthesis; natural product; glycosidase inhibition;

机译：Iminosugars;吡咯醇;荨卡辛胺;生物碱;总合成;天然产品;糖苷酶抑制;

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1. The History of the Glycosidase Inhibiting Hyacinthacine C-type Alkaloids: From Discovery to Synthesis [J] . Carroll Anthony W., Pyne Stephen G. Current Organic Synthesis . 2019,第4期

机译：糖苷酶抑制荨卡辛糖酶C型生物碱的历史：从发现到合成
2. Stereocontrolled synthesis of glycosidase inhibitors (+)-hyacinthacines A(1) and A(2) [J] . Veyron Amael, Reddy Paidi Venkatram, Koos Peter, Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2015,第2a3期

机译：立体控制的糖苷酶抑制剂（+）-hyacinthacines A（1）和A（2）的合成
3. Total synthesis of hyacinthacine A(1), a glycosidase inhibitor [J] . Chandrasekhar S, Parida BB, Rambabu C The Journal of Organic Chemistry . 2008,第19期

机译：糖苷酶抑制剂Hyacinthacine A（1）的全合成
4. RATIONAL DESIGN OF NEW GLYCOSIDASE INHIBITORS: CYCLIC SULFATES AS CONFORMATIONAL TRAPS TO SELECTIVELY INHIBIT GLYCOSIDASES [C] . Marta Artola, L. Wu, C. Hedberg International Carbohydrate Symposium . 2018

机译：新的糖苷酶抑制剂的合理设计：环状硫酸盐作为构象捕集器，以选择性地抑制糖苷酶
5. Part I. Isolation of natural product inhibitors and synthesis of inhibitors of signal transduction. Part II. Structure-activity relationship for a series of glycosidase inhibitors. [D] . Fraser, Rebecca Dawn. 1993

机译：第一部分：天然产物抑制剂的分离和信号转导抑制剂的合成。第二部分一系列糖苷酶抑制剂的构效关系。
6. The History of the Glycosidase Inhibiting Hyacinthacine C-type Alkaloids: From Discovery to Synthesis [O] . Anthony W. Carroll, Stephen G. Pyne -1

机译：糖苷酶抑制荨卡辛糖苷酶C型生物碱的历史：从发现到合成
7. Synthesis of d-arabinose-derived polyhydroxylated pyrrolidine, indolizidine and pyrrolizidine alkaloids. Total synthesis of hyacinthacine A2 [O] . Delso, J. Ignacio, Tejero, Tomás, Goti, Andrea, 2010

机译：d-阿拉伯糖衍生的多羟基化吡咯烷，吲哚并立定和吡咯并立定生物碱的合成。葫芦素A2的全合成

The History of the Glycosidase Inhibiting Hyacinthacine C-type Alkaloids: From Discovery to Synthesis

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