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Author:

Yang, Lin-Feng (Yang, Lin-Feng.) | Zhang, Ming (Zhang, Ming.) | Shimadate, Yuna (Shimadate, Yuna.) | Kato, Atsushi (Kato, Atsushi.) | Hou, Tian-Yang Liu (Hou, Tian-Yang Liu.) | Li, Yi-Xian (Li, Yi-Xian.) | Jia, Yue-Mei (Jia, Yue-Mei.) | Fleet, George W. J. (Fleet, George W. J..) | Yu, Chu-Yi (Yu, Chu-Yi.)

Indexed by:

EI Scopus SCIE

Abstract:

A series of iso-allo-DNJ and L-isoDALDP derivatives were synthesized from dithioacetal 16 with sequential and highly diastereoselective Ho and Henry reactions, and aziridinium intermediate-mediated ring rearrangement as key steps. Glycosidase inhibition assay found four of them as selective alpha-glucosidase inhibitors, and the less substituted compound 30 showed more potent alpha-glucosidase inhibition (IC50 = 9.3 mu M) than the others. Molecular docking study revealed different docking modes of the iso-allo-DNJ and L-isoDALDP derivatives from their parent compounds, and also the similarity of compound 30 to isofagomine.

Keyword:

Author Community:

  • [ 1 ] [Yang, Lin-Feng]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
  • [ 2 ] [Zhang, Ming]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
  • [ 3 ] [Hou, Tian-Yang Liu]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
  • [ 4 ] [Li, Yi-Xian]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
  • [ 5 ] [Jia, Yue-Mei]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
  • [ 6 ] [Yu, Chu-Yi]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
  • [ 7 ] [Zhang, Ming]Univ Chinese Acad Sci, Beijing 100049, Peoples R China
  • [ 8 ] [Hou, Tian-Yang Liu]Univ Chinese Acad Sci, Beijing 100049, Peoples R China
  • [ 9 ] [Li, Yi-Xian]Univ Chinese Acad Sci, Beijing 100049, Peoples R China
  • [ 10 ] [Jia, Yue-Mei]Univ Chinese Acad Sci, Beijing 100049, Peoples R China
  • [ 11 ] [Yu, Chu-Yi]Univ Chinese Acad Sci, Beijing 100049, Peoples R China
  • [ 12 ] [Shimadate, Yuna]Univ Toyama, Dept Hosp Pharm, 2630 Sugitani, Toyama 9300194, Japan
  • [ 13 ] [Kato, Atsushi]Univ Toyama, Dept Hosp Pharm, 2630 Sugitani, Toyama 9300194, Japan
  • [ 14 ] [Fleet, George W. J.]Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England
  • [ 15 ] [Yang, Lin-Feng]High Sch Attached Beijing Univ Technol, Beijing 100022, Peoples R China

Reprint Author's Address:

  • [Li, Yi-Xian]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China;;[Yu, Chu-Yi]Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China;;[Li, Yi-Xian]Univ Chinese Acad Sci, Beijing 100049, Peoples R China;;[Yu, Chu-Yi]Univ Chinese Acad Sci, Beijing 100049, Peoples R China;;[Kato, Atsushi]Univ Toyama, Dept Hosp Pharm, 2630 Sugitani, Toyama 9300194, Japan;;

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Source :

ORGANIC & BIOMOLECULAR CHEMISTRY

ISSN: 1477-0520

Year: 2023

Issue: 16

Volume: 21

Page: 3453-3464

3 . 2 0 0

JCR@2022

ESI Discipline: BIOLOGY & BIOCHEMISTRY;

ESI HC Threshold:16

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count: 2

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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