2-Phenylquinoline–Sugar Hybrids as Photoswitchable α-Glucosidase Inhibitors

Takashi Kitamura; Mai Okuyama; Daisuke Takahashi; Kazunobu Toshima

doi:10.1002/asia.201900203

2-Phenylquinoline–Sugar Hybrids as Photoswitchable α-Glucosidase Inhibitors

Takashi Kitamura, Mai Okuyama, Daisuke Takahashi, Kazunobu Toshima

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Purpose-designed 2-phenylquinoline (PQ)-sugar hybrids 1 and 2 were synthesized and evaluated for their photodegradation activities against an α-glucosidase target. The results indicated that PQ-mannose hybrid 2 selectively and effectively photodegraded α-glucosidase and significantly inhibited its enzymatic activity upon irradiation with long-wavelength UV light in the absence of any additives under neutral and aqueous conditions. Furthermore, 2 selectively and effectively inhibited α-glucosidase activity only with photo-irradiation even in complex cell lysate.

Original language	English
Pages (from-to)	1409-1412
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	14
Issue number	9
DOIs	https://doi.org/10.1002/asia.201900203
Publication status	Published - 2019 May 2

Keywords

2-phenylquinoline
C-glycosides
hydrolases
photodegradation
α-glucosidase

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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10.1002/asia.201900203

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title = "2-Phenylquinoline–Sugar Hybrids as Photoswitchable α-Glucosidase Inhibitors",

abstract = "Purpose-designed 2-phenylquinoline (PQ)-sugar hybrids 1 and 2 were synthesized and evaluated for their photodegradation activities against an α-glucosidase target. The results indicated that PQ-mannose hybrid 2 selectively and effectively photodegraded α-glucosidase and significantly inhibited its enzymatic activity upon irradiation with long-wavelength UV light in the absence of any additives under neutral and aqueous conditions. Furthermore, 2 selectively and effectively inhibited α-glucosidase activity only with photo-irradiation even in complex cell lysate.",

keywords = "2-phenylquinoline, C-glycosides, hydrolases, photodegradation, α-glucosidase",

author = "Takashi Kitamura and Mai Okuyama and Daisuke Takahashi and Kazunobu Toshima",

note = "Funding Information: This research was supported in part by a grant for Scientific Research (B) (No. 26282212) from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT). Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

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doi = "10.1002/asia.201900203",

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T1 - 2-Phenylquinoline–Sugar Hybrids as Photoswitchable α-Glucosidase Inhibitors

AU - Kitamura, Takashi

AU - Okuyama, Mai

AU - Takahashi, Daisuke

AU - Toshima, Kazunobu

N1 - Funding Information: This research was supported in part by a grant for Scientific Research (B) (No. 26282212) from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT). Publisher Copyright: © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2019/5/2

Y1 - 2019/5/2

N2 - Purpose-designed 2-phenylquinoline (PQ)-sugar hybrids 1 and 2 were synthesized and evaluated for their photodegradation activities against an α-glucosidase target. The results indicated that PQ-mannose hybrid 2 selectively and effectively photodegraded α-glucosidase and significantly inhibited its enzymatic activity upon irradiation with long-wavelength UV light in the absence of any additives under neutral and aqueous conditions. Furthermore, 2 selectively and effectively inhibited α-glucosidase activity only with photo-irradiation even in complex cell lysate.

AB - Purpose-designed 2-phenylquinoline (PQ)-sugar hybrids 1 and 2 were synthesized and evaluated for their photodegradation activities against an α-glucosidase target. The results indicated that PQ-mannose hybrid 2 selectively and effectively photodegraded α-glucosidase and significantly inhibited its enzymatic activity upon irradiation with long-wavelength UV light in the absence of any additives under neutral and aqueous conditions. Furthermore, 2 selectively and effectively inhibited α-glucosidase activity only with photo-irradiation even in complex cell lysate.

KW - 2-phenylquinoline

KW - C-glycosides

KW - hydrolases

KW - photodegradation

KW - α-glucosidase

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2-Phenylquinoline–Sugar Hybrids as Photoswitchable α-Glucosidase Inhibitors

Abstract

Keywords

ASJC Scopus subject areas

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