Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

Yasuhiro Horita; Takemasa Takii; Taku Chiba; Ryuji Kuroishi; Yasuhiro Maeda; Yukihisa Kurono; Emi Inagaki; Kenji Nishimura; Yoshifumi Yamamoto; Chiyoji Abe; Masami Mori; Kikuo Onozaki

doi:10.1016/j.bmcl.2009.09.095

Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

Yasuhiro Horita
, Takemasa Takii
, Taku Chiba
, Ryuji Kuroishi
, Yasuhiro Maeda
, Yukihisa Kurono
, Emi Inagaki
, Kenji Nishimura
, Yoshifumi Yamamoto
, Chiyoji Abe
, Masami Mori
, Kikuo Onozaki

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

26 Citations (Scopus)

Abstract

A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-β-d-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity.

Original language	English
Pages (from-to)	6313-6316
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	22
DOIs	https://doi.org/10.1016/j.bmcl.2009.09.095
Publication status	Published - 2009
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2009.09.095

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Horita, Y., Takii, T., Chiba, T., Kuroishi, R., Maeda, Y., Kurono, Y., Inagaki, E., Nishimura, K., Yamamoto, Y., Abe, C., Mori, M., & Onozaki, K. (2009). Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis. Bioorganic and Medicinal Chemistry Letters, 19(22), 6313-6316. https://doi.org/10.1016/j.bmcl.2009.09.095

@article{3e84121b164048febccaec893d293e04,

title = "Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis",

abstract = "A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-β-d-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity.",

author = "Yasuhiro Horita and Takemasa Takii and Taku Chiba and Ryuji Kuroishi and Yasuhiro Maeda and Yukihisa Kurono and Emi Inagaki and Kenji Nishimura and Yoshifumi Yamamoto and Chiyoji Abe and Masami Mori and Kikuo Onozaki",

note = "Funding Information: This work was supported in part by Grant-in-Aid for Scientific Research on (C) from Japan Society for the Promotion of Sciences , a grant for Research on Publicly Essential Drugs and Medical Devices, No. KHC1021, from the Japan Health Sciences Foundation , and a Grant-in-Aid for Scientific Research on the U.S.-Japan Cooperative Medical Sciences Program, Ministry of Health, Labour and Welfare, Japan. ",

year = "2009",

doi = "10.1016/j.bmcl.2009.09.095",

language = "English",

volume = "19",

pages = "6313--6316",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

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}

Horita, Y, Takii, T, Chiba, T, Kuroishi, R, Maeda, Y, Kurono, Y, Inagaki, E, Nishimura, K, Yamamoto, Y, Abe, C, Mori, M & Onozaki, K 2009, 'Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis', Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 22, pp. 6313-6316. https://doi.org/10.1016/j.bmcl.2009.09.095

TY - JOUR

T1 - Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

AU - Horita, Yasuhiro

AU - Takii, Takemasa

AU - Chiba, Taku

AU - Kuroishi, Ryuji

AU - Maeda, Yasuhiro

AU - Kurono, Yukihisa

AU - Inagaki, Emi

AU - Nishimura, Kenji

AU - Yamamoto, Yoshifumi

AU - Abe, Chiyoji

AU - Mori, Masami

AU - Onozaki, Kikuo

N1 - Funding Information: This work was supported in part by Grant-in-Aid for Scientific Research on (C) from Japan Society for the Promotion of Sciences , a grant for Research on Publicly Essential Drugs and Medical Devices, No. KHC1021, from the Japan Health Sciences Foundation , and a Grant-in-Aid for Scientific Research on the U.S.-Japan Cooperative Medical Sciences Program, Ministry of Health, Labour and Welfare, Japan.

PY - 2009

Y1 - 2009

N2 - A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-β-d-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity.

AB - A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-β-d-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity.

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AN - SCOPUS:71049134889

SN - 0960-894X

VL - 19

SP - 6313

EP - 6316

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 22

ER -

Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

Abstract

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