Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1

Daishiro Minato; Bozhi Li; Dejun Zhou; Yasumi Shigeta; Naoki Toyooka; Hiroaki Sakurai; Kenji Sugimoto; Hideo Nemoto; Yuji Matsuya

doi:10.1016/j.tet.2013.06.105

Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1

Daishiro Minato, Bozhi Li, Dejun Zhou, Yasumi Shigeta, Naoki Toyooka, Hiroaki Sakurai, Kenji Sugimoto, Hideo Nemoto, Yuji Matsuya^*

^*Corresponding author for this work

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

14 Scopus citations

Abstract

Simplified des-AB-type aglycone of antitumor steroidal saponin OSW-1 was concisely prepared starting from readily available Hajos ketone. We further completed the synthesis of des-AB-OSW-1 analogue by the installation of the disaccharide moiety into the des-AB aglycone, and evaluated its antitumor activity. The results indicated that a truncated aglycone drug design strategy based on OSW-1 would be a promising approach for the development of novel antitumor agents.

Original language	English
Pages (from-to)	8019-8024
Number of pages	6
Journal	Tetrahedron
Volume	69
Issue number	37
DOIs	https://doi.org/10.1016/j.tet.2013.06.105
State	Published - 2013/09/16

Keywords

Aglycone
Antitumor agents
Drug design
OSW-1
Organic synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2013.06.105

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title = "Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1",

abstract = "Simplified des-AB-type aglycone of antitumor steroidal saponin OSW-1 was concisely prepared starting from readily available Hajos ketone. We further completed the synthesis of des-AB-OSW-1 analogue by the installation of the disaccharide moiety into the des-AB aglycone, and evaluated its antitumor activity. The results indicated that a truncated aglycone drug design strategy based on OSW-1 would be a promising approach for the development of novel antitumor agents.",

keywords = "Aglycone, Antitumor agents, Drug design, OSW-1, Organic synthesis",

author = "Daishiro Minato and Bozhi Li and Dejun Zhou and Yasumi Shigeta and Naoki Toyooka and Hiroaki Sakurai and Kenji Sugimoto and Hideo Nemoto and Yuji Matsuya",

note = "Funding Information: This work was supported in part by a Grant-in-Aid (no. 15390004 ) for Scientific Research by the Ministry of Education, Culture, Sports, Science, and Technology of the Japanese Government . ",

year = "2013",

month = sep,

day = "16",

doi = "10.1016/j.tet.2013.06.105",

language = "英語",

volume = "69",

pages = "8019--8024",

journal = "Tetrahedron",

issn = "0040-4020",

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TY - JOUR

T1 - Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1

AU - Minato, Daishiro

AU - Li, Bozhi

AU - Zhou, Dejun

AU - Shigeta, Yasumi

AU - Toyooka, Naoki

AU - Sakurai, Hiroaki

AU - Sugimoto, Kenji

AU - Nemoto, Hideo

AU - Matsuya, Yuji

N1 - Funding Information: This work was supported in part by a Grant-in-Aid (no. 15390004 ) for Scientific Research by the Ministry of Education, Culture, Sports, Science, and Technology of the Japanese Government .

PY - 2013/9/16

Y1 - 2013/9/16

N2 - Simplified des-AB-type aglycone of antitumor steroidal saponin OSW-1 was concisely prepared starting from readily available Hajos ketone. We further completed the synthesis of des-AB-OSW-1 analogue by the installation of the disaccharide moiety into the des-AB aglycone, and evaluated its antitumor activity. The results indicated that a truncated aglycone drug design strategy based on OSW-1 would be a promising approach for the development of novel antitumor agents.

AB - Simplified des-AB-type aglycone of antitumor steroidal saponin OSW-1 was concisely prepared starting from readily available Hajos ketone. We further completed the synthesis of des-AB-OSW-1 analogue by the installation of the disaccharide moiety into the des-AB aglycone, and evaluated its antitumor activity. The results indicated that a truncated aglycone drug design strategy based on OSW-1 would be a promising approach for the development of novel antitumor agents.

KW - Aglycone

KW - Antitumor agents

KW - Drug design

KW - OSW-1

KW - Organic synthesis

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U2 - 10.1016/j.tet.2013.06.105

DO - 10.1016/j.tet.2013.06.105

M3 - 学術論文

AN - SCOPUS:84880917350

SN - 0040-4020

VL - 69

SP - 8019

EP - 8024

JO - Tetrahedron

JF - Tetrahedron

IS - 37

ER -

Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1

Abstract

Keywords

ASJC Scopus subject areas

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