π-Delocalized β-carbolinium cations as potential antimalarials

Kiyosei Takasu; Tsubasa Shimogama; Chalerm Saiin; Hye Sook Kim; Yusuke Wataya; Masataka Ihara

doi:10.1016/j.bmcl.2004.01.055

π-Delocalized β-carbolinium cations as potential antimalarials

Kiyosei Takasu, Tsubasa Shimogama, Chalerm Saiin, Hye Sook Kim, Yusuke Wataya, Masataka Ihara

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

44 Citations (Scopus)

Abstract

Several β-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral β-carbolines and a good correlation was observed between π-delocalized lipophilic cationic structure and antimalarial efficacy.

Original language	English
Pages (from-to)	1689-1692
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2004.01.055
Publication status	Published - Apr 2004

Keywords

Antimalarials
DLC's
Selective toxicity
Total synthesis
β-Carbolines

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2004.01.055

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title = "π-Delocalized β-carbolinium cations as potential antimalarials",

abstract = "Several β-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral β-carbolines and a good correlation was observed between π-delocalized lipophilic cationic structure and antimalarial efficacy.",

keywords = "Antimalarials, DLC's, Selective toxicity, Total synthesis, β-Carbolines",

author = "Kiyosei Takasu and Tsubasa Shimogama and Chalerm Saiin and Kim, {Hye Sook} and Yusuke Wataya and Masataka Ihara",

note = "Funding Information: We thank to Prof. Y. Ohsima and Prof. S. Kurata for their help in using microscpic instruments. This work was financially supported by a Grant-in-Aid from the Tokyo Biochemical Research Foundation and a Grant-in-Aid for Exploratory Research (No. 15659024) from the Ministry of Education, Culture, Science, and Technology, Japan.",

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doi = "10.1016/j.bmcl.2004.01.055",

language = "English",

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T1 - π-Delocalized β-carbolinium cations as potential antimalarials

AU - Takasu, Kiyosei

AU - Shimogama, Tsubasa

AU - Saiin, Chalerm

AU - Kim, Hye Sook

AU - Wataya, Yusuke

AU - Ihara, Masataka

N1 - Funding Information: We thank to Prof. Y. Ohsima and Prof. S. Kurata for their help in using microscpic instruments. This work was financially supported by a Grant-in-Aid from the Tokyo Biochemical Research Foundation and a Grant-in-Aid for Exploratory Research (No. 15659024) from the Ministry of Education, Culture, Science, and Technology, Japan.

PY - 2004/4

Y1 - 2004/4

N2 - Several β-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral β-carbolines and a good correlation was observed between π-delocalized lipophilic cationic structure and antimalarial efficacy.

AB - Several β-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral β-carbolines and a good correlation was observed between π-delocalized lipophilic cationic structure and antimalarial efficacy.

KW - Antimalarials

KW - DLC's

KW - Selective toxicity

KW - Total synthesis

KW - β-Carbolines

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ER -

π-Delocalized β-carbolinium cations as potential antimalarials

Abstract

Keywords

ASJC Scopus subject areas

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