Synthesis and antimalarial activity of calothrixins A and B, and their N-alkyl derivatives

Kohji Matsumoto; Tominari Choshi; Mai Hourai; Yoshito Zamami; Kenji Sasaki; Takumi Abe; Minoru Ishikura; Noriyuki Hatae; Tatsunori Iwamura; Shigeo Tohyama; Junko Nobuhiro; Satoshi Hibino

doi:10.1016/j.bmcl.2012.05.064

Synthesis and antimalarial activity of calothrixins A and B, and their N-alkyl derivatives

Kohji Matsumoto, Tominari Choshi, Mai Hourai, Yoshito Zamami, Kenji Sasaki, Takumi Abe, Minoru Ishikura, Noriyuki Hatae, Tatsunori Iwamura, Shigeo Tohyama, Junko Nobuhiro, Satoshi Hibino

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45 Citations (Scopus)

Abstract

We synthesized calothrixin B using our developed biomimetic method and derived N-alkyl-calothrixins A and B. The in vitro antimalarial activity of the calothrixin derivatives, including calothrixins A and B, against the Plasmodium falciparum FCR-3 strain was evaluated. All test compounds exhibited antimalarial activity over a concentration range of 6.4 × 10^-6-1.2 × 10^-7 M.

Original language	English
Pages (from-to)	4762-4764
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	14
DOIs	https://doi.org/10.1016/j.bmcl.2012.05.064
Publication status	Published - Jul 15 2012

Keywords

Antimalarial activity
Calothrixin A
Calothrixin B
Indolo[3,2-j] phenanthridine
N-Alkyl-calothrixins

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.2012.05.064

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Synthesis and antimalarial activity of calothrixins A and B, and their N-alkyl derivatives. / Matsumoto, Kohji; Choshi, Tominari; Hourai, Mai; Zamami, Yoshito; Sasaki, Kenji; Abe, Takumi; Ishikura, Minoru; Hatae, Noriyuki; Iwamura, Tatsunori; Tohyama, Shigeo; Nobuhiro, Junko; Hibino, Satoshi.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 22, No. 14, 15.07.2012, p. 4762-4764.

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

Matsumoto, Kohji ; Choshi, Tominari ; Hourai, Mai ; Zamami, Yoshito ; Sasaki, Kenji ; Abe, Takumi ; Ishikura, Minoru ; Hatae, Noriyuki ; Iwamura, Tatsunori ; Tohyama, Shigeo ; Nobuhiro, Junko ; Hibino, Satoshi. / Synthesis and antimalarial activity of calothrixins A and B, and their N-alkyl derivatives. In: Bioorganic and Medicinal Chemistry Letters. 2012 ; Vol. 22, No. 14. pp. 4762-4764.

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title = "Synthesis and antimalarial activity of calothrixins A and B, and their N-alkyl derivatives",

abstract = "We synthesized calothrixin B using our developed biomimetic method and derived N-alkyl-calothrixins A and B. The in vitro antimalarial activity of the calothrixin derivatives, including calothrixins A and B, against the Plasmodium falciparum FCR-3 strain was evaluated. All test compounds exhibited antimalarial activity over a concentration range of 6.4 × 10-6-1.2 × 10-7 M.",

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author = "Kohji Matsumoto and Tominari Choshi and Mai Hourai and Yoshito Zamami and Kenji Sasaki and Takumi Abe and Minoru Ishikura and Noriyuki Hatae and Tatsunori Iwamura and Shigeo Tohyama and Junko Nobuhiro and Satoshi Hibino",

note = "Funding Information: This work was partly supported by a Grant-in Aid for Scientific Research of the Japan Society for the promotion of Science (JSPS). Copyright: Copyright 2013 Elsevier B.V., All rights reserved.",

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doi = "10.1016/j.bmcl.2012.05.064",

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AU - Matsumoto, Kohji

AU - Choshi, Tominari

AU - Hourai, Mai

AU - Zamami, Yoshito

AU - Sasaki, Kenji

AU - Abe, Takumi

AU - Ishikura, Minoru

AU - Hatae, Noriyuki

AU - Iwamura, Tatsunori

AU - Tohyama, Shigeo

AU - Nobuhiro, Junko

AU - Hibino, Satoshi

N1 - Funding Information: This work was partly supported by a Grant-in Aid for Scientific Research of the Japan Society for the promotion of Science (JSPS). Copyright: Copyright 2013 Elsevier B.V., All rights reserved.

PY - 2012/7/15

Y1 - 2012/7/15

N2 - We synthesized calothrixin B using our developed biomimetic method and derived N-alkyl-calothrixins A and B. The in vitro antimalarial activity of the calothrixin derivatives, including calothrixins A and B, against the Plasmodium falciparum FCR-3 strain was evaluated. All test compounds exhibited antimalarial activity over a concentration range of 6.4 × 10-6-1.2 × 10-7 M.

AB - We synthesized calothrixin B using our developed biomimetic method and derived N-alkyl-calothrixins A and B. The in vitro antimalarial activity of the calothrixin derivatives, including calothrixins A and B, against the Plasmodium falciparum FCR-3 strain was evaluated. All test compounds exhibited antimalarial activity over a concentration range of 6.4 × 10-6-1.2 × 10-7 M.

KW - Antimalarial activity

KW - Calothrixin A

KW - Calothrixin B

KW - Indolo[3,2-j] phenanthridine

KW - N-Alkyl-calothrixins

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Synthesis and antimalarial activity of calothrixins A and B, and their N-alkyl derivatives

Abstract

Keywords

ASJC Scopus subject areas

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