A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine-Resistant Plasmodium falciparum

Naoto Yamasaki; Ikumi Iwasaki; Kazu Sakumi; Rei Hokari; Aki Ishiyama; Masato Iwatsuki; Masataka Nakahara; Shuhei Higashibayashi; Takeshi Sugai; Hiroshi Imagawa; Miwa Kubo; Yoshiyasu Fukuyama; Satoshi Ōmura; Hirofumi Yamamoto

doi:10.1002/chem.202100032

A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine-Resistant Plasmodium falciparum

Naoto Yamasaki, Ikumi Iwasaki, Kazu Sakumi, Rei Hokari, Aki Ishiyama, Masato Iwatsuki, Masataka Nakahara, Shuhei Higashibayashi, Takeshi Sugai, Hiroshi Imagawa, Miwa Kubo, Yoshiyasu Fukuyama, Satoshi Ōmura, Hirofumi Yamamoto

薬科学科

研究成果: Article › 査読

1 被引用数 (Scopus)

抄録

The total synthesis of dehydroantofine was achieved by employing a novel, regioselective, azahetero Diels–Alder reaction of easily accessible 3,5-dichloro-2H-1,4-oxazin-2-one with 14 a as a key step. Furthermore, it is demonstrated that dehydroantofine is a promising candidate as a new antimalarial agent in a biological assay with chloroquine-resistant Plasmodium falciparum.

本文言語	English
ページ（範囲）	5555-5563
ページ数	9
ジャーナル	Chemistry - A European Journal
巻	27
号	17
DOI	https://doi.org/10.1002/chem.202100032
出版ステータス	Published - 2021 3月 22

ASJC Scopus subject areas

触媒
有機化学

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10.1002/chem.202100032

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引用スタイル

Yamasaki, N., Iwasaki, I., Sakumi, K., Hokari, R., Ishiyama, A., Iwatsuki, M., Nakahara, M., Higashibayashi, S., Sugai, T., Imagawa, H., Kubo, M., Fukuyama, Y., Ōmura, S., & Yamamoto, H. (2021). A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine-Resistant Plasmodium falciparum. Chemistry - A European Journal, 27(17), 5555-5563. https://doi.org/10.1002/chem.202100032

Yamasaki, N, Iwasaki, I, Sakumi, K, Hokari, R, Ishiyama, A, Iwatsuki, M, Nakahara, M, Higashibayashi, S , Sugai, T, Imagawa, H, Kubo, M, Fukuyama, Y, Ōmura, S & Yamamoto, H 2021, 'A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine-Resistant Plasmodium falciparum', Chemistry - A European Journal, vol. 27, no. 17, pp. 5555-5563. https://doi.org/10.1002/chem.202100032

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abstract = "The total synthesis of dehydroantofine was achieved by employing a novel, regioselective, azahetero Diels–Alder reaction of easily accessible 3,5-dichloro-2H-1,4-oxazin-2-one with 14 a as a key step. Furthermore, it is demonstrated that dehydroantofine is a promising candidate as a new antimalarial agent in a biological assay with chloroquine-resistant Plasmodium falciparum.",

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note = "Funding Information: We are grateful to Dr. Yasuko Okamoto (analysis center at Tokushima Bunri University) for determining the HRMS results. Part of this study was financially supported by a Grant‐in‐Aid (no. 18K05365) from the MEXT (Ministry of Education, Culture, Sports, Science, and Technology) of the Japanese Government. Publisher Copyright: {\textcopyright} 2021 Wiley-VCH GmbH",

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AU - Kubo, Miwa

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AU - Yamamoto, Hirofumi

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