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
Chemistry (Weinheim an der Bergstrasse, Germany) 2021 Mar 22The 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. © 2021 Wiley-VCH GmbH.
Citation
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. A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine-Resistant Plasmodium falciparum. Chemistry (Weinheim an der Bergstrasse, Germany). 2021 Mar 22;27(17):5555-5563
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PMID: 33482050
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