A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine‐Resistant  Plasmodium falciparum | Zendy

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

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

Author(s) -

Yamasaki Naoto,

Iwasaki Ikumi,

Sakumi Kazu,

Hokari Rei,

Ishiyama Aki,

Iwatsuki Masato,

Nakahara Masataka,

Higashibayashi Shuhei,

Sugai Takeshi,

Imagawa Hiroshi,

Kubo Miwa,

Fukuyama Yoshiyasu,

Ōmura Satoshi,

Yamamoto Hirofumi

Publication year - 2021

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.202100032

Subject(s) - plasmodium falciparum , chloroquine , regioselectivity , antimalarial agent , chemistry , stereochemistry , plasmodium (life cycle) , combinatorial chemistry , malaria , biology , biochemistry , parasite hosting , computer science , immunology , catalysis , world wide web

The total synthesis of dehydroantofine was achieved by employing a novel, regioselective, azahetero Diels–Alder reaction of easily accessible 3,5‐dichloro‐2 H ‐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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