Synthesis and pharmacological evaluation of childinin E and several derivatives as anti-hyphal formation inhibitors against Candida albicans

[Display omitted] •The first total synthesis of childinin E was achieved from the commercial benzaldehyde.•Five benzophenone derivatives were obtained by using the synthetic route of childinin E.•The antifungal properties of the synthesized compounds against Candida albicans were evaluated by an ant...

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Bibliographic Details
Published inTetrahedron letters Vol. 61; no. 49; pp. 152588 - 152591
Main Authors Kamauchi, Hitoshi, Hirata, Momoka, Takao, Koichi, Sugita, Yoshiaki
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 03.12.2020
Elsevier
Subjects
Benzophenone
Candida albicans
Chemistry
Chemistry, Organic
Daldinia spp
Hyphal formation
Physical Sciences
Science & Technology
Candida albicans
Daldinia spp
Hyphal formation
Benzophenone
TRANSITION
FUNGUS
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Summary:[Display omitted] •The first total synthesis of childinin E was achieved from the commercial benzaldehyde.•Five benzophenone derivatives were obtained by using the synthetic route of childinin E.•The antifungal properties of the synthesized compounds against Candida albicans were evaluated by an anti- hyphal formation test.•Anti-hyphal formation activity of benzophenone derivatives was evaluated.•Childnin E and two derivatives exhibited anti-hyphal formation activity. The natural highly substituted benzophenone childinin E (1) was previously isolated from the fungus Daldinia childiae. Here we describe the total synthesis of childinin E and several derivatives using a linear seven-step sequence. The antifungal properties of the synthesized compounds against Candida albicans were evaluated by an anti-hyphal formation test. Childnin E and two derivatives exhibited anti-hyphal formation activity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152588