Synthesis of Chiloscyphones and the Biological Activities of Their Synthetic Intermediates Against Methicillin‐Resistant S taphylococcus aureus  (MRSA) | Zendy

Shiina Junichi | Zendy; Obata Rika | Zendy; Tomoda Hiroshi | Zendy; Nishiyama Shigeru | Zendy

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Synthesis of Chiloscyphones and the Biological Activities of Their Synthetic Intermediates Against Methicillin‐Resistant S taphylococcus aureus (MRSA)

Author(s) -

Shiina Junichi,

Obata Rika,

Tomoda Hiroshi,

Nishiyama Shigeru

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500928

Subject(s) - chemistry , moiety , ketone , total synthesis , staphylococcus aureus , imipenem , biological activity , stereochemistry , combinatorial chemistry , antibiotics , organic chemistry , biochemistry , bacteria , antibiotic resistance , in vitro , biology , genetics

The total syntheses of chiloscyphone ( 1 ) and isochiloscyphone ( 2 ) have been achieved. Furthermore, the synthetic intermediate 5 shows biological activity against methicillin‐resistant Staphyrococcus aureus , and compounds 5 , 17 , and 18 , display imipenem‐type activity. The tricyclic lactone framework, which includes an α,β‐unsaturated ketone moiety, might play a crucial role in the anti‐MRSA activity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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