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2004
Benzopyran derivatives
R 0350
Syntheses and anti-MRSA Activities of the C3 Analogues of Mansonone F, a
Antibacterial Sesquiterpenoid: Insights into Its Structural Requirements
50- 103 Potent
for anti-MRSA Activity. — Structural analogues of mansonone F are synthesized to
identify its pharmacophoric parts and to investigate the role of the C-ring system including C-3 substituent effects on anti-bacterial effect. Analogues (V) are prepared
according to the method developed for the synthesis of mansonone F with some proper
modifications. Both the ortho-quinone moiety and the tricyclic system of mansonone
F seem to be essential for its excellent anti-methicillin-resistant S. aureus activity.
Changing the C-3-methyl or C-2,3 double bond of mansonone F reduces the anti-bacterial activity regardless of the electronic or steric character of the substituent, although
C-3 alkyl groups do not significantly affect the antibacterial activity; ethylmansonone
F (Va) and isopropylmansonone F (Vb) are nearly equipotent. — (SUH*, Y.-G.; et al.;
Bioorg. Med. Chem. Lett. 14 (2004) 17, 4519-4523; Coll. Pharm., Seoul Natl. Univ.,
Kwanak, Seoul 151-742, S. Korea; Eng.) — H. Hoennerscheid
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