Synthesis and in vitro antimicrobial activity of benzo[b][1,4]thiazin-3(4H)-ones via smiles rearrangement

Abstract New benzo[b][1,4]thiazin-3(4H)-one derivatives (compounds 12a–p) were synthesized via Smiles rearrangement and assayed in vitro for their antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. The antimicrobial activity of the benzo[b][1,4]thiazin-3(4H)-ones showed, on the whole, potent toward all tested Gram-positive and Gram-negative microorganism (minimal inhibitory concentration ranging from 16 to 64 μg/ml), whereas weak effectiveness was exhibited against fungi. Data obtained suggested that 12g, 12i, and 12o exerted the best antibacterial activity against Gram-positive bacteria and compound 12b demonstrated the best inhibition of Gram-negative bacteria. These observations provide some predictions to design further antimicrobial active compounds prior to their synthesis following with molecular modeling studies..

Medienart:

E-Artikel

Erscheinungsjahr:

2009

Erschienen:

2009

Enthalten in:

Zur Gesamtaufnahme - volume:20

Enthalten in:

Medicinal chemistry research - 20(2009), 1 vom: 29. Dez., Seite 93-100

Sprache:

Englisch

Beteiligte Personen:

Yang, Hao [VerfasserIn]
Fang, Liang [VerfasserIn]
Li, Zhu-Bo [VerfasserIn]
Ren, Fang-Kui [VerfasserIn]
Wang, Li-Ying [VerfasserIn]
Tian, Xiao [VerfasserIn]
Shin, Dong-Soo [VerfasserIn]
Zuo, Hua [VerfasserIn]

Links:

Volltext [lizenzpflichtig]

Themen:

)-one
][1,4]thiazin-3(4
Antimicrobial activity
Benzo[
Smiles rearrangement
Synthesis

Anmerkungen:

© Springer Science+Business Media, LLC 2010

doi:

10.1007/s00044-009-9288-3

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

OLC2096085799

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