✦ LIBER ✦
Synthesis of a Masked p -Quinone Methide β -Lactam as an active metabolite of nocardicins
✍ Scribed by Gholam H. Hakimelahi; Shwu-Chen Tsay; Jih Ru Hwu
- Book ID
- 102859822
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- German
- Weight
- 673 KB
- Volume
- 78
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Nocardicin A analogues 30, 34, and 38 as well as the highly strained quinone methide 43 were synthesized. β ‐Lactam 34 was found biologically active against several Gram‐negative microorganisms in vitro; pyridinium N‐oxide derivative 38 possessed activity against Gram‐positive S. aureus bacterium. Masked p‐quinone methide β ‐lactam 43 exhibited significant antimicrobial activity in vitro. A mechanism involving an oxidation in vivo is proposed for the unprecedented biological properties of nocardicins.