2003
DOI: 10.1592/phco.23.14.1497.31937
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Chemical and Microbiologic Aspects of Penems, a Distinct Class of β‐Lactams: Focus on Faropenem

Abstract: Many beta-lactam antimicrobials were developed between the 1960s and 1980s, with continuing development driven by the emergence of microbial resistance. Penems form a discrete class of beta-lactams that comprises structural hybrids of penicillins (penams) and cephalosporins (cephems). The chemistry and microbiology of the representative penems MEN 10700, ritipenem, CGP 31608, sulopenem, BRL 42715, and faropenem are reviewed. Particular emphasis is placed on faropenem, which is in late clinical development.

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Cited by 41 publications
(20 citation statements)
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References 41 publications
(57 reference statements)
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“…It is noteworthy that tazobactam and sulbactam demonstrated a modest ability to inhibit ADC-7 ␤-lactamase activity (5, 9). Sulopenem, a penem antibiotic that combines features of penicillin and cephalosporins, also has a low K i against ADC-7 ␤-lactamase (15,17). The singular property of carbapenems, sulfones, and penems to serve as inhibitors of penicillin binding proteins and class C enzymes merits consideration.…”
Section: Resultsmentioning
confidence: 99%
“…It is noteworthy that tazobactam and sulbactam demonstrated a modest ability to inhibit ADC-7 ␤-lactamase activity (5, 9). Sulopenem, a penem antibiotic that combines features of penicillin and cephalosporins, also has a low K i against ADC-7 ␤-lactamase (15,17). The singular property of carbapenems, sulfones, and penems to serve as inhibitors of penicillin binding proteins and class C enzymes merits consideration.…”
Section: Resultsmentioning
confidence: 99%
“…Them onobactam Lys-228 from Novartis is in phase Idevelopment. [296,297] Cefiderocol (phase III) from Shionogi is an innovative b-lactam which incorporates a2 -chloro-3,4-dihydroxybenzoyl siderophore. [294,295] It has ab road activity against Gramnegative bacteria, with the exception of P. aeruginosa.…”
Section: B-lactam Antibioticsmentioning
confidence: 99%
“…Sulopenem as well as its orally available prodrug sulopenem etzadroxil are in phase II studies and show activity for Enterobacteriaceae that produce ESBLs. [296,297] Cefiderocol (phase III) from Shionogi is an innovative b-lactam which incorporates a2 -chloro-3,4-dihydroxybenzoyl siderophore. [298,299] As a" Tr ojan horse", the antibiotic mimics substrates of cognate iron transport and thereby facilitates penetration of the outer membrane of Gram-negative bacteria.…”
Section: B-lactam Antibioticsmentioning
confidence: 99%
“…Sulopenem und dessen oral verfügbarer Arzneistoff-Vorläufer Sulopenem Etzadroxil befinden sich in Phase II und zeigen Wirksamkeit gegenüber ESBL-produzierenden Enterobacteriaceae. [296,297] Cefiderocol (Phase III) von Shionogi ist ein innovatives b-Lactam, welches einen 2-Chlor-3,4-dihydroxybenzoyl-Siderophor enthält. [298,299] Vergleichbar mit einem Tr ojanischen Pferd imitiert dieses Antibiotikum Substrate des bakterieneigenen Eisentransports und ermçglicht so das Eindringen in die äußere Membran des…”
Section: B-lactam-antibiotikaunclassified