Synthesis and In‐Vitro Activity of Novel 1β‐Methylcarbapenems Having Spiro[2,4]heptane Moieties

Abstract

The synthesis of a new series of 1beta-methylcarbapenems having spiro[2,4]heptane moieties is described. Their in-vitro antibacterial activities against both gram-positive and gram-negative bacteria were tested and the effect of substituents on the pyrrolidine ring was investigated. Most compounds were shown to be more active than the compared meropenem and imipenem against Escherichia coli. One particular compound, IIIb, having hydroxy a moiety showed the most potent antibacterial activity.

Synthesis of 3,3′-methylenebis(4-hydroxyquinolin-2(1H)-ones) of prospective anti-COVID-19 drugs

“…Quinolones show a significant similarity to some anticancer [ 4 ], anticonvulsant [ 5 – 7 ], anti-dermatities [ 8 ], antibacterial [ 9 ], antimicrobial [ 10 ], anti-Alzheimer [ 11 ] and pain relief [ 12 ] in addition to their medical, agricultural and industrial uses [ 13 – 15 ]. In previous work with quinolones, Aly et al, synthesized various classes of 2-quinolones such as 2′-amino-2,5′-dioxo-5′,6′-dihydro-spiro(indoline-3,4′-pyrano[3,2- c ]quinoline)-3′-carbonitriles [ 16 ], 3-(methyl-thio)-4-oxo-4,5-dihydrofuro[3,2-c]quinolone-2-carbonitriles [ 17 ], 3-(methylthio)-4-oxo-4,5-dihydro-furo[3,2- c ]quinolone-2-carboxamides [ 17 ], naphtho[2′,3′:4,5]furo[3,2-c]quinoline-6,7,12(5 H )-trione derivatives (as ERK inhibitors with efficacy in BRAF-mutant Melanoma) [ 18 ], 2,3-bis-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)succinates, arylmethylene-bis-3,3′-quinoline-2-ones [ 19 ], N -2,3-bis(6-substituted-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)naphthalene-1,4-diones and substituted N -(methyl/ethyl)bisquinolinone triethylammonium salts [ 20 ].…”

Facile, Regio- and Diastereoselective Synthesis of Spiro-Pyrrolidine and Pyrrolizine Derivatives and Evaluation of Their Antiproliferative Activities

“…Several spiro-compounds have shown very promising biologically activity with potential applications as anticancer [21,22,23,24,25], antibacterial [26,27], anticonvulsant [28,29,30], anti-tuberculosis [31], and anti-Alzheimer’s disease agents [31]. Spiro compounds have also been recently used as antioxidant agents [32,33].…”

An Efficient Synthesis of Some New Azaspirocycloalkane Derivatives from 1-anilinocycloalkanecarboxamide

“…However, recently growing efforts have been made to synthesize and characterize these compounds. Many spiro compounds possess very promising biological activities as anticancer agents [1,2], antibacterial agents [3,4], anticonvulsant agents [5][6][7], antituberculosis agents [8], anti-Alzheimer's agents [9], pain-relief agents [10,11], anti-dermatitis agents [12] and antimicrobial agents [13,14]. In addition to their medical uses, some spiro-compounds have found other uses in the agricultural and industrial fields.…”