Synthesis, docking and antibacterial studies of more potent amine and hydrazone rifamycin congeners than rifampicin
New rifamycin congeners (1-33) with incorporated amine and hydrazone substituents leading to lipophilic and/or basic nature and altered rigidity of modified C(3) arm were synthesized and structurally characterized in detail. NMR spectroscopic studies at d
Pyta, Krystian,Janas, Anna,Szukowska, Monika,Pecyna, Paulina,Jaworska, Marcelina,Gajecka, Marzena,Bartl, Franz,Przybylski, Piotr
supporting information
p. 96 - 104
(2019/02/15)
3-N-substituted aminomethyl derivatives of rifamycin SV. A convenient method of synthesis, cyclization of certain derivatives, and anticellular and antiviral activities of several derivatives
A new synthesis of Mannich bases of rifamycin SV using the Borch procedure with rifaldehyde is described. This new synthesis offers two advantages over the previously published method. It provides a route to monoalkyl-aminomethylrifamycins (1e-h) and to unsubstituted aminomethylrifamycins that were not accessible by the old procedure. The new method also offers a preparative route to Mannich bases 1a and 1b which were needed in multigram quantities for biological testing. In addition, the cyclization of certain of the monoalkylaminomethylrifamycins to the novel N,15 didehydro 15 deoxo 3,15 epi[methano(alkylimino)]rifamycin SV derivatives is described. The anticellular and antiviral effects of representatives of both series of compounds against cultured mouse cells and murine oncornavirus are discussed.
McCarthy,Moore,Wysong,Aldrich
p. 1272 - 1276
(2007/10/21)
Rifamycins. XLI. A new class of active semisynthetic rifamycins. N-substituted aminomethyl derivatives of rifamycin SV 2.
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Maggi,Arioli,Sensi
p. 790 - 793
(2007/10/21)
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