23-Ester derivatives of DMT and method of using same

Abstract

Abstract 23-Ester derivatives of demycinosyltylosin (DMT) of the formula: ##STR1## wherein R is selected from hydrogen, optionally substituted C 1 -C 5 -alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; and R 1 is an acyl group selected from: ##STR2## p is 0 or 1; m and n are integers from 0 to 4; R 2 is hydrogen, halo, C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkyl, phenyl, C 5 -C 8 -cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms or a bicyclic heterocyclic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R 2 and the connecting alkyl groups --(CH 2 ) m -- and --(CH 2 ) n -- are optionally substituted by one or two halo, methyl, ethyl, methoxy, amino, N-protected-amino, methylamino, dimethylamino, nitro, acetoxy, acetamido, azido, carbomethoxy, carboxamido, cyano, or hydroxyl groups, provided that, if the substituent is other than halo or alkyl, there can be no more than one substituent on any connecting --CH 2 -- group; X is O, S, --NH--, --N(CH 3 )--, --C.tbd.C--, --CH═CH--, --C(CH 3 )═CH--, --CH═C(CH 3 )-- or --C(CH 3 )═C(CH 3 )--; R 3 and R 4 are C 1 -C 5 -alkyl or optionally substituted phenyl or benzyl; and salts thereof are useful antibiotics or intermediates to antibiotics.

Inventors

• 👤 Herbert A. Kirst

Bibliographic Details