Antibiotic heterocyclic oxygen compounds and use

A complex of closely related compounds, this complex being designated PR-1350 and hemiacetals thereof with alcohols of the general formula ROH, R being represented by a straight or branched alkyl radical having from 1 to 8 carbon atoms, such alkyl radicals being optionally substituted with halogen atoms or hydroxy, alkyloxy, aralkyloxy, aryloxy, alkanoyloxy, aralkanoyloxy, aroyloxy, sulfhydryl, alkylthio, aralkylthio, arylthio, alkanoylthio, aroylthio, azido, nitro, cyano, thiocyano, hydroxycarbonyl, alkyloxycarbonyl, aryloxycarbonyl, amino, alkylamino, dialkylamino, arylamino, alkanoylamino, and aroylamino groups;

• R can further be an alkenyl or alkynyl radical having from 2 to 6 carbon atoms, a cycloalkyl radical having from 3 to 7 carbon atoms in the alicyclic ring, or the mono- or dihalo, lower alkyl, lower alkoxy or hydroxy substituted analogues, an aralkyl, heterocyclylalkyl or aryl radical, these radicals being optionally substituted with halogen, nitro, lower alkyl, hydroxy or alkoxy radicals, PR-1350 having the basic structure as shown in formula I ##STR2## and the complex PR-1350 being characterized by the following physico-chemical properties:
• 1. IR-spectrum of PR-1350:
• as shown in FIG. 1;
• 2. Optical rotation of PR-1350, measured 4 hours after preparation of the solution:
• [.alpha]sub.D.sup.20 =+85.degree.-90.degree. (c=1, ethanol);
• 3. Electron impact mass spectrum (m/e) or PR-1350:
• 366, 205, 204, 189, 187, 175, 161, 159, 149, 147, 145, 135, 133, 131, 121, 119, 109, 107, 105, 95, 93, 91, 81, 79, 77, 69, 67, 55, 44, 41;
• 4. .sup.1 H-NMR spectrum (10% solution deuteroacetone) of PR-1350:
• 9.28 (s), 6.63 (bt), 2.41 (m), 1.77 (m), 1.21 (s), 0.96 (s);
• 5. .sup.13 C-NMR spectrum (10% solution in deuterochloroform) of PR-1350:
• 193.8 (d), 151.9 (s), 151.5 (d), 44.1, 37.6, 36.3, 29.3, 28.6, 25.9, 21.6, 17.8, 15.8;
• 6. Ultraviolet absorption maximum at 230 nm (E.sub.1 cm.sup.1% =304) of PR-1350 in ethanol solution;
• 7. Solubility of PR-1350:
• Soluble in ethyl acetate, ethyl ether, benzene, ethanol, methanol, and chloroform;
• relatively insoluble in water;
• and insoluble in saturated hydrocarbon solvents.