Physiologically active substance K-252, process for producing same and pharmaceutical composition containing same

A physiologically active substance K-252 having the following physico-chemical properties:

• State:
• Light yellow, columnar crystal
• Melting point:
• 262.degree.-273.degree. C. (decomposed)
• Specific rotation:
• [.alpha]sub.D.sup.20 =-23.2.degree. C. (C=0.5, CHCl.sub.3)
• Solubility:
• Readily soluble in chloroform, acetonitrile, acetone, dioxane, tetrahydrofuran and pyridine;
• soluble in ethanol, methanol, 1-propanol, ethyl acetate and n-butanol;
• insoluble in water, 2-propanol, etc.
• Color reaction:
• Positive to reactions with each, iodine and ninhydrin;
• negative to reaction with ferric chloride and Rydon-Smith reaction
• Ultraviolet absorption spectrum (ethanol):
• FIG. 1
• Infrared absorption spectrum (KBr):
• FIG. 2
• Mass Spectrum:
• The mass spectrum of the present substance gives the following molecule ions and fragment ions:
• 467, 424, 406, 364, 337, 321
• Elemental analysis:
• H4.47, C69.08, N8.79% (as found);
• H4.52, C69.37, N8.98% (as calculated as C.sub.27 H.sub.21 N.sub.3 O.sub.5)
• PMR spectrum (CDCl.sub.3):
• .delta.(ppm) 2.16 (3H, s), 2.81 (1H, dd, J=4.9, 14.2), 3.44 (1H, dd, J=7.1, 14.2), 4.08 (3H, s), 4.61 (1H, d, J=17.0), 4.69 (1H, d, J=17.0) 5.46 (1H, brs), 6.79 (1H, dd, J=4.9, 7.1) 7.0-7.6 (6H, m), 7.7-8.0 (2H, m), 8.87 (1H, d, J=7.8)
• CMR spectrum (CDCl.sub.3):
• .delta.(ppm) 22.8, 42.4, 45.9, 53.3, 84.9, 85.7, 99.5, 107.2, 114.2, 114.7, 116.4, 117.8, 119.3, 120.5, 120.7, 122.1, 123.9, 124.9, 125.0, 125.5, 125.8, 129.0, 132.3, 136.8, 140.3, 172.5, 173.5.