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SECTION I: MOLECULAR GENETIC ENGINEERING AND BIOCHEMICAL TECHNOLOGY 233chromatography with a solvent system of methanol:water (1:1), yielding compound 3 (11,5 mg) as a yellow powder.Fraction M5.2 was separated using normal phase silica gel column chromatography with a solvent system of chloroform:methanol (10:1), yielding 4 fractions labeled M5.2.1to M5.2.4. Fraction M5.2.2 was separated using normal phase silica gel column chromatography with a solvent system of chloroform:methanol:water (8:1:0,05), yielding 3 fractions labeled M5.2.2.1 to M5.2.2.3. Fraction M5.2.2.2 was purified using reversedphase RP-18 column chromatography with a solvent system of methanol:water (3:2), yielding compound 4 (8,8 mg) as a colorless amorphous solid.Fraction M5.3 was separated using normal phase silica gel column chromatography with a solvent system of chloroform:methanol (8:1), yielding 4 fractions labeled M5.3.1 to M5.3.4. Fraction M5.3.3 was separated using normal phase silica gel column chromatography with a solvent system of chloroform:methanol:water (6:1:0,05), yielding 3 fractions labeled M5.3.3.1 to M5.3.3.3. Fraction M5.3.3.2 was separated using normal phase silica gel column chromatography with a solvent system of chloroform:methanol:water (4:1:0.05), yielding compound 5 (7,9 mg) as a colorless amorphous solid.ResultsCompound 1: LuteolinNeedle-shaped crystals, yellow1H-NMR (500 MHz, MeOD) d (ppm): 6.22 (1H, d, J = 1.5 Hz, H-6); 6.45 (1H, d, J = 1.5 Hz, H-8); 6.55 (1H, s, H-3); 6.92 (1H, d, J = 8.5 Hz, H-5%u2019); 7.40 (2H, m, 2%u2019, H-6%u2019).13C-NMR (125 MHz, MeOD) d (ppm): 166.12 (C-2); 103.88 (C3); 183.87 (C-4); 163.21 (C-5); 100.17 (C-6); 166.37 (C-7); 95.03 (C-8);