The Mitomycins and Porfiromycins

Deoxyribonucleic Acid Damage by Monofunctional Mitomycins and Its Repair in Escherichia coli

“…An appreciable amount of radioactivity was released into the acid-soluble fraction from 7-MMT-treated wild-type bacteria, but the presence of 10 ,ag of the antibiotic/ml caused little breakdown in the uvrB strain. DISCUSSION It has been suggested that the aziridine and carbamoyloxy residue of the mitomycin molecule form a covalent cross-link between nucleotides in complementary strands of DNA (24). Derivatives of mitomycin, 7-MMT and DCMTC, have a chemical structure lacking the aziridine moiety or carbamoyloxy side chain, and are thus not expected to cause a cross-linking of complementary strands of DNA.…”

“…Although MTC forms cross-links between complementary strands of DNA, the majority of mitomycin residues attach to DNA by a monofunctional alkylation in which one antibiotic molecule is attached to a single base (27), and nothing is known about the action of mitomycin residues attached monofunctionally to one strand of DNA. For the purpose of understanding the repair mechanism of crosslinked DNA on the one hand, and of understanding the action of mitomycin residues attached to DNA by a monofunctional alkylation on the other, 7-methoxymitosene 1,2,11) and decarbamoyl mitomycin C (DCMTC; 12), which have been assumed to act as a monofunctional alkylating agent (24), were used in this study. We present evidence that they produce DNA damage which results in the production of DNA strand breaks.…”

A chiral recognition model for the chromatographic resolution of N-acylated 1-aryl-1-aminoalkanes

“…CF3C02H (0.5 mL) was added to 36 (0.25 g) in MeOH (9.5 mL) at 0 °C under nitrogen. After 1 h, evaporation and chromatography (petroleum ether-CH2Cl2 gradient 4:1-0:1) gave 37 (0.10 g, 54%) as a colorless oil: IR 1790 cm"1 23; NMR (250 MHz) 5 1.34 (d, 3 H, J = 6.0 Hz), 1.74 (ddd, 1 H, J = 13.7, 8.2, 2.3 Hz), 2.55 (overlapping ddd as 5 lines, 1 H), 2.85 (AB q, 2 H, J = 16.4 Hz), 3.34 (s, 3 H), 4.32 (m, 1 H), 4.76 (dd, 1 H, J = 7.0, 2.3 Hz); mass spectrum, m/e 172 (M+0 157, 141, 101 (base). Anal.…”

Unimpaired function of human phagocytes in the presence of phagocytosis-resistant group A streptococci

“…To follow the phagocytosis of the susceptible strain in the presence of the resistant cocci without interference due to proliferation of the latter, a live preparation of the susceptible strain and a nonproliferating preparation of the resistant strain were used in the test system. To minimize the alteration of the bacterial surface structures, the resistant strain was rendered nonproliferative by treatment with Mit-C, a DNA-intercalating agent (16).…”