6H-Benzo(d)naphtho(1,2-b)pyran-6-one, 4-(6-deoxy-alpha-galactofuranosy l)-1-hydroxy-10,12-dimethoxy-8-methyl-

Gilvocarcin M is an antibiotic originally isolated from S. gilvotanareus. It is active against S. aureus when used at a concentration of 32 μg/ml. Gilvocarcin M inhibits growth of KB cells (IC₅₀ = 0.52 μg/ml) but has no effect on survival in a P388 mouse model of leukemia when used at doses ranging from 25 to 400 mg/kg. Gilvocarcin M intercalates into bacteriophage PM2 DNA. It is toxic to rats with an intravenous LD₅₀ value of 450 mg/kg.

Gilvocarcin M is the minor analogue of Gilvocarcin V with anti-bact, -fungal, -viral and -tumor activity.

Gilvocarcin M is the minor analogue of a complex of C-glycoside antitumor actives isolated from a Streptomyces sp.. Gilvocarcin M contains a methyl group in the 8-position, and is less active than the vinyl analogue (gilvocarcin V), which is thought to act as an inhibitor of human topoisomerase II. Gilvocarcin M displays potent antibacterial, antifungal, antiviral and antitumor activity. Recent research suggests that the gilvocarcins act as photoactivated cross-linkers of DNA to histones.

Gilvocarcin M is the minor analogue of a complex of C-glycoside antitumour actives isolated from a Streptomyces sp.. Gilvocarcin M contains a methyl group in the 8-position, and is less active than the vinyl analogue (gilvocarcin V), which is thought to act as an inhibitor of human topoisomerase II. Gilvocarcin M displays potent antibacterial, antifungal, antiviral and antitumour activity. Recent research suggests that the gilvocarcins act as photoactivated crosslinkers of DNA to histones.

[1] H NAKANO. Gilvocarcins, new antitumor antibiotics. 1. Taxonomy, fermentation, isolation and biological activities.[J]. Journal of Antibiotics, 1981, 34 3: 266-270. DOI: 10.7164/antibiotics.34.266
[2] D M BALITZ. Antitumor agents from Streptomyces anandii: gilvocarcins V, M and E.[J]. Journal of Antibiotics, 1981, 34 12: 1544-1555. DOI: 10.7164/antibiotics.34.1544
[3] M MORIMOTO. Gilvocarcins, new antitumor antibiotics. 3. Antitumor activity.[J]. Journal of Antibiotics, 1981, 34 6: 701-707. DOI: 10.7164/antibiotics.34.701
[4] F TOMITA  T T  K Takahashi. Gilvocarcins, new antitumor antibiotics. 4. Mode of action.[J]. Journal of Antibiotics, 1982, 35 8: 1038-1041. DOI: 10.7164/antibiotics.35.1038