CHRYSOMYCIN B Chemical Properties

Boiling point:

784.0±60.0 °C(Predicted)

Density 

1.410

storage temp. 

2-8°C

solubility 

DMF: soluble

form 

solid

pka

8.59±0.20(Predicted)

color 

Yellow to greenish

Safety Information

WGK Germany 

3

CHRYSOMYCIN B Usage And Synthesis

Description

Chrysomycin B is an antibiotic isolated from a strain of Streptomyces. It differs from its analog chrysomycin A by having a methyl, rather than vinyl, group in the 8-position of the chromophore. Like its analog, chrysomycin B suppresses the growth of transplantable tumors in mice, an effect that may be related to its ability to bind DNA. It also causes DNA damage in the human lung adenocarcinoma A549 cell line and inhibits topoisomerase II. Chrysomycin B is structurally very similar to gilvocarcin V, which promotes DNA cross-linking with histone 3 and GRP78 when photoactivated by near-UV light.

Uses

Chrysomycin B is a minor analogue in a complex of C-glycoside antitumour actives isolated from Streptomyces. Chrysomycin B, containing a methyl group in the 8-position, is less active than its vinyl analogue (Chrysomycin A), albeit still a potent antitumour active and an inhibitor of the catalytic activity of human topoisomerase II. More recent research on related metabolites, the gilvocarcins, suggests that chrysomycins may act as photoactivated crosslinkers of DNA to histones.

Uses

Chrysomycin B is a minor analogue in a complex of C-glycoside antitumor actives isolated from Streptomyces. Chrysomycin B, containing a methyl group in the 8-position, is less active than its vinyl analogue (Chrysomycin A), albeit still a potent antitumor active and an inhibitor of the catalytic activity of human topoisomerase II. More recent research on related metabolites, the gilvocarcins, suggests that chrysomycins may act as photoactivated cross-linkers of DNA to histones.

Uses

Chrysomycin B is an inhibitor of the catalytic activity of human topoisomerase II.

storage

+4°C

References

[1] F STRELITZ  I N A  H FLON. Chrysomycin: a new antibiotic substance for bacterial viruses.[J]. Journal of Bacteriology, 1955, 69 3: 280-283. DOI: 10.1128/jb.69.3.280-283.1955
[2] U WEISS. The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A.[J]. Journal of Antibiotics, 1982, 35 9: 1194-1201. DOI: 10.7164/antibiotics.35.1194
[3] J A MATSON. Antitumor activity of chrysomycins M and V.[J]. Journal of Antibiotics, 1989, 42 9: 1446-1448. DOI: 10.7164/antibiotics.42.1446
[4] NEAL S. BURRES. A Colorimetric Microassay for the Detection of Agents that Interact with DNA[J]. Journal of Natural Products , 1992, 55 11: 1582-1587. DOI: 10.1021/np50089a004
[5] AURELIO LORICO  Byron H L. Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II[J]. European Journal of Cancer, 1993, 29 14: Pages 1985-1991. DOI: 10.1016/0959-8049(93)90459-s
[6] A MATSUMOTO  P C H. Histone H3 and heat shock protein GRP78 are selectively cross-linked to DNA by photoactivated gilvocarcin V in human fibroblasts.[J]. Cancer research, 2000, 60 14: 3921-3926.

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