Capomycin

Last updated
Capomycin
Capoamycin.svg
Names
IUPAC name
[6-(4a,8,12b-trihydroxy-3-methyl-1,7,12-trioxo-4H-benzo[a]anthracen-9-yl)-4-hydroxy-2-methyloxan-3-yl] (2E,4E)-deca-2,4-dienoate
Other names
  • Capoamycin
  • Antibiotic AC 54
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
RTECS number
  • HD3510800
  • InChI=1S/C35H38O10/c1-4-5-6-7-8-9-10-11-27(38)45-33-20(3)44-25(17-24(33)36)21-12-13-22-28(30(21)39)31(40)23-14-15-34(42)18-19(2)16-26(37)35(34,43)29(23)32(22)41/h8-16,20,24-25,33,36,39,42-43H,4-7,17-18H2,1-3H3/b9-8+,11-10+
    Key: MCNOFFKXBMHLAD-BNFZFUHLSA-N
  • CCCCC/C=C/C=C/C(=O)OC1C(OC(CC1O)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC5(C4(C(=O)C=C(C5)C)O)O)O)C
Properties
C35H38O10
Molar mass 618.679 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Capomycin is an antitumor antibiotic with the molecular formula C35H38O10 which is produced by the bacterium Streptomyces capoamus . [1] [2]

Related Research Articles

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Streptomyces capoamus is a bacterium species from the genus of Streptomyces which has been isolated from soil from Iceland. Streptomyces capoamus produces capomycin, ciclamycin O, ciclamycin 4, anthracycline, ciclacidin A, ciclacidin B and ciclamicin.

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C-1027 or Lidamycin is an antitumor antibiotic consisting of a complex of an enediyne chromophore and an apoprotein. It shows antibiotic activity against most Gram-positive bacteria. It is one of the most potent cytotoxic molecules known, due to its induction of a higher ratio of DNA double-strand breaks than single-strand breaks.

<span class="mw-page-title-main">Tetracenomycin C</span> Chemical compound

Tetracenomycin C is an antitumor anthracycline-like antibiotic produced by Streptomyces glaucescens GLA.0. The pale-yellow antibiotic is active against some gram-positive bacteria, especially against streptomycetes. Gram-negative bacteria and fungi are not inhibited. In considering the differences of biological activity and the functional groups of the molecule, tetracenomycin C is not a member of the tetracycline or anthracyclinone group of antibiotics. Tetracenomycin C is notable for its broad activity against actinomycetes. As in other anthracycline antibiotics, the framework is synthesized by a polyketide synthase and subsequently modified by other enzymes.

References

  1. Hayakawa, Yoichi; Iwakiri, Takafumi; Imamura, Kanji; Seto, Haruo; Otake, Noboru (1985). "Studies on the isotetracenone antibiotics. I. Capoamycin, a new antitumor antibiotic". The Journal of Antibiotics. 38 (7): 957–959. doi: 10.7164/antibiotics.38.957 .
  2. Martins, Cristiane Soares; Souto-Maior, Ana Maria (June 2003). "Anthracycline production by Streptomyces capoamus in batch fermentation". Brazilian Archives of Biology and Technology. 46: 483–488. doi: 10.1590/S1516-89132003000300021 . ISSN   1516-8913.