Verrucarin A

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Structural formula
Structural formula of verrucarin A
General
Surname Verrucarin A
other names

Muconomycin A

Molecular formula C 27 H 34 O 9
Brief description

colorless powder

External identifiers / databases
CAS number 3148-09-2
EC number 636-535-7
ECHA InfoCard 100.164.324
PubChem 6326658
Wikidata Q1586727
properties
Molar mass 502.55 g mol −1
Physical state

firmly

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 300-310-330
P: 260-264-280-284-302 + 350-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Verrucarin A is a mycotoxin (mold toxin) from the group of macrocyclic trichothecenes . It arises as a metabolic product of the fungus Myrothecium roridum .

Extraction and presentation

Verrucarin A can be obtained from anguidine , propargyl alcohol and furfural .

use

Verrucarin A and also Verrucarin J are being investigated not only for the growth inhibition of the androgen-dependent prostate cancer cells LNCaP, but also for the growth inhibition of the androgen-independent prostate cancer cells DU-145.

Related links

There are several variants of the toxin from A to J.

Individual evidence

  1. a b c data sheet Verrucarin A from Myrothecium sp. at Sigma-Aldrich , accessed on April 25, 2011 ( PDF ).
  2. W. Clark Still, Hiroshi Ohmizu: Synthesis of verrucarin A. In: J. Org. Chem., 1981, 46 (25), pp 5242-5244 doi : 10.1021 / jo00338a046 .
  3. Compounds from Myrothecium Sp. To inhibit cancer cell growth (patent DE) (PDF; 237 kB).