Citreoviridin

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Citreoviridin
Citreoviridin.png
Identifiers
  • 6-[(1E,3E,5E,7E)-8-[(2S,3R,4R,5R)-3,4-dihydroxy-2,4,5-trimethyloxolan-2-yl]-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one [1]
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard 100.164.506 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C23H30O6
Molar mass 402.487 g·mol−1
3D model (JSmol)
  • C[C@@H]1[C@]([C@H]([C@](O1)(C)/C=C(\C)/C=C/C=C/C=C/C2=C(C(=CC(=O)O2)OC)C)O)(C)O
  • InChI=1S/C23H30O6/c1-15(14-22(4)21(25)23(5,26)17(3)29-22)11-9-7-8-10-12-18-16(2)19(27-6)13-20(24)28-18/h7-14,17,21,25-26H,1-6H3/b8-7+,11-9+,12-10+,15-14+/t17-,21+,22+,23+/m1/s1 Yes check.svgY[ pubchem ]
  • Key:JLSVDPQAIKFBTO-OMCRQDLASA-N Yes check.svgY[ pubchem ]
 X mark.svgNYes check.svgY  (what is this?)

Citreoviridin is a mycotoxin which is produced by Penicillium and Aspergillus species. [2] [3] [4] If rice, corn, cereals or meat products are contaminated with Penicillin citreoviridin, citreoviridin can be produced if the food is stored in a damp place. [4] Consuming food which is contaminated with citreoviridin can cause the disease cardiac beri beri. [5] [6] Furthermore it damages liver and kidneys. [5]

Related Research Articles

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A mold or mould is one of the structures that certain fungi can form. The dust-like, colored appearance of molds is due to the formation of spores containing fungal secondary metabolites. The spores are the dispersal units of the fungi. Not all fungi form molds. Some fungi form mushrooms; others grow as single cells and are called microfungi.

<i>Penicillium</i> Genus of fungi

Penicillium is a genus of ascomycetous fungi that is part of the mycobiome of many species and is of major importance in the natural environment, in food spoilage, and in food and drug production.

<span class="mw-page-title-main">Aflatoxin</span> Group of poisons produced by moulds

Aflatoxins are various poisonous carcinogens and mutagens that are produced by certain molds, particularly Aspergillus species. The fungi grow in soil, decaying vegetation and various staple foodstuffs and commodities such as hay, sweetcorn, wheat, millet, sorghum, cassava, rice, chili peppers, cottonseed, peanuts, tree nuts, sesame seeds, sunflower seeds, and various spices. In short, the relevant fungi grow on almost any crop or food. When such contaminated food is processed or consumed, the aflatoxins enter the general food supply. They have been found in both pet and human foods, as well as in feedstocks for agricultural animals. Animals fed contaminated food can pass aflatoxin transformation products into eggs, milk products, and meat. For example, contaminated poultry feed is the suspected source of aflatoxin-contaminated chicken meat and eggs in Pakistan.

<span class="mw-page-title-main">Foodborne illness</span> Illness from eating spoiled food

Foodborne illness is any illness resulting from the contamination of food by pathogenic bacteria, viruses, or parasites, as well as prions, and toxins such as aflatoxins in peanuts, poisonous mushrooms, and various species of beans that have not been boiled for at least 10 minutes.

A mycotoxin is a toxic secondary metabolite produced by fungi and is capable of causing disease and death in both humans and other animals. The term 'mycotoxin' is usually reserved for the toxic chemical products produced by fungi that readily colonize crops.

<i>Penicillium roqueforti</i> Species of fungus

Penicillium roqueforti is a common saprotrophic fungus in the genus Penicillium. Widespread in nature, it can be isolated from soil, decaying organic matter, and plants.

Mycotoxicology is the branch of mycology that focuses on analyzing and studying the toxins produced by fungi, known as mycotoxins. In the food industry it is important to adopt measures that keep mycotoxin levels as low as practicable, especially those that are heat-stable. These chemical compounds are the result of secondary metabolism initiated in response to specific developmental or environmental signals. This includes biological stress from the environment, such as lower nutrients or competition for those available. Under this secondary path the fungus produces a wide array of compounds in order to gain some level of advantage, such as incrementing the efficiency of metabolic processes to gain more energy from less food, or attacking other microorganisms and being able to use their remains as a food source.

<i>Penicillium expansum</i> Species of fungus

Penicillium expansum is a psychrophilic blue mold that is common throughout the world in soil. It causes Blue Mold of apples, one of the most prevalent and economically damaging post-harvest diseases of apples.

Microbial toxins are toxins produced by micro-organisms, including bacteria, fungi, protozoa, dinoflagellates, and viruses. Many microbial toxins promote infection and disease by directly damaging host tissues and by disabling the immune system. Endotoxins most commonly refer to the lipopolysaccharide (LPS) or lipooligosaccharide (LOS) that are in the outer plasma membrane of Gram-negative bacteria. The botulinum toxin, which is primarily produced by Clostridium botulinum and less frequently by other Clostridium species, is the most toxic substance known in the world. However, microbial toxins also have important uses in medical science and research. Currently, new methods of detecting bacterial toxins are being developed to better isolate and understand these toxin. Potential applications of toxin research include combating microbial virulence, the development of novel anticancer drugs and other medicines, and the use of toxins as tools in neurobiology and cellular biology.

Penicillium allahabadense is an anamorph species of the genus of Penicillium which produces rugulosin.

Yellowed rice refers to three kinds of rice grains contaminated with different strains of Penicillium fungi—Yellow rice, Citrinum yellow rice, and Islandia yellow rice. These rice grains were first identified in Japan in 1964, after the research was interrupted by World War II. The first of the yellowed rice strains has been linked to shoshin-kakke. Citrinum yellow rice and Islandia yellow rice are not known to have caused any adverse effects in human populations.

Penicillium marinum is a species in the genus Penicillium which produces patulin and roquefortine C.

Penicillium nordicum is an anamorph species of fungus in the genus Penicillium which produces ochratoxin A. Penicillium nordicum contaminates protein rich foods and foods with high NaCl-konzentration. It is mostly found on dry-cured meat products and cheese products

Penicillium oxalicum is an anamorph species of the genus Penicillium which was isolated from rhizosphere soil of pearl millet. Penicillium oxalicum produces secalonic acid D, chitinase, oxalic acid, oxaline and β-N-acetylglucosaminidase and occurs widespread in food and tropical commodities. This fungus could be used against soilborne diseases like downy mildew of tomatoes

Penicillium paneum is a species of fungus in the genus Penicillium which can spoil cereal grains. Penicillium paneum produces 1-Octen-3-ol and penipanoid A, penipanoid B, penipanoid C, patulin and roquefortine C

Penicillium persicinum is a species of fungus in the genus Penicillium which was isolated from soil from the Qinghai Province in China. Penicillium persicinum produces griseofulvin, lichexanthone, roquefortine C, roquefortine D, patulin and chrysogine

Penicillium polonicum is a species of fungus in the genus Penicillium which produces penicillic acid, verucosidin, patulin, anacine, 3-methoxyviridicatin and glycopeptides. Penicillium polonicum can spoil cereals, peanuts, onions, dried meats, citrus fruits

Penicillium verrucosum is a psychrophilic fungus which was discovered in Belgium and introduced by Dierckx in 1901. Six varieties of this species have been recognized based primarily on differences in colony colour: P. verrucosum var. album, P. verrucosum var. corymbiferum, P. verrucosum var. cyclopium, P. verrucosum var. ochraceum, P. verrucosum var. melanochlorum and P. verrucosum var. verrucosum. This fungus has important implications in food, specifically for grains and other cereal crops on which it grows. Its growth is carefully regulated in order to reduce food spoilage by this fungi and its toxic products. The genome of P. verrucosum has been sequenced and the gene clusters for the biosyntheses of its mycotoxins have been identified.

Penicillium commune is an indoor fungus belonging to the genus Penicillium. It is known as one of the most common fungi spoilage moulds on cheese. It also grows on and spoils other foods such as meat products and fat-containing products like nuts and margarine. Cyclopiazonic acid and regulovasine A and B are the most important mycotoxins produced by P. commune. The fungus is the only known species to be able to produce both penitrem A and roquefortine. Although this species does not produce penicillin, it has shown to have anti-pathogenic activity. There are no known plant, animal or human diseases caused by P. commune.

<i>Penicillium spinulosum</i> Species of fungus

Penicillium spinulosum is a non-branched, fast-growing fungus with a swelling at the terminal of the stipe (vesiculate) in the genus Penicillium. P. spinulosum is able to grow and reproduce in environment with low temperature and low water availability, and is known to be acidotolerant. P. spinulosum is ubiquitously distributed, and can often be isolated from soil. Each individual strain of P. spinulosum differs from others in their colony morphology, including colony texture, amount of sporulation and roughness of conidia and conidiophores.

References

  1. "Citreoviridin". PubChem.
  2. "Citreoviridin | CAS 25425-12-1". www.scbt.com (in German).
  3. Datta SC, Ghosh JJ (January 1981). "Effect of citreoviridin, a mycotoxin from Penicillium citreoviride, on kinetic constants of acetylcholinesterase and ATPase in synaptosomes and microsomes from rat brain". Toxicon. 19 (4): 555–62. doi:10.1016/0041-0101(81)90014-3. PMID   6460346.
  4. 1 2 Mücke W, Lemmen C (2004). Schimmelpilze: Vorkommen, Gesundheitsgefahren, Schutzmaßnahmen (in German). ecomed-Storck GmbH. p. 116. ISBN   978-3-609-68001-9.
  5. 1 2 "Citreoviridin". www.spektrum.de (in German).
  6. Magan N, Olsen M (30 July 2004). Mycotoxins in Food: Detection and Control. Woodhead Publishing. p. 423. ISBN   978-1-85573-733-4.

Further reading