A comprehensive review on biological properties of citrinin

Filho, José Williams Gomes de Oliveira; Islam, Muhammad Torequl; Ali, Eunüs S.; Uddin, Shaikh Jamal; Santos, José Victor de Oliveira; Alencar, Marcus Viní­cius Oliveira Barros de; Júnior, Antônio Luíz Gomes; Paz, Márcia Fernanda Correia Jardim; Brito, Maria dos Remédios Mendes de; Sousa, João Marcelo de Castro e; Shaw, Subrata; Medeiros, Maria das Graças Freire de; Dantas, Sandra Maria Mendes de Moura; Rolim, Hercí­lia Maria Lins; Ferreira, Paulo Michel Pinheiro; Kamal, Mohammad Amjad; Pieczynska, Magdalena D.; Das, Niranjan; Gupta, Vijai Kumar; Mocan, Andrei; Andrade, Teresinha de Jesus Aguiar dos Santos; Singh, Brahma N.; Mishra, Siddhartha; Atanasov, Atanas G.; Melo‐Cavalcante, Ana Amélia de Carvalho

doi:10.1016/j.fct.2017.10.002

Cited by 86 publications

(48 citation statements)

References 91 publications

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“…However, the application of Monascus and other related products are restricted due to their excessive content of citrinin, a mycotoxin that is harmful to humans and animals. This substance is also named nephrotoxin because of its action on the kidneys and causes tumours, deformities and mutations [8][9][10]. In China, citrinin is found in rice, corn, red yeast, and related products [11][12][13].…”

Section: Introductionmentioning

confidence: 99%

The ctnFgene is involved in citrinin and pigment synthesis inMonascus aurantiacus

Wang

Jiao

et al. 2020

J Basic Microbiol

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The application of Monascus is restricted by citrinin. So, it is important to explore the synthetic pathway of citrinin to completely inhibit the production of citrinin. In our previous study, we found that the protein encoded by the ctnF gene has a significant similarity to fructose‐2,6‐bisphosphatase (F26BPase). It is generally known that the bifunctional enzyme F26BPase regulates the glycolytic flux. So, we speculated that the CtnF protein strengthens carbon flux towards acetyl‐CoA and malonyl‐CoA which are precursor compounds in citrinin and pigment synthesis. In this study, the ctnF gene‐targeting vector pctnF‐HPH was constructed and transformed into Monascus aurantiacus. A ctnF‐deficient strain was selected by four sets of primers and polymerase chain reaction amplification. Compared with the wild‐type strain, citrinin content in the deficient strain was reduced by 34%, and the pigment production was decreased by 72%. These results indicate that the ctnF gene is involved in the common synthesis of citrinin and pigment, which is consistent with previous speculations.

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Section: Introductionmentioning

confidence: 99%

The ctnFgene is involved in citrinin and pigment synthesis inMonascus aurantiacus

Wang

Jiao

et al. 2020

J Basic Microbiol

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“…However, citrinin H1, as a dimeric product formed upon heating at 140 °C in the presence of water, contributed to an increase in cytotoxicity [5]. Despite its toxic properties, there is increasing evidence that supports the existence of other biological activities including anticancer, antibacterial, antifungal, and neuro-protective effects in vitro [6]. During our search for bioactive metabolites from marine-derived microorganisms, a P. citrinum strain NLG-S01-P1—isolated from a seawater sample at a depth of 4650 m (20°09′07.6067″ N, 160°15′07.6355″ E) in the West Pacific Ocean in 2017—attracted our attention.…”

Section: Introductionmentioning

confidence: 99%

Citrinin Monomer and Dimer Derivatives with Antibacterial and Cytotoxic Activities Isolated from the Deep Sea-Derived Fungus Penicillium citrinum NLG-S01-P1

et al. 2019

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Two previously unreported citrinin dimer derivatives, penicitol D (1) and 1-epi-citrinin H1 (2), were isolated from the culture of a deep sea-derived fungus Penicillium citrinum NLG-S01-P1, together with 11 biogenetic related compounds (3–13). A plausible biogenetic pathway for compounds 2–4 was proposed. Their structures, including absolute configurations, were established through analysis of extensive spectroscopic data and time-dependent density functional theory (TD-DFT) ECD calculations. Compounds 1 and 2 showed antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA). Compounds 5 and 10 displayed relatively stronger activities than the other compounds against Vibrio vulnificus and Vibrio campbellii. Compound 1 showed the most potent cytotoxic activity towards the HeLa cell.

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“…It occurs as a contaminant in cereals, spices, fruits, as well as in Asian foods and beverages (e.g., cheese, sake, and miso). Furthermore, CIT appears in red mold rice used as a red pigment in the Asian food industry [2,3]. Dry heating of CIT at 175 °C results in the formation of its nontoxic degradation products, and in moist conditions, the toxicity of CIT decreases with the increase of heat [4].…”

Section: Introductionmentioning

confidence: 99%

Interaction of Dihydrocitrinone with Native and Chemically Modified Cyclodextrins

et al. 2019

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Citrinin (CIT) is a nephrotoxic mycotoxin produced by Aspergillus, Penicillium, and Monascus genera. It appears as a contaminant in grains, fruits, and spices. After oral exposure to CIT, its major urinary metabolite, dihydrocitrinone (DHC) is formed, which can be detected in human urine and blood samples. Cyclodextrins (CDs) are ring-shaped molecules built up from glucose units. CDs can form host-guest type complexes with several compounds, including mycotoxins. In this study, the complex formation of DHC with native and chemically modified beta- and gamma-cyclodextrins was tested at a wide pH range, employing steady-state fluorescence spectroscopic and modeling studies. The weakly acidic environment favors the formation of DHC-CD complexes. Among the CDs tested, the quaternary-ammonium-γ-cyclodextrin (QAGCD) formed the most stable complexes with DHC. However, the quaternary-ammonium-β-cyclodextrin (QABCD) induced the strongest enhancement in the fluorescence signal of DHC. Our results show that some of the chemically modified CDs are able to form stable complexes with DHC (logK = 3.2–3.4) and the complex formation can produce even a 20-fold increase in the fluorescence signal of DHC. Considering the above-listed observations, CD technology may be a promising tool to increase the sensitivity of the fluorescence detection of DHC.

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A comprehensive review on biological properties of citrinin

Cited by 86 publications

References 91 publications

The ctnFgene is involved in citrinin and pigment synthesis inMonascus aurantiacus

The ctnFgene is involved in citrinin and pigment synthesis inMonascus aurantiacus

Citrinin Monomer and Dimer Derivatives with Antibacterial and Cytotoxic Activities Isolated from the Deep Sea-Derived Fungus Penicillium citrinum NLG-S01-P1

Interaction of Dihydrocitrinone with Native and Chemically Modified Cyclodextrins

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