Furan fatty acids – Beneficial or harmful to health?

Xu, Long; Sinclair, Andrew J.; Faiza, Muniba; Li, Daoming; Han, Xianlin; Yin, Huiyong; Wang, Yonghua

doi:10.1016/j.plipres.2017.10.002

Cited by 70 publications

(61 citation statements)

References 133 publications

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“…However, neither of these studies reported the content of furan fatty acids in the fish oil and, as levels of 0.2% of total fatty acids have been found in fish oil (Xu et al . ), this might explain the raised CMPF levels. Several other studies involving whole diets have shown increased plasma levels of CMPF following increased consumption of oil‐rich fish (as components of the whole diets).…”

Section: Origins Of Cmpfmentioning

confidence: 89%

“…Furan fatty acids have also been demonstrated to have the ability of protecting linoleic acid and other polyunsaturated fatty acids from oxidation (Xu et al . ).…”

Section: Origins Of Cmpfmentioning

confidence: 97%

“…The reported association between plasma CMPF and renal impairment led to CMPF being described as a uraemic toxin (Niwa ; Xu et al . ).…”

Section: Cmpf and Relationships With Healthmentioning

confidence: 97%

“…Studies indicate that CMPF is a metabolite of furan fatty acids, following the isolation of CMPF and other metabolites in urine (Xu et al . ), and/or of long‐chain omega‐3 fatty acids (Prentice et al . ).…”

Section: Origins Of Cmpfmentioning

confidence: 99%

“…Xu et al . ), and that CMPF administration to high fat‐fed mice improved metabolic outcomes, suggesting that CMPF might contribute to the health benefits of marine long‐chain omega‐3 fatty acids. This short report describes past research on CMPF, which reveals that much is still to be known about this compound, specifically whether it is a metabolite of long‐chain omega‐3 fatty acids and/or furan fatty acids and its role in health.…”

Section: Introductionmentioning

confidence: 99%

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3‐carboxy‐4‐methyl‐5‐propyl‐2‐furanpropanoic acid (CMPF): A metabolite identified after consumption of fish oil and fish

Sinclair

Wang

2018

Nutrition Bulletin

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3‐carboxy‐4‐methyl‐5‐propyl‐2‐furanpropanoic acid (CMPF) is a known metabolite of furan fatty acids and was first referred to as a urofuran fatty acid, as it was found in urine of humans and other species after consumption of furan fatty acids or foods containing furan fatty acids. More recently, CMPF has been identified as a highly prominent metabolite following the consumption of fish oil, fish oil fractions and diets rich in fish, and can be regarded as biomarker of oil‐rich fish or fish oil intakes. As furan fatty acids are known to occur in fish and fish oil (at a low level), it is possible that the CMPF in plasma arises from these furan fatty acids. On a structural basis, this is a likely explanation rather than the CMPF being an actual metabolite of long‐chain marine omega‐3 fatty acids. Recent studies in high fat‐fed mice given purified CMPF suggest that CMPF might contribute to the improved metabolic effects observed following consumption of long‐chain marine omega‐3 fatty acids but much is still to be known about the relationships between CMPF and health.

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Section: Origins Of Cmpfmentioning

confidence: 89%

“…Furan fatty acids have also been demonstrated to have the ability of protecting linoleic acid and other polyunsaturated fatty acids from oxidation (Xu et al . ).…”

Section: Origins Of Cmpfmentioning

confidence: 97%

“…The reported association between plasma CMPF and renal impairment led to CMPF being described as a uraemic toxin (Niwa ; Xu et al . ).…”

Section: Cmpf and Relationships With Healthmentioning

confidence: 97%

Section: Origins Of Cmpfmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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3‐carboxy‐4‐methyl‐5‐propyl‐2‐furanpropanoic acid (CMPF): A metabolite identified after consumption of fish oil and fish

Sinclair

Wang

2018

Nutrition Bulletin

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Plasma lipid metabolites associate with diabetic polyneuropathy in a cohort with type 2 diabetes

Rumora

Guo

Alakwaa

et al. 2021

Ann Clin Transl Neurol

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Objective: The global rise in type 2 diabetes is associated with a concomitant increase in diabetic complications. Diabetic polyneuropathy is the most frequent type 2 diabetes complication and is associated with poor outcomes. The metabolic syndrome has emerged as a major risk factor for diabetic polyneuropathy; however, the metabolites associated with the metabolic syndrome that correlate with diabetic polyneuropathy are unknown. Methods: We conducted a global metabolomics analysis on plasma samples from a subcohort of participants from the Danish arm of Anglo-Danish-Dutch study of Intensive Treatment of Diabetes in Primary Care (ADDITION-Denmark) with and without diabetic polyneuropathy versus lean control participants. Results: Compared to lean controls, type 2 diabetes participants had significantly higher HbA1c (p = 0.0028), BMI (p = 0.0004), and waist circumference (p = 0.0001), but lower total cholesterol (p = 0.0001). Out of 991 total metabolites, we identified 15 plasma metabolites that differed in type 2 diabetes participants by diabetic polyneuropathy status, including metabolites belonging to energy, lipid, and xenobiotic pathways, among others. Additionally, these metabolites correlated with alterations in plasma lipid metabolites in type 2 diabetes participants based on neuropathy status. Further evaluating all plasma lipid metabolites identified a shift in abundance, chain length, and saturation of free fatty acids in type 2 diabetes participants. Importantly, the presence of diabetic polyneuropathy impacted the abundance of plasma complex lipids, including acylcarnitines and sphingolipids. Interpretation: Our explorative study suggests that diabetic polyneuropathy in type 2 diabetes is associated with novel alterations in plasma metabolites related to lipid metabolism.

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Unified Approach to Furan Natural Products via Phosphine‐Palladium Catalysis

Chen

Kwon

2021

Angewandte Chemie

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Polyalkyl furans are widespread in nature,o ften performing important biological roles.D espite ap lethora of methods for the synthesis of tetrasubstituted furans,t he construction of tetraalkylf urans remains non-trivial. The prevalence of alkylgroups in bioactive furan natural products, combined with the desirable bioactivities of tetraalkylf urans, calls for ageneral synthetic protocol for polyalkylfurans.This paper describes aM ichael-Heck approach, using sequential phosphine-palladium catalysis,f or the preparation of various polyalkylf urans from readily available precursors.T he versatility of this method is illustrated by the total syntheses of nine distinct polyalkylated furan natural products belonging to different classes,n amely the furanoterpenes rosefuran, sesquirosefuran, and mikanifuran;the marine natural products plakorsins A, B, and Dand plakorsin Dmethyl ester;and the furan fatty acids 3D5 and hydromumiamicin.

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Furan fatty acids – Beneficial or harmful to health?

Cited by 70 publications

References 133 publications

3‐carboxy‐4‐methyl‐5‐propyl‐2‐furanpropanoic acid (CMPF): A metabolite identified after consumption of fish oil and fish

3‐carboxy‐4‐methyl‐5‐propyl‐2‐furanpropanoic acid (CMPF): A metabolite identified after consumption of fish oil and fish

Plasma lipid metabolites associate with diabetic polyneuropathy in a cohort with type 2 diabetes

Unified Approach to Furan Natural Products via Phosphine‐Palladium Catalysis

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