Separation of nordihydrocapsiate from capsiate and major capsaicinoid analogues using ultra high performance liquid chromatography

Biradar, Kishan; Singh, Jashbir; Pillai, Syamkumar Sivasankara; Crosby, Kevin; Patil, Bhimanagouda S.

doi:10.1016/j.foodchem.2022.132585

Cited by 8 publications

(7 citation statements)

References 29 publications

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“…244 Major capsinoids like capsiate and nordihydrocapsiate can be effectively separated from capsaicinoids using a phenyl-hexyl stationary phase in a UHPLC column in a span of five minutes. 245 Quantification of carotenoids and capsaicinoids in 136 Capsicum cultivars was performed using UHPLC-HR-MS coupled with atmospheric pressure chemical ionization that proposed a detection limit of 0.21−51 mg kg −1 . 246 A UHPLC-PDA column can separate capsaicinoids and capsinoids using acidified water and acetonitrile as solvents within the temperature range of 35−70 °C.…”

Section: Detection and Separation Methods Formentioning

confidence: 99%

“…Phenolic and capsaicinoid profiling of 126 Capsicum cultivars through UHPLC-high resolution (HR)-MS Orbitrap allowed 82–100% classification rates based on the region of production . Major capsinoids like capsiate and nordihydrocapsiate can be effectively separated from capsaicinoids using a phenyl-hexyl stationary phase in a UHPLC column in a span of five minutes . Quantification of carotenoids and capsaicinoids in 136 Capsicum cultivars was performed using UHPLC-HR-MS coupled with atmospheric pressure chemical ionization that proposed a detection limit of 0.21–51 mg kg –1 .…”

Section: Detection and Separation Methods For Capsicum Secondary Meta...mentioning

confidence: 99%

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Genetic Regulation, Environmental Cues, and Extraction Methods for Higher Yield of Secondary Metabolites in Capsicum

Islam

Rawoof

Kumar

et al. 2023

J. Agric. Food Chem.

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Capsicum (chili pepper) is a widely popular and highly consumed fruit crop with beneficial secondary metabolites such as capsaicinoids, carotenoids, flavonoids, and polyphenols, among others. Interestingly, the secondary metabolite profile is a dynamic function of biosynthetic enzymes, regulatory transcription factors, developmental stage, abiotic and biotic environment, and extraction methods. We propose active manipulable genetic, environmental, and extraction controls for the modulation of quality and quantity of desired secondary metabolites in Capsicum species. Specific biosynthetic genes such as Pun (AT3) and AMT in the capsaicinoids pathway and PSY, LCY, and CCS in the carotenoid pathway can be genetically engineered for enhanced production of capsaicinoids and carotenoids, respectively. Generally, secondary metabolites increase with the ripening of the fruit; however, transcriptional regulators such as MYB, bHLH, and ERF control the extent of accumulation in specific tissues. The precise tuning of biotic and abiotic factors such as light, temperature, and chemical elicitors can maximize the accumulation and retention of secondary metabolites in pre-and postharvest settings. Finally, optimized extraction methods such as ultrasonication and supercritical fluid method can lead to a higher yield of secondary metabolites. Together, the integrated understanding of the genetic regulation of biosynthesis, elicitation treatments, and optimization of extraction methods can maximize the industrial production of secondary metabolites in Capsicum.

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Section: Detection and Separation Methods Formentioning

confidence: 99%

Section: Detection and Separation Methods For Capsicum Secondary Meta...mentioning

confidence: 99%

Genetic Regulation, Environmental Cues, and Extraction Methods for Higher Yield of Secondary Metabolites in Capsicum

Islam

Rawoof

Kumar

et al. 2023

J. Agric. Food Chem.

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“…The column was held at 55 °C to separate 2 , 3 , and 4 . A binary mobile phase of 0.2% HCO 2 H in H 2 O and MeOH enabled all three capsinoids to be eluted within 5 min of runtime . It was found that 2 was the most abundant capsinoid in tabasco peppers (838.4 ± 45 μg/g pepper), followed by 3 (372.8 ± 21 μg/g pepper), while 4 was the rarest capsinoid (122.8 ± 7 μg/g pepper).…”

Section: Isolation Of Region B Capsaicin Analogs From Natural Sourcesmentioning

confidence: 99%

“…Traditional reversed-phase HPLC methods usually result in the coelution of 3 and 4 . To overcome this technical challenge, ultrahigh performance liquid chromatography (UHP-HPLC) using a phenyl-hexyl column was used to purify 2 , 3 , and 4 from tabasco peppers . The phenyl-hexyl column is a mixed mode stationary phase in which the phenyl groups provide π–π interactions for compound association and the hexyl group offers additional hydrophobic interactions.…”

Section: Isolation Of Region B Capsaicin Analogs From Natural Sourcesmentioning

confidence: 99%

“…A binary mobile phase of 0.2% HCO 2 H in H 2 O and MeOH enabled all three capsinoids to be eluted within 5 min of runtime. 50 It was found that 2 was the most abundant capsinoid in tabasco peppers (838.4 ± 45 μg/g Conventional extraction methods for capsinoids suffer from several drawbacks which include low product yields and high solvent consumption. In addition, these extraction techniques are complicated and time-consuming and the low extraction yields lead to waste material which is a health hazard to personnel and deleterious to the environment.…”

Section: Isolation Of Region B Capsaicin Analogsmentioning

confidence: 99%

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Anticancer Activity of Region B Capsaicin Analogs

et al. 2023

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The heterocyclic vanilloid compound capsaicin is responsible for the spicy and pungent flavor of chili peppers. Several convergent studies have shown that capsaicin suppresses the growth of multiple human cancers. Apart from capsaicin, natural and synthetic capsaicin-like compounds display growth suppressive activity in human cancers. The pharmacophore of capsaicin is comprised of three regions, namely region A (the aromatic ring), region B (the amide bond), and region C (the side chain). The present manuscript describes the isolation and synthesis of capsaicin analogs which have structural modifications in region B of the molecule. Furthermore, the pharmacokinetic properties, anticancer activity of region B capsaicin analogs, as well as the signaling pathways (underlying the growth-inhibitory effects of region B capsaicin analogs) have also been described. The discovery of novel, second-generation region B capsaicin analogs may foster the hope of innovative nutrition-based combination therapies in human cancers.

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