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Xanthophyll

Xanthophylls are a subclass of , which are naturally occurring yellow pigments essential for in , , and , distinguished by their oxygenated that includes hydroxyl or epoxy groups attached to a C40 isoprenoid backbone. These pigments absorb light in the (400–550 nm) and serve dual roles as accessory light-harvesting molecules that transfer excitation energy to chlorophylls in I and II, enhancing , and as photoprotective agents that mitigate damage from excess light by quenching and facilitating (NPQ). Widely distributed across kingdoms, xanthophylls are found in green leaves, fruits, flowers, and even animal tissues like the , where they contribute to coloration and biological functions beyond . Chemically, xanthophylls are derived from the biosynthesis pathway via enzymatic oxygenation of carotenes, resulting in amphiphilic molecules with hydrophobic polyene chains and polar oxygen functionalities that allow integration into membranes and light-harvesting complexes (LHCs). Common examples include and , which predominate in higher plants and accumulate in the macular pigment of the eye; violaxanthin and antheraxanthin, key players in dynamic cycles; and others like in fruits such as oranges. Their structural polarity, quantified by hydrophobicity parameters, influences and protein interactions, optimizing while preventing photooxidative stress under high . In photosynthetic organisms, xanthophylls are integral to the , where they not only broaden the spectrum of usable light but also regulate electron transport and protect against photodamage during environmental stresses like or intense sunlight. A pivotal mechanism is the xanthophyll cycle, particularly the violaxanthin cycle in higher , which involves light-induced de-epoxidation of violaxanthin to antheraxanthin and by violaxanthin de-epoxidase (VDE) in acidic lumens, followed by epoxidation back to violaxanthin in low light via epoxidase (ZE). This reversible conversion enhances NPQ by promoting LHCII aggregation and thermal dissipation of excess energy, thereby reducing formation and , with directly quenching triplets. Similar cycles, such as the diadinoxanthin cycle in , underscore the evolutionary conservation of this photoprotective strategy across photosynthetic lineages. Beyond plants, xanthophylls function as potent antioxidants in animals, scavenging free radicals and modulating , with dietary intake from sources like and linked to reduced risks of chronic diseases including age-related and cardiovascular disorders. Their bioaccumulation in and use in feed highlights industrial applications, while ongoing research explores their supramolecular roles in conformation for advanced photosynthetic engineering.

Chemical Structure and Properties

Molecular Composition

Xanthophylls constitute a subclass of characterized by the presence of oxygen-containing functional groups, such as hydroxyl, , or carbonyl moieties, attached to the backbone. These oxygen atoms distinguish xanthophylls from carotenes, which are purely structures lacking such substitutions and thus exhibit lower . The general molecular formula for xanthophylls is typically C40H56O2 as a baseline, though variations occur depending on the number and type of oxygen groups, such as C40H56O4 for more highly oxygenated forms. At the structural level, xanthophylls feature a central polyene chain composed of 9 to 11 conjugated s, which imparts their characteristic light-absorbing properties, flanked by two β-ionone rings— structures with a and an endocyclic . The oxygen functional groups are commonly positioned on these β-ionone rings or along the polyene chain, for instance, as hydroxyl groups at the 3 and 3' positions of the rings, enhancing and biochemical interactions compared to the non-oxygenated carotenes. This configuration results in a linear, elongated approximately 2-3 nm in , with the enabling efficient energy transfer in biological systems.

Physical Characteristics

Xanthophylls are pigments that display to hues, resulting from their extensive conjugated systems, which absorb light primarily in the blue-violet region of the . Their color arises from selective absorption that complements the green chlorophylls in photosynthetic organisms, contributing to the overall pigmentation in leaves and fruits during seasonal changes. These compounds exhibit lipophilic characteristics, rendering them insoluble in but highly soluble in organic solvents such as , , alcohols, and . The presence of oxygen-containing functional groups, like hydroxyl or moieties, imparts a slight compared to non-oxygenated , facilitating solubility in moderately polar solvents while maintaining their overall hydrophobic nature. Xanthophylls demonstrate variable stability influenced by environmental factors, showing sensitivity to , which induces cis-trans and photochemical , particularly under UV irradiation. They are thermolabile, with accelerating oxidative breakdown, and exhibit pH-dependent behavior, remaining stable in alkaline conditions but decomposing in acidic environments to form colored complexes or lower-melting products. Oxidation, often initiated by exposure to oxygen, , or , yields fragmentation products such as apocarotenals, which are shorter-chain aldehydes contributing to off-flavors and color loss in processed materials. For analytical purposes, xanthophylls are commonly extracted using solvent-based methods, such as or ultrasonication with polar organic solvents like acetone or , often under inert atmospheres to prevent oxidation. with is frequently employed to hydrolyze esterified forms and separate them from chlorophylls, followed by partitioning into non-polar phases like . Spectroscopically, xanthophylls are characterized by UV-Vis absorption spectra featuring three distinct maxima in the 400-500 nm range, corresponding to the π-π* transitions in their polyene chains, with bathochromic shifts observed in more conjugated or polar solvent environments. For instance, typical absorption bands occur around 445-475 nm, enabling quantification via the in purified extracts. is generally weak due to rapid , though some xanthophylls emit green fluorescence under UV excitation when in dilute, non-aggregated states, aiding in chromatographic detection.

Biosynthesis and Metabolism

Biosynthesis Pathway

Xanthophylls are synthesized in primarily through the biosynthetic pathway, originating from isopentenyl pyrophosphate (IPP) and (DMAPP) produced via the methylerythritol 4-phosphate () pathway in plastids, which leads to the formation of (GGPP) as the immediate precursor. The process occurs predominantly in plastids, such as chloroplasts and chromoplasts, where enzymes are often organized into metabolons on membranes or plastoglobules to facilitate efficient sequential catalysis. The pathway begins with the condensation of two GGPP molecules by to form phytoene, the first committed precursor. Subsequent desaturation steps, catalyzed by phytoene desaturase (PDS) and ζ-carotene desaturase (ZDS), convert phytoene to through intermediates like phytofluene, ζ-carotene, and neurosporene. then undergoes cyclization by lycopene β-cyclase (β-LCY) to produce , a key precursor for β,β-xanthophylls. The transition to xanthophylls involves oxygenation, starting with the hydroxylation of β-carotene at the 3 and 3' positions by β-carotene hydroxylase (BCH, also known as HYD), yielding as a representative β,β-xanthophyll. For α-branch xanthophylls like , α-carotene (formed by sequential action of β-LCY and ε-LCY on ) is hydroxylated by a combination of enzymes (CYP97A3 and CYP97C1). These hydroxylases belong to non-heme di-iron families for β-rings and families for ε-rings, ensuring specific addition of hydroxyl groups. The expression of genes encoding these enzymes, such as and BHY (β-carotene hydroxylase), is regulated by light and developmental stages; for instance, white and red light rapidly upregulate BHY and related transcripts during early differentiation, with peak expression occurring 3-5 hours after illumination onset. In polyploid like , HYD1 homoeologs predominate in leaf β-xanthophyll synthesis, showing tissue-specific regulation that aligns with photosynthetic development. The synthesized xanthophylls serve as substrates for interconversions in the xanthophyll cycle.

Metabolic Cycle

The xanthophyll cycle represents a dynamic, reversible metabolic process in photosynthetic organisms that interconverts specific xanthophyll pigments to mitigate excess and prevent oxidative damage. In higher , the primary form is the violaxanthin- cycle, which involves the light-dependent de-epoxidation of violaxanthin to zeaxanthin via the intermediate antheraxanthin, followed by epoxidation in the reverse direction under low-light conditions. This cycle is localized in the membranes of chloroplasts and plays a crucial role in photoprotection by facilitating the dissipation of excess absorbed . The de-epoxidation step is catalyzed by the violaxanthin de-epoxidase (VDE), which is activated under high light intensities when the thylakoid lumen acidifies to a of approximately 5.5-6.0 due to photosynthetic . VDE sequentially removes groups from violaxanthin to form antheraxanthin and then , with the process being strictly light-dependent and requiring ascorbate as a cofactor. In contrast, the epoxidation is mediated by epoxidase (ZE or ZEP), an NADPH-dependent active in low light or darkness at neutral , converting back to violaxanthin through antheraxanthin. accumulation enhances (NPQ), a mechanism that safely dissipates excess excitation energy as heat, thereby protecting from photodamage and formation. Variations of the xanthophyll occur in other photosynthetic eukaryotes, such as . In diatoms and certain chromophyte , the diadinoxanthin predominates, involving the interconversion of diadinoxanthin and diatoxanthin, catalyzed by analogous enzymes including a VDE-like de-epoxidase and an epoxidase. This similarly supports NPQ and photoprotection but is adapted to the unique pigment composition and light environments of aquatic habitats, often operating more rapidly than the violaxanthin to handle fluctuating . Recent research highlights the xanthophyll cycle's role in adapting to climate-related stresses beyond light excess, particularly . Studies on drought-tolerant plant varieties, such as and trees, demonstrate elevated xanthophyll cycle activity, including higher VDE expression and levels, which correlate with maintained and reduced under water deficit. Analysis of cycle mutants further reveals that disruptions impair , underscoring the cycle's contribution to against combined abiotic stresses like and . For instance, galactolipid modifications enhancing cycle function have been shown to alleviate drought-induced damage in model .

Biological Functions

Role in Photosynthesis

Xanthophylls function as accessory pigments in the antenna complexes of photosynthetic , absorbing in the blue-green wavelength and transferring to chlorophyll a and b molecules. In the major light-harvesting complex II (LHCII), which is the primary site for capture in , xanthophylls such as and neoxanthin bind stoichiometrically to the complex, enabling the broadening of the absorption spectrum beyond that of chlorophyll alone. This occurs through singlet pathways, where the absorbed photons excite the xanthophyll molecules, which then de-excite by passing the energy non-radiatively to neighboring chlorophylls. These pigments are embedded in the membranes of chloroplasts, where they associate closely with LHCII proteins to form trimeric structures that optimize spatial arrangement for efficient migration. The LHCII trimers position xanthophylls near hydrophobic transmembrane helices, facilitating directed transfer of excitation from shorter wavelengths (around 430–500 nm) toward the reaction centers of photosystems I and II. This funneling mechanism enhances by ensuring that a significant portion of the captured by xanthophylls—high , with approximately 85% from neoxanthin and 62% from —reaches the core chlorophylls for photochemical use, as quantified through and excitation energy transfer modeling. Xanthophylls are evolutionarily conserved across all photosynthetic eukaryotes, including and as well as higher , and are also present in , indicating their integral role since the origins of oxygenic via endosymbiotic events. This ubiquity highlights their essential contribution to light harvesting in diverse lineages, with biosynthetic enzymes like hydroxylases tracing back to cyanobacterial ancestors. Fluorescence quenching studies provide key experimental evidence for xanthophyll-chlorophyll interactions, demonstrating how xanthophylls quench chlorophyll fluorescence by facilitating energy transfer within the antenna. In model systems like Chlamydomonas reinhardtii mutants deficient in specific xanthophylls, such as lutein, reduced quenching efficiency correlates with diminished energy transfer rates, underscoring the pigments' role in maintaining high-fidelity excitation flow to reaction centers. Low-temperature fluorescence spectroscopy further reveals site-specific interactions, where xanthophyll binding sites in LHCII directly influence the quenching dynamics and overall light-harvesting performance.

Protective Mechanisms

Xanthophylls exhibit potent activity by scavenging (ROS), such as radicals and peroxyl radicals, through or hydrogen atom abstraction mechanisms that neutralize these harmful molecules before they cause cellular damage. This radical quenching capability is particularly evident in and , which donate electrons to ROS, forming stable radicals that prevent chain reactions in environments. In photosynthetic organisms, this activity complements enzymatic antioxidants like , maintaining under excess light conditions. A key protective function of xanthophylls involves singlet oxygen (¹O₂), a highly reactive form of oxygen generated in during high-light exposure. and efficiently neutralize ¹O₂ through physical , dissipating its energy as heat without forming destructive products, with showing slightly higher efficiency due to its molecular structure. This process occurs directly in the membranes, protecting molecules and surrounding from oxidative attack. Xanthophylls contribute to membrane stabilization by integrating into lipid bilayers, where their hydrophobic tails and polar ends orient transversely, acting like "rivets" to enhance bilayer rigidity and order the acyl chains of phospholipids. This integration inhibits lipid peroxidation by physically separating unsaturated fatty acids from ROS initiators and by quenching peroxyl radicals at the membrane interface, thereby preserving membrane integrity during oxidative stress. Such stabilization is crucial in chloroplast envelopes, where xanthophylls like lutein reduce phase transitions that could otherwise promote peroxidation. In stress responses, xanthophylls play roles in UV protection by absorbing harmful UV-B radiation and upregulating the xanthophyll cycle capacity, which dissipates excess energy and limits ROS production in exposed tissues. For cold and heat tolerance, accumulation of and other xanthophylls enhances and maintains , while gene upregulation of biosynthetic enzymes like hydroxylase supports increased levels during temperature extremes. These mechanisms involve signaling pathways that activate protective genes, improving overall acclimation in . In model organisms, xanthophyll-rich extracts from have demonstrated anti-aging effects by boosting synthesis and mitigating oxidative damage in assays. These findings underscore xanthophylls' broader roles in and resilience across biological systems.

Natural Occurrence

In

Xanthophylls are ubiquitous s found in the chloroplasts and chromoplasts of vascular , bryophytes, and , where they serve as accessory light-harvesting and photoprotective compounds. In vascular and bryophytes, they are synthesized and localized within plastids, contributing to overall pigment diversity in photosynthetic tissues. Algal exhibit similar localization, with xanthophylls integral to their plastid-based across diverse lineages. Species-specific variations in xanthophyll composition reflect adaptations to distinct light environments and phylogenetic differences. In the leaves of higher plants, lutein predominates as the most abundant xanthophyll, often comprising up to 50% of total carotenoids and aiding in antenna complex assembly. In contrast, brown algae (Phaeophyceae) feature high levels of fucoxanthin, an algae-specific xanthophyll that dominates their carotenoid profile and imparts a characteristic brown hue while functioning in light harvesting. Ecologically, xanthophylls play key roles in plant and algal interactions with their environments. During autumn in temperate trees, the breakdown of unmasks underlying xanthophylls, producing and foliage colors that signal seasonal changes and may deter herbivores or indicate . In flowers, xanthophyll-derived pigments contribute to coloration, enhancing visual attraction for pollinators such as , thereby facilitating . Xanthophyll concentrations often increase in response to environmental stresses, particularly in high-light habitats, where they bolster photoprotection through cycles that dissipate excess energy. In exposed to intense illumination, elevated levels of xanthophylls like help mitigate photoinhibitory damage, allowing sustained productivity in sun-exposed ecosystems. Recent studies have highlighted xanthophyll distribution in algae, such as polar s in , where these pigments support to fluctuating light and . In 2023 research on ice algal communities, the xanthophyll was shown to play a significant role in photoprotection under low-temperature, high-UV conditions, enabling diatom dominance in these harsh polar habitats.

In Animals and Microorganisms

Animals acquire xanthophylls primarily through dietary intake via the , as these pigments are not synthesized in most heterotrophic organisms. Upon , xanthophylls such as , , and are absorbed in the , often with the aid of dietary , and subsequently transported via lipoproteins to various tissues for storage. In , for example, dietary xanthophylls from sources are efficiently deposited in yolks, where and concentrations can reach approximately 1.2 mg per 100 g, imparting the characteristic yellow coloration. Similarly, in fish, obtained from prey like accumulates in skin and muscle tissues, contributing to pigmentation in species such as . Microorganisms, including certain fungi and , represent key producers of xanthophylls, either naturally or through biotechnological modification. The Xanthophyllomyces dendrorhous (formerly Phaffia rhodozyma) naturally biosynthesizes as a major xanthophyll, accumulating up to several milligrams per gram of dry cell weight under optimized conditions. Fungi like this serve as models for industrial production due to their robust growth. In , such as , introduces heterologous pathways from or plants, enabling de novo synthesis of xanthophylls like ; yields have been enhanced to over 100 mg/L in engineered strains. In animals, xanthophylls fulfill diverse physiological roles beyond mere pigmentation. They provide coloration essential for camouflage, species recognition, and mating signals; for instance, astaxanthin imparts vibrant red hues to salmon flesh and skin, signaling health and reproductive fitness to potential mates. In visual systems, lutein and zeaxanthin concentrate in the macular pigment of the primate retina, where they absorb harmful blue light, reduce oxidative stress from phototransduction, and enhance contrast sensitivity, thereby protecting against age-related macular degeneration. Xanthophylls also modulate immunity by acting as antioxidants that bolster cellular defenses and stimulate lymphocyte activity; astaxanthin, for example, has been shown to increase interferon-gamma production and enhance humoral responses in mammals like cats and dogs. Xanthophylls undergo in aquatic food webs, with concentrations magnifying across trophic levels due to efficient dietary transfer and limited metabolic degradation. Primary producers like synthesize xanthophylls, which are then ingested by , leading to higher levels in herbivorous ; in predatory salmonids, from krill-based diets can accumulate to 30-50 mg/kg in muscle , far exceeding source concentrations in prey. This process highlights xanthophylls' role in trophic dynamics, though unlike persistent pollutants, their levels are regulated by dietary availability.

Human Relevance

Dietary Sources

Xanthophylls, particularly and , are primarily obtained from plant-based foods, with leafy green vegetables serving as the richest sources. contains approximately 39.55 mg of lutein + zeaxanthin per 100 g raw, while provides about 11.94 mg per 100 g raw and 7.04 mg per 100 g cooked. Other notable plant sources include corn, which is high in zeaxanthin at around 1.80 mg per 100 g cooked, and fruits such as oranges, offering beta-cryptoxanthin at 0.19 mg per 100 g. and peas also contribute significant amounts, typically 1-2 mg per 100 g. Animal-derived sources provide xanthophylls indirectly through dietary incorporation, with eggs being the most prominent. yolks contain 1.0 to 1.6 mg of + per 100 g, with predominating at levels 1.3-1.6 times higher than . products like and cheese generally have trace amounts, often less than 0.1 mg per 100 g, while such as typically shows negligible levels unless influenced by algal feeds in . Food processing affects xanthophyll content and bioavailability. Cooking methods like or can lead to 10-25% loss due to into water, as seen in where raw levels drop from 11.94 mg to 7.04 mg per 100 g when boiled, though shorter methods like blanching minimize this to about 17% loss. However, cooking enhances by disrupting walls, allowing better absorption, and co-consumption with dietary fats—such as oils in salads—can increase uptake by up to 5-fold compared to fat-free meals. Global dietary patterns influence xanthophyll intake, with higher consumption observed in vegetable-rich regimens like the , where average daily lutein + zeaxanthin intake often exceeds 6 mg from abundant leafy greens and fruits.

Health Benefits

Xanthophylls, particularly and , play a significant role in supporting eye health by reducing the risk of progression to advanced . The Age-Related Eye Disease Study 2 (AREDS2), a large-scale involving over 4,000 participants, found that daily supplementation with 10 mg and 2 mg , as part of the modified AREDS formula, reduced the 10-year risk of developing late by approximately 20% compared to the original formula containing beta-carotene, with even greater benefits observed in individuals with low baseline dietary intake of these xanthophylls. This protective effect is attributed to the accumulation of and in the , where they act as antioxidants to filter harmful and neutralize in tissues. In cardiovascular health, xanthophylls exhibit antioxidant properties that help mitigate LDL cholesterol oxidation, a key step in the development of . Studies have shown that higher serum levels of and are inversely associated with carotid intima-media thickness, a marker of early , due to their ability to inhibit the oxidation of (LDL) particles and in human endothelial cells. For instance, supplementation with has been demonstrated to attenuate inflammatory cytokines and oxidative markers related to cardiovascular processes, potentially lowering the risk of coronary heart disease and through reduced endothelial damage. , another xanthophyll, similarly prevents LDL oxidation and enhances (HDL) levels, contributing to improved lipid profiles in clinical settings. Xanthophylls also show promise in cognitive health, with associations to reduced risk linked to their ability to cross the blood- barrier. and accumulate in brain tissues, where they function as antioxidants to protect neurons from oxidative damage; meta-analyses of observational studies indicate that higher blood levels of these xanthophylls correlate with better performance across multiple cognitive domains and a lower incidence of and . Randomized controlled trials further support that supplementation enhances cerebral perfusion and neurocognitive function in older adults, suggesting a direct neuroprotective role. Regarding , studies highlight the anti-proliferative effects of various xanthophylls on lines. inhibits proliferation and induces in hepatocellular carcinoma cells by modulating and Wnt/β-catenin pathways, demonstrating potential chemopreventive activity. Similarly, suppresses cell viability and promotes in models through inhibition, indicating broad anti-tumor mechanisms at the cellular level. Recent research as of 2025 has explored xanthophylls' role in modulating the , which may indirectly support overall health outcomes. such as , , , and regulate composition, promoting beneficial bacteria that alleviate and by enhancing metabolic functions and reducing inflammation. , in particular, restructures profiles in non-obese individuals, leading to improved metabolic . Emerging evidence also points to xanthophylls' involvement in recovery, particularly in mitigating long-term symptoms through and actions. reduces oxidative damage and immune dysregulation associated with complications, including potential benefits in modulation and prevention during recovery phases. supplementation has been proposed to protect against oxidative and nitrosative stress in , aiding in the resolution of persistent and . These findings, primarily from preclinical and early , underscore the need for further human trials to confirm efficacy.

Specific Compounds

Lutein and Zeaxanthin

, chemically known as (3R,3′R,6′R)-β,ε-carotene-3,3′-diol, is a dihydroxylated characterized by its hydroxyl groups at the 3 and 3′ positions and a mixed β,ε-ring structure. It is primarily sourced from flowers (), which serve as the main commercial raw material for extraction due to their high lutein content. is widely used in dietary supplements, often extracted from marigold petals and formulated to enhance , supporting applications in eye health and pigmentation. Zeaxanthin, or (3R,3′R)-β,β-carotene-3,3′-diol, shares a similar dihydroxylated structure with but differs in its ring configuration, featuring two β-rings instead of lutein's one β-ring and one ε-ring, making it a stereoisomer with distinct . In the , predominates in the , where it accumulates as part of the macular pigment to filter blue light and mitigate . This positioning underscores its specialized role in central vision, contrasting with lutein's more peripheral distribution in the . Together, and exhibit synergistic effects in vision protection by forming the core of the macular pigment, where their combined presence enhances optical density and antioxidant capacity against age-related . Commercially, they are co-extracted from flowers through solvent-based processes, yielding esters that are saponified for supplement production, with marigold-derived mixtures typically containing a 5:1 lutein-to-zeaxanthin ratio. Analytical identification of these compounds relies on (HPLC), often using C-30 reversed-phase columns with UV detection at 450 nm to separate and quantify lutein and zeaxanthin based on their retention times and spectral profiles. Recent innovations include 2023 patent filings for microparticles encapsulating and in pH-responsive polymers, enabling their stable incorporation into fortified foods such as , protein bars, and baby formulas to improve delivery and shelf-life stability.

Other Notable Xanthophylls

is a monohydroxy xanthophyll that serves as a provitamin A , distinguished by its ability to convert to in the body. It is primarily found in and fruits and such as papayas, pumpkins, and red peppers, with concentrations reaching up to 0.9 mg per serving in . In , it contributes to by enhancing light harvesting efficiency under low-light conditions, while in humans, it exhibits properties that may inhibit and reduce the risk of in postmenopausal women. Higher dietary intake of β-cryptoxanthin has been associated with a 14% reduced risk of compared to lower intake levels. No has been reported at typical supplemental doses up to 6 mg per day. Astaxanthin, a highly oxygenated featuring groups, imparts a pigmentation and is renowned for its potent activity, surpassing that of other . It occurs naturally in like Haematococcus pluvialis, as well as in seafood such as wild , , , and . In aquatic organisms, protects against from light exposure and enhances pigmentation in feeds. Human studies suggest it may lower the progression of age-related when supplemented at 4 mg per day alongside other nutrients, with one trial showing a 2.1% progression rate versus 15.4% in placebo groups. Additionally, it modulates and cancer cell communication pathways, positioning it as a generally recognized safe compound for dietary use. Fucoxanthin is an allenic xanthophyll unique to marine environments, characterized by its and structures that contribute to the brown coloration of . It is abundant in brown seaweeds such as and , where it functions as an in chloroplasts, aiding light harvesting and photoprotection during high . In , derives from the pathway in macro- and , responding to environmental stimuli like to optimize xanthophyll cycling. highlights its effects and potential in fat , with indicating anti-obesity benefits through increased expenditure; human trials remain limited but promising for antidiabetic and anticancer applications. Capsanthin, a ketocarotenoid xanthophyll, is responsible for the vibrant red hue in ripe chili peppers and acts as a natural food colorant (E160c). It predominates in Capsicum annuum fruits, comprising up to 50% of total carotenoids in red paprika, often occurring esterified with fatty acids for stability. In plants, it accumulates during fruit maturation to protect against photooxidative damage. Pharmacological studies demonstrate its antioxidant, antihyperlipidemic, and cardioprotective activities, including reduction of lipid peroxidation in metabolic disorders. After ingestion, it metabolizes to capsanthon, detectable in human plasma, supporting its bioavailability for health benefits. Canthaxanthin, a diketo xanthophyll lacking hydroxyl groups, provides orange-red pigmentation and is produced both naturally and synthetically. Natural sources include certain mushrooms, , and like flamingo feathers derived from dietary algae, though it is commonly used as a feed additive. In biological systems, it serves pigmentation roles in and , while exhibiting moderate properties. Approved for coloring and yolks, high supplemental doses exceeding 30 mg per day have been linked to reversible , underscoring the need for dosage caution.

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