Occurrence of 3-hydroxyretinol in the freshwater fish Bagarius bagarius and <i>Wallago attu</i>. Isolation and synthesis

Barua, A. B.; Das, Rathin C.; Verma, Kartikey

doi:10.1042/bj1680557

Cited by 17 publications

(6 citation statements)

References 7 publications

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“…The potential β-cryptoxanthin metabolites 3-hydroxyretinol and 3,4-didehydroretinol were also not detected. These compounds are typically seen in freshwater fish ( 29 , 59 , 60 ) , which synthesise them from lutein- and cryptoxanthin-containing algae, or when they are consumed directly ( 61 ) . These metabolites have only been previously detected in animals other than fish after they were consumed directly.…”

Section: Discussionmentioning

confidence: 99%

Assessment of tissue distribution and concentration of β-cryptoxanthin in response to varying amounts of dietary β-cryptoxanthin in the Mongolian gerbil

2013

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There is a general lack of knowledge regarding the absorption and tissue storage of the provitamin A carotenoid b-cryptoxanthin. The present study investigated the whole-body tissue distribution of b-cryptoxanthin in an appropriate small animal model, the Mongolian gerbil (Meriones unguiculatus), for human provitamin A carotenoid metabolism. After 5 d of carotenoid depletion, five gerbils were euthanised for baseline measurements. The remaining gerbils were placed in three weight-matched treatment groups (n 8). All the groups received 20 mg/d of b-cryptoxanthin from tangerine concentrate, while the second and third groups received an additional 20 and 40 mg/d of pure b-cryptoxanthin (CX40 and CX60), respectively, for 21 d. During the last 2 d of the study, urine and faecal samples of two gerbils from each treatment group were collected. b-Cryptoxanthin was detected in the whole blood, and in twelve of the fourteen tissues analysed. Most tissues resembled the liver, in which the concentrations of b-cryptoxanthin were significantly higher in the CX60 (17·8 (SEM 0·7) mg/organ; P¼ 0·004) and CX40 (16·2 (SEM 0·9) mg/organ; P¼ 0·006) groups than in the CX20 group (13·3 (SEM 0·4) mg/ organ). However, in intestinal tissues, the concentrations of b-cryptoxanthin increased only in the CX60 group. Despite elevated vitamin A concentrations in tissues at baseline due to pre-study diets containing high levels of vitamin A, b-cryptoxanthin maintained those vitamin A stores. These results indicate that b-cryptoxanthin is stored in many tissues, potentially suggesting that its functions are widespread.Key words: b-Cryptoxanthin: Tissue distribution: Gerbils: Carotenoids: Vitamin A: Retinol b-Cryptoxanthin is a provitamin A carotenoid found in high concentrations in tangerines, oranges, papayas and red sweet peppers (1) . In addition to its vitamin A-forming capabilities, b-cryptoxanthin may have other beneficial functions. It possesses antioxidant activity (2) , and animal studies have indicated an ability to reduce tumorigenesis in several different organs (3 -6) . Furthermore, b-cryptoxanthin has been postulated to have a role in bone formation (7) .Although it is one of the most commonly consumed carotenoids (1) , there is relatively little known about its metabolism. b-Cryptoxanthin can effectively improve long-term vitamin A status in animals (8) , and probably in humans (9) . Studies on comparisons of estimated dietary intakes with plasma concentrations have shown that b-cryptoxanthin appears to have greater bioavailability than a-and b-carotene in humans (10,11) . b-Cryptoxanthin micellerisation in the intestine has been shown to be 3-fold higher than b-carotene (12) , presumably due to its higher polarity. Also, it is more effectively dissolved in lipid droplets in the chromoplasts of fruits than carotenoids bound to the chloroplasts of green leafy vegetables (13 -15) .A whole-body assessment of b-cryptoxanthin absorption, including the testing of multiple biological tissues in response to its increased intake,...

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Section: Discussionmentioning

confidence: 99%

Assessment of tissue distribution and concentration of β-cryptoxanthin in response to varying amounts of dietary β-cryptoxanthin in the Mongolian gerbil

2013

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“…They were further purified through HPLC as described earlier (Goswami, 1984;Guillou et al 1993). 3-Hydroxyretinol was isolated (Barua et al 1979) from the freshwater siluroid fish Wallago attu, which is rich in dehydroretinol (Goswami & Barua, 1981;Goswami, 2005) and later purified following Guillou et al (l993). B(a)P was a product of Sigma-Aldrich (St. Louis, MO, USA).…”

Section: Induction Of Forestomach Tumoursmentioning

confidence: 99%

Efficiency of a few retinoids and carotenoidsin vivoin controlling benzo[a]pyrene-induced forestomach tumour in female Swiss mice

Goswami

Sharma²

2005

Br J Nutr

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The anticarcinogenic effect of vitamin A 2 (dehydroretinol and 3-hydroxyretinol) compounds was studied and compared with that of vitamin A 1 (retinoic acid, retinol and retinal) and carotenoids (lutein and b-carotene) in the benzo [a ]pyrene (B(a)P)-induced forestomach tumour model of female Swiss mice in vivo. Tumour growth and gross tumour incidence observed after the administration of B(a)P (eight doses of 1 mg, twice weekly for 4 weeks) and retinoids/carotenoids (2·5 and 4·7 mM per animal per d, 2 weeks before, during and 2 weeks after B(a)P) showed that the groups supplemented with lutein and 3-hydroxyretinol produced the best results in inhibiting tumour growth and had low tumour incidence compared with the control group given B(a)P only (P,0·05). Weights recorded after the different treatments showed that the b-carotene-supplemented group exhibited maximum weight gain, followed by retinal, retinol, retinoic acid, lutein, dehydroretinol and 3-hydroxyretinol. These results indicate that the anticarcinogenicity of the compounds is not related to the vitamin A biopotencies. Vitamin A 2 compounds having half the biopotency of the vitamin A 1 compounds were seen to be anticarcinogenic. Again, among the carotenoids, lutein, having 50 % less biopotency, showed more significant results than b-carotene. Thus it is imperative to conclude that the low animal growth achieved with these compounds has a correlation with the highest suppression of tumour occurrence in the present experiment. Therefore, the daily consumption of foods having high content of lutein and vitamin A 2 should be given due importance and weight in further studies. Growing evidence suggests that retinoids and carotenoids act as significant potent inhibitors of many natural oncogenic agents present in the environment. Examples are the inhibition of methyl-N-nitrosourea-induced mammary cancer by retinyl acetate (Moon & Itri, 1984); the inhibition by 13-cis-retinoic acid of mouse skin carcinoma induced by phorbol ester ; and the inhibition in rats of 7,12-dimethylbenz[a ]anthracene-induced mammary cancer (Rettura et al. 1984) and salivary gland cancer (Alam et al. 1984) by b-carotene. Saloi (1995) has reported the anticarcinogenic effect of a few carotenoids such as canthaxanthin, b-carotene and 8 0 -apo-b-carotenal in some experimental models. The present study aimed to examine the effects of some carotenoids (lutein and b-carotene), vitamin A 1 compounds (retinol, retinoic acid and retinal) and vitamin A 2 compounds (dehydroretinol and 3-hydroxyretinol) in an in vivo bioassay commonly used to assess the anticarcinogenicity of compounds. To date, no information is available regarding the effect of vitamin A 2 on cancer. Hence, this type of comparative study easily helps to assess the efficacy of vitamin A 2 compounds in the prevention of cancer. Benzo[a ]pyrene (B(a)P), the most commonly occurring natural carcinogen responsible for a significant percentage of cancer cases (International Agency for Research on Cancer, 1973), was used in the study to ...

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“…and visible absorption spectra. Column chromatography and thin-layer chromatography (tlc) were carried out as described previously (Barua et al 1977(Barua et al , 1979. The concentrations of all vitamin A compounds were calculated from the absorption values used by Barua et al (1977).…”

Section: A T E R I a L S A N D M E T H O D Smentioning

confidence: 99%

“…The oil was extracted from the livers of freshwater fish, W. attu (Barua et al 1977) and was separated by chromatography on a column (30 mm x 180 mm) of 60 g alumina with 50 ml water/kg. The column was developed with light petroleum containing various proportions of diethyl ether (10-350 ml/l).…”

Section: Chromatography Of Liver Oil Of Wallago Attumentioning

confidence: 99%

Metabolism of dehydroretinyl ester in white leghorn chicks

1986

Br J Nutr

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1. The metabolism of dehydroretinyl ester has been studied in vitamin-A-deficient white leghorn chicks. Dehydroretinyl ester was metabolized to 3-hydroxyretinol diester, 3-hydroxyanhydroretinol and rehydrovitamin A, which were isolated from the intestines and livers of chicks.2. The metabolism of 3-hydroxyretinol diester and 3-hydroxyanhydroretinol, which were immediate metabolites of dehydroretinol, was studied in chicks.3. Retinol was not detected in these experiments.

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Occurrence of 3-hydroxyretinol in the freshwater fish Bagarius bagarius and Wallago attu. Isolation and synthesis

Cited by 17 publications

References 7 publications

Assessment of tissue distribution and concentration of β-cryptoxanthin in response to varying amounts of dietary β-cryptoxanthin in the Mongolian gerbil

Assessment of tissue distribution and concentration of β-cryptoxanthin in response to varying amounts of dietary β-cryptoxanthin in the Mongolian gerbil

Efficiency of a few retinoids and carotenoidsin vivoin controlling benzo[a]pyrene-induced forestomach tumour in female Swiss mice

Metabolism of dehydroretinyl ester in white leghorn chicks

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