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- Bosseopentaenoic acid (BPA) is a conjugated polyunsaturated fatty acid. Bosseopentaenoic acid can be extracted from the red coralline algae, Bossiella orbigniana. The first total synthesis of methyl bosseopentaenoate by consecutive palladium-catalyzed reactions was reported in 2011. In 2017, bosseopentaenoic acid was obtained from the ester hydrolysis of methyl bosseopentaenoate in good yield using mild condition and the synthesis of its sulfur-bridged analogue of BPA; thiophene analogue was achieved by Mohamed and Solum In this study, a comparison between the thiophene analogue and BPA with respect to their antioxidant activity was accomplished. It was shown that the rigidified analogue; the thiophene analogue exhibited higher free radical scavenging potential than the bosseopentaenoic acid. The results showed that by lowering the flexibility of the BPA as lead compound by incorporation thiophene ring in its structure, an increased antioxidant activity was observed. This study opens the door to investigate the relationship between the flexibility of other polyunsaturated fatty acids (PUFAs) and enhancement in the biological activity. (en)
- L'acido bosseopentaenoico (BPA) è un acido grasso polinsaturo coniugato con 20 atomi di carbonio e 5 doppi legami, di cui 3, in posizione 5,8,14, in configurazione cis e 2, in posizione 10 e 12, in configurazione trans. Contando gli atomi di carbonio partendo dal terminale metilenico il primo doppio legame è tra il sesto e settimo atomo, l'acido bosseopentaenoico può essere considerato un acido omega-6. Altri isomeri coniugati icosapentaenoici omega-3 sono stati individuati nelle alghe: 20:5Δ5c,7t,9t,14c,17c - 20:5Δ5t,7t,9t,14c,17c. L'acido bosseopentaenoico è stato identificato per la prima volta nel 1991 nella specie di alghe rosse coralline, Bossiella orbigniana. La prima sintesi totale di metil bosseopentaenoato mediante reazioni consecutive catalizzate dal palladio è stata segnalata nel 2011. Studi successivi ipotizzano un potenziale attività biologica e antiossidante. (it)
- ボセオペンタエン酸 (bosseopentaenoic acid) は、共役多価不飽和脂肪酸の一つ。の一種である Bossiella orbigniana から抽出することができる。 (ja)
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- 20:5Δ5Z,8Z,10E,12E,14Z (en)
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- (5Z,8Z,10E,12E,14Z)-Icosa-5,8,10,12,14-pentaenoic acid (en)
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- Bosseopentaenoic acid structure.svg (en)
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- -Icosa-5,8,10,12,14-pentaenoic acid (en)
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- ボセオペンタエン酸 (bosseopentaenoic acid) は、共役多価不飽和脂肪酸の一つ。の一種である Bossiella orbigniana から抽出することができる。 (ja)
- Bosseopentaenoic acid (BPA) is a conjugated polyunsaturated fatty acid. Bosseopentaenoic acid can be extracted from the red coralline algae, Bossiella orbigniana. The first total synthesis of methyl bosseopentaenoate by consecutive palladium-catalyzed reactions was reported in 2011. In 2017, bosseopentaenoic acid was obtained from the ester hydrolysis of methyl bosseopentaenoate in good yield using mild condition and the synthesis of its sulfur-bridged analogue of BPA; thiophene analogue was achieved by Mohamed and Solum In this study, a comparison between the thiophene analogue and BPA with respect to their antioxidant activity was accomplished. It was shown that the rigidified analogue; the thiophene analogue exhibited higher free radical scavenging potential than the bosseopentaenoic a (en)
- L'acido bosseopentaenoico (BPA) è un acido grasso polinsaturo coniugato con 20 atomi di carbonio e 5 doppi legami, di cui 3, in posizione 5,8,14, in configurazione cis e 2, in posizione 10 e 12, in configurazione trans. Contando gli atomi di carbonio partendo dal terminale metilenico il primo doppio legame è tra il sesto e settimo atomo, l'acido bosseopentaenoico può essere considerato un acido omega-6. Altri isomeri coniugati icosapentaenoici omega-3 sono stati individuati nelle alghe: 20:5Δ5c,7t,9t,14c,17c - 20:5Δ5t,7t,9t,14c,17c. (it)
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- Bosseopentaenoic acid (en)
- Acido bosseopentaenoico (it)
- ボセオペンタエン酸 (ja)
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