イソプレン側鎖を有する植物成分の ex vivo 有機合成とその生理活性の評価

IR

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  • Design, ex vivo Synthesis, and Biological Activities of Plant Constituents Containing an Isoprene Side-chain Based on Isoprenomics
  • イソプレン ソクサ オ ユウスル ショクブツ セイブン ノ ex vivo ユウキ ゴウセイ ト ソノ セイリ カッセイ ノ ヒョウカ

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Abstract

Phytyl quinols, namely acyclic tocopherols, are key intermediates of tocopherol biosynthesis, but their biological activities remain unclear. We therefore investigated the structure-activity relationship of phytyl quinols to apply a chemical biosynthesis design for an antiatherosclerosis drug based on isoprenomics. We have achieved the biosynthesis-oriented synthesis of α- and β-phytyl quinol as an unnatural intermediate, other γ- and δ-phytyl quinol as a natural one. All four phytyl quinols showed almost the same moderate inhibitory activity against low-density lipoprotein oxidation instead of their different degree of C-methylation with character different from tocopherols. In vivo toxicities of phytyl quinols against chick embryo chorioallantoic membrane vasculature were hardly observed. We proposed phytyl quinols were possible antioxidants in plants and animals, like vitamin E.

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