代表的な Flavonoid 類

Flavonoid とは, Flavan (2 つのベンゼン環(C6)が 3 つの炭素(C3)で繋がった C6-C3-C6 構造)を基本骨格とする有機化合物の総称である.
また, Flavan は Chromane の誘導体であり, IUPAC名は 2-phenyl-Chromane である.

    \[  \begin{minipage}{0.4\linewidth}    \begin{center}     \newcommand*{\chemord}[2][0pt]{\kern#1\scriptstyle\color{red}#2}     \setatomsep{2.0em}\chemfig{     [:-120]\chemabove{O}{\chemabove[0.75ex]{}{\chemord1}}     *6(       -(       *6(          -(\chemabove[1ex]{}{\chemord{8}})          =(\chemabove[1ex]{}{\chemord[-4mm]{7}})          -(\chembelow[1ex]{}{\chemord[-4mm]{6}})          =(\chembelow[1ex]{}{\chemord{5}})          -          =         )        )       -       -(\chembelow[1ex]{}{\chemord{4}})       -(\chembelow[0.6ex]{}{\chemord[5mm]{3}})       -(\chembelow[0.75ex]{}{\chemord[5mm]{2}})       (        -*6((\chemabove[1ex]{}{\chemord[-4mm]{1'}})        -(\chembelow[1ex]{}{\chemord{6'}})        =(\chembelow[0.6ex]{}{\chemord[5mm]{5'}})        -(\chemabove[0.75ex]{}{\chemord[5mm]{4'}})        =(\chemabove[1ex]{}{\chemord{3'}})        -(\chemabove[1ex]{}{\chemord[-4mm]{2'}})        =       )      )     -)     } \par    \vspace{12pt}    \text{Flavan}    \end{center}  \end{minipage}  \hspace{0.05\linewidth}   \begin{minipage}{0.4\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))------)} \par    \vspace{36pt}    \text{Chromane}    \end{center}  \end{minipage} \]

以下は代表的な Flavonoid 類である.

    \[  \begin{minipage}{0.275\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))--(=[,0.5,,,red]\textcolor{red}{O})-=(-*6(-=-=-=))-)} \par    \vspace{12pt}    \text{Flav\textcolor{red}{one}}    \end{center}  \end{minipage}  \hspace{0.03\linewidth}   \begin{minipage}{0.275\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))--(=[,0.5,,,red]\textcolor{red}{O})--[,,,,blue](-*6(-=-=-=))-)} \par    \vspace{12pt}    \text{Flav\textcolor{blue}{an}\textcolor{red}{one}}    \end{center}  \end{minipage}  \hspace{0.03\linewidth}   \begin{minipage}{0.275\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))----[,,,,blue](-*6(-=-=-=))-)} \par    \vspace{24pt}    \text{Flav\textcolor{blue}{an}}    \end{center}  \end{minipage} \]

    \[  \begin{minipage}{0.275\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))--(=[,0.5,,,red]\textcolor{red}{O})-(-[,0.75,,,green]\textcolor{green}{OH})=(-*6(-=-=-=))-)} \par    \vspace{12pt}    \text{Flav\textcolor{red}{on}\textcolor{green}{ol}}    \end{center}  \end{minipage}  \hspace{0.03\linewidth}   \begin{minipage}{0.275\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))--(=[,0.5,,,red]\textcolor{red}{O})-(-[,0.75,,,green]\textcolor{green}{OH})-[,,,,blue](-*6(-=-=-=))-)} \par    \vspace{12pt}    \text{Flav\textcolor{blue}{an}\textcolor{red}{on}\textcolor{green}{ol}}    \end{center}  \end{minipage}  \hspace{0.03\linewidth}   \begin{minipage}{0.275\linewidth}    \begin{center}    \setatomsep{2.0em}\chemfig{[:-120]O*6(-(*6(-=-=-=))---(-[,0.75,,,green]\textcolor{green}{OH})-[,,,,blue](-*6(-=-=-=))-)} \par    \vspace{24pt}    \text{Flav\textcolor{blue}{an}\textcolor{green}{ol}}    \end{center}  \end{minipage} \]

これらについて, 以下の表にそれぞれの特徴をまとめた.

    \[  \begin{array}{|l|c|c|c|} \hline   \text{Name} & \textcolor{red}{4-\text{on}} & \textcolor{green}{3-\text{hydroxyl}} & \textcolor{blue}{2,3-\text{dihydro}} \\ \hline \hline   \text{Flav\textcolor{red}{one}} & \bigcirc & \times & \times \\ \hline   \text{Flav\textcolor{blue}{an}\textcolor{red}{one}} & \bigcirc & \times & \bigcirc \\ \hline    \text{Flav\textcolor{blue}{an}} & \times & \times & \bigcirc \\ \hline   \text{Flav\textcolor{red}{on}\textcolor{green}{ol}} & \bigcirc & \bigcirc & \times \\ \hline   \text{Flav\textcolor{blue}{an}\textcolor{red}{on}\textcolor{green}{ol}} & \bigcirc & \bigcirc & \bigcirc \\ \hline   \text{Flav\textcolor{blue}{an}\textcolor{green}{ol}} & \times & \bigcirc & \bigcirc \\ \hline  \end{array} \]

またこれらの物質の読みは以下のようになっている.

英語名 読み方
Flavone フラボン
Flavanone フラバノン
Flavan フラバン
Flavonol フラボノール
Flavanonol フラバノノール
Flavanol フラバノール
2-phenyl-Chromane 2-フェニルクロマン