The invention provides a preparation process
route of a
gambogic acid-glucose conjugate with
antitumor activity. According to the technical scheme,
hemiacetal hydroxyl on glucose firstly reacts with a connecting chain with
bifunctional groups, the obtained product serves as an initial
raw material of the process
route and then is coupled with carboxyl on
gambogic acid, and the
gambogic acid-glucose conjugate is prepared. The reaction
raw material related to glucose is 2-(acetoxymethyl)-6-(bromo alkoxy) tetrahydro-2H-
pyran-3, 4, 5-triacetate or 2-(azido alkoxy)-6-(
hydroxymethyl) tetrahydro-2H-
pyran-3, 4, 5-
triol, the reaction
raw material is provided with an
alkyl long chain, and the reaction raw material related to glucose is 2-(acetoxymethyl)-6-(bromo alkoxy) tetrahydro-2H-
pyran-3, 4, 5-triacetate or 2-(azido alkoxy)-6-(
hydroxymethyl) tetrahydro-2H-pyran-3, 4, 5-
triol or 2-(azido alkoxy)-6-(
hydroxymethyl) tetrahydro-2H-pyran-3, 4, 5-
triol. The 2-(azido alkoxy)-6-(hydroxymethyl) tetrahydro-2H-pyran-3, 4, 5-triacetate can be directly connected with the carboxyl group of gambogic acid, and the 2-(azido alkoxy)-6-(hydroxymethyl) tetrahydro-2H-pyran-3, 4, 5-triol can be connected with the carboxyl group of gambogic acid through an
omega-bromo
alkyl alkyne chain. The selected preparation process
route is mild in reaction condition, high in yield, low in cost and suitable for industrial production.