The flower of Campsis grandiflora K. Schum. Was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and H$_2$O. From the EtO Ac fraction, seven triterpenoids were isolated through the repeated silica gel, ODS column chromatographies and prepara...
The flower of Campsis grandiflora K. Schum. Was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and H$_2$O. From the EtO Ac fraction, seven triterpenoids were isolated through the repeated silica gel, ODS column chromatographies and preparative HPLC. From the result of physico- chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as 3${\beta}$-hydroxyolean-12-en-28-oic acid (oleanolic acid, 1), 3${\beta}$-hydroxyurs-12-en-28-oic acid (ursolic acid, 2), 3${\beta}$-hydroxyurs-12-en-28-al (ursolic aldehyde, 3), 2${\alpha}$,3${\beta}$-dihydroxyolean-12-en-28-oic acid (maslinic acid, 4), 2${\alpha}$,3${\beta}$-dihydroxyurs-12-en-28-oic acid (corosolic acid, 5), 3${\beta}$,23-dihydroxyurs-12- en-28-oic acid (23-hydroxyursolic acid ,6) and 2${\alpha}$,3${\beta}$,23-trihydroxyolean-12-en-28- oic acid (arjunolic acid, 7). These teriterpenoids were isolated for the first time from this plant. Also, compounds 4, 5, 6, and 7 revealed relatively high hACAT-1 inhibitory activity with the value of 46.2${\pm}$1.1, 46.7${\pm}$0.9, 41.5${\pm}$1.3 and 60.8${\pm}$1.1% at the concentration of 100${\mu}$g/mL, respectively.
The flower of Campsis grandiflora K. Schum. Was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and H$_2$O. From the EtO Ac fraction, seven triterpenoids were isolated through the repeated silica gel, ODS column chromatographies and preparative HPLC. From the result of physico- chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as 3${\beta}$-hydroxyolean-12-en-28-oic acid (oleanolic acid, 1), 3${\beta}$-hydroxyurs-12-en-28-oic acid (ursolic acid, 2), 3${\beta}$-hydroxyurs-12-en-28-al (ursolic aldehyde, 3), 2${\alpha}$,3${\beta}$-dihydroxyolean-12-en-28-oic acid (maslinic acid, 4), 2${\alpha}$,3${\beta}$-dihydroxyurs-12-en-28-oic acid (corosolic acid, 5), 3${\beta}$,23-dihydroxyurs-12- en-28-oic acid (23-hydroxyursolic acid ,6) and 2${\alpha}$,3${\beta}$,23-trihydroxyolean-12-en-28- oic acid (arjunolic acid, 7). These teriterpenoids were isolated for the first time from this plant. Also, compounds 4, 5, 6, and 7 revealed relatively high hACAT-1 inhibitory activity with the value of 46.2${\pm}$1.1, 46.7${\pm}$0.9, 41.5${\pm}$1.3 and 60.8${\pm}$1.1% at the concentration of 100${\mu}$g/mL, respectively.
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대상 데이터
IR spectra were run on a Perkin Elmer Spectrum One FT-IR spectrometer. 1H-NMR (400 MHz) and 13C-NMR (100 M너z) spectra were taken on a Varian Unity Inova AS 400 FT-NMR spectrometer. 네기_C was performed on a Shimadzu LC-10AT.
Schum. was imported from China in March, 2003 and identified by Prof. Dae・Kenn Kim, Woosuk University, Jeonju. A v。니che「specimen (KHU03061) was reserved at the Laboratory of Natural Products Chemistry, Ky니ngHee University, Suwon, Korea.
Dae・Kenn Kim, Woosuk University, Jeonju. A v。니che「specimen (KHU03061) was reserved at the Laboratory of Natural Products Chemistry, Ky니ngHee University, Suwon, Korea.
성능/효과
Comp。니nd 7, which has three hydroxyl groups at C-2, C-3, and C-23 in the A-ring, reve기ed the highest hACAT-1 inhibitory activity. In conclusion, it is clear that pentacyclic triterpenoids of more hydroxyl group at the A-ring exhibited higher hACAT-1 inhibitory activity than those of less hydroxyl g「oup without relating to the skeleton type.
C-2, which was a methylene in oleanolic acid, was modified as an oxygenated methine by the oxidation. This fact was proved that not only H-2 0h 4.09) signal showed the corr이ati아i with H-3 (8H 3.39) and H-1 (8H 2.24 and SH 1-30) signals in the 1H-1H COSY spectrum but also C-2 (6C 68.0) signal with H-3 and 너-1 signals in the gHMBC spectrum. Also as the result of observing the coupling constant (J더 1.
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