• Title/Summary/Keyword: $2\alpha,3\alpha$-dihydroxyurs-12-en-28-oic acid

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Triterpenoids from the Flower of Campsis grandiflora K. Schum. As Human Acyl-CoA: Cholesterol Acyltransferase Inhibitors

  • Kim, Dong-Hyun;Han, Kyung-Min;Chung, In-Sik;Kim, Dae-Keun;Kim, Sung-Hoon;Kwon, Byoung-Mog;Jeong, Tae-Sook;Park, Mi-Hyun;Ahn, Eun-Mi;Baek, Nam-In
    • Archives of Pharmacal Research
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    • v.28 no.5
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    • pp.550-556
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    • 2005
  • 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.

Antiviral Triterpenes from Prunella vulgaris

  • Ryu, Shi-Yong;Lee, Chong-Kyo;Lee, Chong-Ock;Kim, Hae-Soo;Zee, Ok-Pyo
    • Archives of Pharmacal Research
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    • v.15 no.3
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    • pp.242-245
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    • 1992
  • Two triterpenes 1 and 2 with antiviral activity against Herpes simplex virus type 1 in vitro were isolated from Prunella vulgaris. Each compound caused a significant reduction in viral cytopathic effect when vero cells were exposed to them for 72 hours after viral challenge. They were identified as betulinic acid (1) and $2\alpha, 3\alpha$-dihydroxyurs-12-en-28-oic acid(2) on the basis of their spectroscopic properties. The antiviral activity of them was estimated as $EC_{50}=30\;\mu$g/ml(1) and $8\;\mu$g/ml(2), respectively by plaque reduction assay.

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The Anti-hyperlipidemic Effect and Constituents of the 19${\alpha}$-Hydroxyursane-type Triterpenoid fraction Obtained from the Leaves of Rusus crataegifolius

  • Nam, Jung-Hwan;Jung, Hyun-Ju;Tapondjou, Leon Azefack;Lee, Kyung-Tae;Choi, Jong-Won;Kim, Won-Bae;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.13 no.2
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    • pp.152-159
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    • 2007
  • To demonstrate anti-hyperlipidemic activity of the 19${\alpha}$-hydroxyursane-type triterpenoid (19${\alpha}$-HUT)-rich fraction, this fraction was prepared from the extract of Rubus crataegifolius leaves. This fraction was found to have anti-hyperlipidemic effect in a high fat diet-induced rat model from the observation of reduction of abdominal fat pad weights, atherogenic index and hypercholesterolemia at 30 and 60 mg/kg (p.o.) The 19${\alpha}$-HUT fraction was subjected to SiO$_2$, ODS, and/or Sephadex LH-20 column chromatography to yield a new triterpenoid (1) called pomolic acid ester along with nine known triterpenoids which are all 19${\alpha}$-HUTs: euscaphic acid (2), tormentic acid (3), 23-hydroxytormentic acid (4), kaji-ichigoside F$_1$ (5), rosamultin (6), niga-ichigosides F$_1$ (7) and F$_2$ (8), suavissimoside F$_1$ (9) and coreanoside F$_1$ (10). The structure of compound 1 was established as 28-O-formyl-3,19-dihydroxyurs-12-en-28-oic acid on the basis of 2D-NMR spectroscopic data and mass spectrum. Compound 1 was isolated for the first time from natural sources.

Comparison of Chemicals in Lagerstroemia speciosa (L.) Pers. at Growing Stage Levels by GC-MS

  • Choi, Joo-Soo;Ku, Pyung-Tae;Cho, Kyung-Soon;Huh, Man-Kyu
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.55 no.3
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    • pp.200-206
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    • 2010
  • Banaba, Lagerstroemia speciosa (L.) Pers. (Lythraceae) is a tree that grows in the tropic islands of the Pacific. This plants are used for medical purposes in the world. The components of L. speciosa were analyzed for the contents according to growing stages at leaves. The distributions of the corosolic acid ($2{\alpha}$, $3{\beta}$-dihydroxyurs-12-en-28-oic acid), phytol, campestrol, and vitamin E were rich among samples in this study. These were contained much fatty acids. The mean content of palmitic acid was from 2.4% across all growing stages, varying from 2.15% for young leaves with the lowest content and 2.86% for fallen leaves with the highest content. Oleic acid, linoleic acid, and linolenic acid were contained nearly mean 2.0% in all leaves of banaba. Our results have shown that the phytochemical profile of young L. speciosa leaves differs quite radically from that of old L. speciosa leaves. In addition, these subdividing results according to plant growth should allow future researches to conduct targeted experimental studies and use of particular medical components of interest, examining chemical variation on the inter-developmental levels.