Pregnane, coumarin and lupane derivatives and cytotoxic constituents from Helicteres angustifolia

Chen, Wenliang; Tang, Weidong; Lou, Liguang; Zhao, Weimin

doi:10.1016/j.phytochem.2006.03.005

Cited by 40 publications

(30 citation statements)

References 20 publications

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“…In previous studies, several flavonoids and triterpenoids have been isolated from H. angustifolia root (Chen et al 1994(Chen et al 2006, and some of them have been proven to have antidiabetic activity. In this study, the total flavonoid content in the ethanol extract of H. angustifolia root was also determined which is much higher than those of mulberry leaves exhibiting antidiabetic activity (Wanyo et al 2011).…”

Section: Discussionmentioning

confidence: 99%

“…It has also been reported to possess antihepatic fibrosis activity (Huang et al 2012) and antiviral activity (Huang et al 2013). Different classes of phytochemical constituents have been isolated from the root of H. angustifolia (Chen et al 1994(Chen et al 2006, e.g. triterpenoids (betulinic acid, oleanolic acid, helicteric acid, and methyl heliceate), flavonoids (kaempferol 3-O-b-D-glucopyranoside, 5,8-dihydroxy-7,4 0 -dimethoxyflavone, takakin 8-O-b-Dglucuronide 6 00 -methyl ester and takakin 8-O-b-Dglucuronide 2 00 -sodium sulfate), phenolic acids (rosmarinic acid), quinines (mansonone E, F, H, and H methyl ester), lignans (lariciresinol, lirioresinol-B and (+)-pinoresinol), and cucurbitacins (cucurbitacin D and J).…”

Section: Introductionmentioning

confidence: 99%

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Antidiabetic activity of Helicteres angustifolia root

Cheng

Zhang

2016

Pharmaceutical Biology

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ContextThe root of Helicteres angustifolia L. (Sterculiaceae) has been used as folk herbal drug to treat cancer, bacterial infections, inflammatory, and flu in China. However, there is no report on its antidiabetic activity. Objective This study evaluates the antidiabetic activity of ethanol extract from H. angustifolia root. Materials and methods The promoting effect of H. angustifolia root ethanol extract (25, 50, and 100 mg/mL) on glucose uptake was evaluated using HepG2 cell, differentiated C2C12 myotubes, and differentiated 3T3-L1 adipocytes. The antidiabetic activity of the extract was assessed in vivo using STZ-induced diabetic rats by orally administration of the extract (200 and 400 mg/kg b.w.) once per day for 28 d. Blood glucose, TG, TC, TP, HDL-C, UA, BUN, AST, ALT, insulin, and HOMA-IR were analyzed. Results The results showed that the extract increased glucose uptake in C2C12 myotubes and 3T3-L1 adipocytes with an IC 50 value of 79.95 and 135.96 mg/mL, respectively. And about 12%, 19%, and 10% (p 5 0.05) in HepG2 cells when compared with the control at the concentration of 25, 50, and 100 mg/mL, respectively. After 28 days' treatment with the extract, significant reduction was observed in blood glucose, HOMA-IR, TC, TG, UA, BUN, AST, and ALT levels, while the levels of TP and HDL cholesterol increased. Discussion and conclusion These results suggest that H. angustifolia root ethanol extract possess potent antidiabetic activity, which is the first report on antidiabetic activity of this plant.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antidiabetic activity of Helicteres angustifolia root

Cheng

Zhang

2016

Pharmaceutical Biology

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“…The MeOH extract [14] and cucurbitacin derivatives [15] of the root of this plant were found to have potent cytotoxic activities. To date, phytochemical studies of this plant have led to the isolation of sesquiterpenoid quinones [16], flavonoid glycosides [17], triterpenoids [18] [19], cucurbitacins [20], pregnane, coumarin, and lupane derivatives [15].…”

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confidence: 99%

Cytotoxic Triterpenoids from the Root Bark of Helicteres angustifolia

Pan¹,

Chen²,

Lee³

et al. 2008

Chemistry & Biodiversity

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Three new triterpenoids, 3beta-acetoxy-27-[(E)-cinnamoyloxy]lup-20(29)-en-28-oic acid methyl ester (1), 3beta-acetoxy-27-[(4-hydroxybenzoyl)oxy]lup-20(29)-en-28-oic acid (2), and 3beta-acetoxy-27-[(4-hydroxybenzoyl)oxy]olean-12-en-28-oic acid methyl ester (3), together with nine known triterpenoids, 4-12, were isolated from the root bark of Helicteres angustifolia. The structures of these compounds were established on the basis of spectroscopic methods including 2D-NMR experiments. All twelve compounds were tested for their cytotoxic activities against human colorectal cancer (COLO 205), human hepatoma (Hep G2), and human gastric cancer (AGS) cell lines in vitro. Among them, compounds 2, 3, 3beta-O-[(E)-coumaroyl]betulinic acid (6), and pyracrenic acid (7) showed significant cytotoxic activities against human cancer cells COLO 205 and AGS.

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“…The methanol extract 3) and cucurbitacin derivatives 4) of the roots of this plant were found to have potent cytotoxic activities. To date, phytochemical studies of this plant have described the isolation of triterpenoids, 5) pregnane, coumarin and lupane derivatives.…”

mentioning

confidence: 99%

“…To date, phytochemical studies of this plant have described the isolation of triterpenoids, 5) pregnane, coumarin and lupane derivatives. 4) Our previous studies on the constituents of this plant have led to the isolation of sesquiterpenoid quinones, 6) flavonoid glycosides.…”

mentioning

confidence: 99%

Cucurbitacin B 2-Sulfate and Cucurbitacin Glucosides from the Root Bark of Helicteres angustifolia

Chen

Lee

Chen

2006

CHEMICAL & PHARMACEUTICAL BULLETIN

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A new sulfated cucurbitacin, cucurbitacin B 2-sulfate (1) and a new cucurbitacin glucoside, cucurbitacin G 2-O-b b-D-glucopyranoside (2) together with two known cucurbitacin glucosides, arvenin I and arvenin III were isolated from the root bark of Helicteres angustifolia. The structures of these compounds were established on the basis of spectroscopic and chemical evidence. These four compounds taste of strong bitterness. Compound 1 is a first sulfated cucurbitacin found in plants.

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Pregnane, coumarin and lupane derivatives and cytotoxic constituents from Helicteres angustifolia

Cited by 40 publications

References 20 publications

Antidiabetic activity of Helicteres angustifolia root

Antidiabetic activity of Helicteres angustifolia root

Cytotoxic Triterpenoids from the Root Bark of Helicteres angustifolia

Cucurbitacin B 2-Sulfate and Cucurbitacin Glucosides from the Root Bark of Helicteres angustifolia

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