A new pancreatic lipase inhibitor isolated from the roots of Actinidia arguta

Published on May 15, 2008in Archives of Pharmacal Research2.934
· DOI :10.1007/S12272-001-1210-9
Dae Sik Jang31
Estimated H-index: 31
,
Ga Young Lee3
Estimated H-index: 3
+ 4 AuthorsJin Sook Kim35
Estimated H-index: 35
Sources
Abstract
A new coumaroyl triterpene, 3-O-trans-p-coumaroyl actinidic acid (1), as well as five known triterpenes, ursolic acid (2), 23-hydroxyursolic acid (3), corosolic acid (4), asiatic acid (5) and betulinic acid (6) were isolated from an EtOAc-soluble extract of the roots of Actinidia arguta. The structure of compound 1 was elucidated from interpretation of the spectroscopic data, particularly by extensive 1D and 2D NMR studies. All the isolates (1–6) were evaluated in vitro for their inhibitory activities on pancreatic lipase (PL). Of the isolates, the new compound 1 possessed the highest inhibitory activity on PL, with an IC50 of 14.95 μM, followed by ursolic acid (2, IC50 = 15.83 μM). The other four triterpenes (3–6) also showed significant PL inhibitory activity, with IC50 values ranging from 20.42 to 76.45 μM.
📖 Papers frequently viewed together
172 Citations
61 Citations
369 Citations
References20
Newest
#1Jong Hoon Kim (Yonsei University)H-Index: 22
#2Hyun Jung Kim (Yonsei University)H-Index: 35
Last. Chul Soo Shin (Yonsei University)H-Index: 23
view all 6 authors...
New derivatives of monascus pigment were produced during Monascus fermentation by the addition of unnatural amino acids, and the inhibitory activities of the derivatives against diet-related lipase and α-glucosidase were tested. Derivatives with penicillamine (h-Pen), cyclohexylalanine (h-Cha), butylglycine (l- t -Bg), and norleucine (h-Nle) showed relatively high inhibitory activities against lipase. The h-Pen derivative exhibited the highest inhibitory activity, with an IC50 (50% inhibition) v...
65 CitationsSource
The prevalence of obesity is increasing at an alarming rate, but, unfortunately, only a few medications are currently on the market. Obesity is primarily regarded as a disorder of lipid metabolism and the enzymes involved in this process could be selectively targeted to develop antiobesity drugs. Recently, newer approaches for the treatment of obesity have involved inhibition of dietary triglyceride absorption via inhibition of pancreatic lipase (PL) as this is the major source of excess calorie...
553 CitationsSource
#1María C. Aguirre (University of Chile)H-Index: 4
#2Carla Delporte (University of Chile)H-Index: 22
Last. Rosa Negrete (University of Chile)H-Index: 14
view all 9 authors...
Abstract Leaf extracts of Ugni molinae Turcz. are used in the Chilean cosmetic industry on the assumption that they have decongestant, regenerative, and anti-aging properties. A bioassay-guided fractionation of this plant material showed that some extracts have potent anti-inflammatory activities. Further fractionation led to the isolation and identification of betulinic acid, a mixture of ursolic and oleanolic acids, and the 2α-hydroxy derivatives alphitolic, asiatic, and corosolic acids. The l...
125 CitationsSource
#1Cristian Ruiz (University of Barcelona)H-Index: 12
#2Serena Falcocchio (University of Barcelona)H-Index: 7
Last. Luciano Saso (Sapienza University of Rome)H-Index: 52
view all 8 authors...
Abstract Lipase inhibitors have generated a great interest because they could help in the prevention or the therapy of lipase-related diseases. Therefore, the aim of the work was to evaluate by HPLC, and using Candida rugosa lipase as model, the inhibitory effect of several saponins: β-aescin, digitonin, glycyrrhizic acid (GA) and Quillaja saponin (QS); flavonoids: 3-hydroxyflavone, 5-hydroxyflavone, (±)-catechin and kaempferol; and alkaloids: aspidospermine, papaverine, physostigmine, pilocarpi...
23 CitationsSource
#1Mi Yeon Chung (Korea Research Institute of Bioscience and Biotechnology)H-Index: 12
#2Mun-Chual RhoH-Index: 14
Last. Youngkook KimH-Index: 11
view all 10 authors...
During the screening for diacylglycerol acyltransferase (DGAT) inhibitors from natural products, the lupane-type triterpenoid betulinic acid was isolated from the methanol extract of Alnus hirsuta. It potently inhibited DGAT in the rat liver microsomes with an IC 50 value of 9.6 μM. Enzyme kinetic studies showed apparent Km and Ki values of 13.3 μM and 8.1 μM using [ 14 C]oleoyl-CoA as a substrate. A decrease in the apparent Vmax was observed with betulinic acid, whereas the apparent Km remained...
31 CitationsSource
#1Bolleddula Jayaprakasam (MSU: Michigan State University)H-Index: 19
#2L. Karl OlsonH-Index: 21
Last. Muraleedharan G. NairH-Index: 78
view all 5 authors...
Much attention has been focused on food that may be beneficial in preventing diet-induced body fat accumulation and possibly reduce the risk of diabetes and heart disease. Cornelian cherries (Cornus mas) are used in the preparation of beverages in Europe and also to treat diabetes-related disorders in Asia. In this study, the most abundant bioactive compounds in C. mas fruits, the anthocyanins and ursolic acid, were purified, and their ability to ameliorate obesity and insulin resistance in C57B...
296 CitationsSource
#1H.W. LimH-Index: 5
#1Hyun Woo LimH-Index: 1
Last. Min Won LeeH-Index: 20
view all 7 authors...
Phytochemical examination of the fruits of Actinidia arguta has led to the isolation three organic acids, one coumarin, and three flavonoids. Structures of these compounds were elucidated as protocatechuic acid (1), caffeic acid (2), caffeoyl-β-D-glucopyranoside (3), esculetin (4), quercetin (5), quercetin 3-O-β-Dgalactopyranoside (6), and quercetin 3-O-α-L-rhamnopyranosyl (1 → 6)-O-β-D-glucopyranoside (7) by comparisons with previously reported spectral data. To investigate the anti-inflammator...
15 Citations
#1Dae-Sik JangH-Index: 6
#2Jong Min KimH-Index: 24
Last. Jin-Sook KimH-Index: 6
view all 5 authors...
Four ursane-type triterpenoids, ursolic acid (1), 23-hydroxyursolic acid (2), corosolic acid (3), and tormentic acid (4), and a phytosterol, , were isolated from an EtOAcsoluble extract of the aerial parts of Potentilla discolor. The structures of 1-4 were identified by spectroscopic methods, particularly by extensive NMR studies. This is the first report on the isolation of compounds 1-4 from this plant.
17 Citations
Fifty-four polyphenols isolated from tea leaves were evaluated for their inhibitory activities against pancreatic lipase, the key enzyme of lipid absorption in the gut. (−)-Epigallocatechin 3-O-gallate (EGCG), which is one of major polyphenols in green tea, showed lipase inhibition with an IC50 of 0.349 μM. Moreover, flavan-3-ol digallate esters, such as (−)-epigallocatechin-3,5-digallate, showed higher activities of inhibition on lipase with an IC50 of 0.098 μM. On the other hand, nonesterified...
369 CitationsSource
#1Masayuki Yoshikawa (Kyoto Pharmaceutical University)H-Index: 89
#1Masayuki Yoshikawa (Kyoto Pharmaceutical University)H-Index: 16
Last. Hisashi Matsuda (Kyoto Pharmaceutical University)H-Index: 24
view all 5 authors...
Salacia (S.) reticulata, a Hippocrateaceae plant distributed in Sri Lankan and Indian forests, has been used as a supplementary food in Japan to prevent obesity and diabetes. We examined the antiobesity effects of the hot water-soluble extract (SRHW) from the roots of S. reticulata using obese rat models and an in vitro study. Body weight (P = 0.07) and periuterine fat storage (P = 0.10) in female Zucker fatty rats (8-9 wk old) tended to be suppressed by oral administration of SRHW (125 mg/kg) f...
197 CitationsSource
Cited By64
Newest
#1Anuj Kumar Borah (Tezpur University)H-Index: 3
#2Pranamika Sharma (Techno India)
Last. Jagat C. BorahH-Index: 12
view all 6 authors...
Abstract null null Ethnopharmacological relevance null Phyto-preparations and phyto-compounds, by their natural origin, easy availability, cost-effectiveness, and fruitful traditional uses based on accumulated experiences, have been extensively explored to mitigate the global burden of obesity. null null null Aim of this review null The review aimed to analyse and critically summarize the prospect of future anti-obesity drug leads from the extant array of phytochemicals for mitigation of obesity...
Source
#1Ashwani Kumar (Guru Jambheshwar University of Science and Technology)H-Index: 14
#1Ashwani Kumar (Guru Jambheshwar University of Science and Technology)H-Index: 29
Last. Shilpi ChauhanH-Index: 7
view all 2 authors...
Human pancreatic lipase (triacylglycerol acyl hydrolase EC3.1.1.3) is the most widely studied member of the human lipase superfamily related to carboxyl esterase. It is secreted from the acinar cell of pancreas and has strong preference for triacylglycerides over cholesterol esters, phospholipids, and galactolipids. Apart from the hydrolysis of triacylglycerides, pancreatic lipase may cause the hydrolysis of retinyl esters in vivo. So, it is very much evidenced that pancreatic lipase with its co...
1 CitationsSource
#1Shizhou Qi (SPU: Shenyang Pharmaceutical University)H-Index: 4
#2Xinxin Zhang (SPU: Shenyang Pharmaceutical University)H-Index: 3
Last. Huiyuan Gao (SPU: Shenyang Pharmaceutical University)H-Index: 12
view all 9 authors...
Abstract Our present and previous phytochemical investigations on Leptopus lolonum have resulted in the isolation of almost 30 phenylpropanoid-conjugated pentacyclic triterpenoids (PCPTs). During the continuous study on PCPTs, this kind of triterpenoid ester is considered as a natural product with low toxicity because of it’s widely distribution in natural plants and edible fruits including kiwi fruit, durian, jujube, pawpaw, apple and pear. In the present work, we report the isolation, structur...
Source
#1Yukiko Matsuo (Tokyo University of Pharmacy and Life Sciences)H-Index: 9
#2Asuka Yamashiro (Tokyo University of Pharmacy and Life Sciences)
Last. Yoshihiro Mimaki (Tokyo University of Pharmacy and Life Sciences)H-Index: 26
view all 7 authors...
Scilla species are used as medicinal plants and contain lanosterol-type triterpene glycosides. The phytochemical investigation of the bulbs of Scilla peruviana led to the isolation of 17 compounds, including three new rearranged pentacyclic-lanosterol glycosides (1-3) and two new homoisoflavanone glycosides (12 and 13). The structures of the undescribed compounds were determined by extensive spectroscopic analyses, including two-dimensional (2D) NMR. Among the triterpene glycosides, 2, 3, and 6 ...
1 CitationsSource
#1Shizhou Qi (SPU: Shenyang Pharmaceutical University)H-Index: 4
#2Ting Liu (SPU: Shenyang Pharmaceutical University)H-Index: 1
Last. Huiyuan Gao (SPU: Shenyang Pharmaceutical University)H-Index: 12
view all 10 authors...
Abstract Most of Euphorbiaceae plants are considered as folk medicinal plants because of their various pharmacological effects. However, there are eight Leptopus genus plants which belong to Euphorbiaceae have never be investigated. Thus, four Leptopus genus plants were collected to study their chemical constituents and pharmacological activities. In the present work, the cytotoxicities of the extracts of four Leptopus genus plants were evaluated before phytochemical experiments. And nine new ph...
1 CitationsSource
#1H. D. Sun (Yanbian University)H-Index: 1
#2Y. Gao (Yanbian University)H-Index: 1
Last. Mei-Lan Lian (Yanbian University)H-Index: 8
view all 7 authors...
The roots of Actinidia arguta (a berry fruit tree) are used in traditional medicine. However, the inconsistent quality of A. arguta roots affects the extract or the drug produced. The adventitious root (AR) culture technology may be used to ameliorate such problem. Therefore, this study induced A. arguta ARs from the roots of in vitro cultured plantlets, and the optimal culture medium was selected using the L9(34) orthogonal design with four factors (i.e., medium strength, nitrogen, phosphate, a...
1 CitationsSource
AbstractMatricaria chamomilla L. contains antioxidant flavonoids that can have their bioactivity enhanced by enzymatic hydrolysis of specific glycosyl groups. This study implements an untargeted me...
6 CitationsSource
#1Yi-hong Lu (CAS: Chinese Academy of Sciences)H-Index: 1
#2Mingcang Chen (CAS: Chinese Academy of Sciences)H-Index: 14
Last. Chenggang Huang (CAS: Chinese Academy of Sciences)H-Index: 24
view all 7 authors...
We selectively oxidized the C-23 hydroxyl group in an asiatic acid (AA) derivative and then, for the first time with AA, modification of the C-23 carboxyl group was conducted to synthesize a series of new AA derivatives. The evaluation of their cytotoxic activities against two human cancer cell lines (SKOV-3 and HCT116) using the MTT assay in vitro revealed a distinctive structure activity relationship (SAR) associated with the intramolecular hydrogen bonding of the amide moiety at C-23. Accordi...
Source
#1Jong Hoon Ahn (CBNU: Chungbuk National University)H-Index: 11
#2Youngki ParkH-Index: 2
Last. Mi Kyeong Lee (CBNU: Chungbuk National University)H-Index: 22
view all 10 authors...
Actinidia arguta, commonly called hardy kiwifruit or kiwiberry, has cold-resistant properties and can be cultivated in Asia, including Korea. Seven new triterpenoids (2-4 and 8-11) along with eight known triterpenoids were isolated from the leaves of A. arguta through various chromatographic techniques. The new triterpenoids were defined as actiniargupenes A-C (2-4), actinidic acid derivatives with phenylpropanoid constituent units, dehydroisoactinidic acid (8), and actiniargupenes D-F (9-11), a...
6 CitationsSource
#1Gustavo Gutiérrez (ICESI University)H-Index: 2
#2Deisy Giraldo-Dávila (Industrial University of Santander)H-Index: 3
Last. Norman Balcázar (UdeA: University of Antioquia)H-Index: 8
view all 10 authors...
Plant extracts from Cecropia genus have been used by Latin-American traditional medicine to treat metabolic disorders and diabetes. Previous reports have shown that roots of Cecropia telenitida that contains serjanic acid are one of the most prominent and representative pentacyclic triterpenes. The study aimed to isolate serjanic acid and evaluate its effect in a prediabetic murine model by oral administration. A semi-pilot scale extraction was established and serjanic acid purification was foll...
1 CitationsSource