cas 77-52-1, Ursolic acid | Articles data

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Identification and characterization of human UDP-glucuronosyltransferases responsible for the in?vitro glucuronidation of ursolic acid
This study aims to characterize the glucuronidation kinetics of ursolic acid (UA) in human liver microsomes (HLMs) and intestinal microsomes (HIMs) and identify the main UDP-glucuronosyltransferases (UGTs) involved. In our present study, only one type of UA glucuronide was observed after incubation with HLMs and HIMs respectively and was identified as a UA hydroxyl O-glucuronide. The glucuronidation of UA can be shown in HLMs and HIMs with Km values of 3.29?±?0.16 and 3.74?±?0.22?μM and Vmax values of 0.33?±?0.03 and 0.42?±?0.03?nmol/min/(mg protein). Among the 12 recombinant UGT enzymes investigated, UGT1A3 and UGT1A4 were identified as the major enzymes catalyzing the glucuronidation of UA [Km values of 2.58?±?0.12 and 4.66?±?0.60?μM, Vmax values of 0.72?±?0.01 and 1.00?±?0.06?nmol/min/(mg protein)]. The chemical inhibition study showed that the IC50 for hecogenin inhibition of UA glucuronidation was 51.79?±?4.32?μM in HLMs. And chenodeoxycholic acid inhibited UA glucuronidation in HLMs with an IC50 of 28.26?±?2.91?μM. In addition, UA glucuronidation in a panel of eight HLM was significantly correlated with telmisartan glucuronidation (r2?=?0.7660, p?2?=?0.5866, p??0.01) respectively. These findings collectively indicate that UGT1A3 and UGT1A4 were the main enzymes responsible for the glucuronidation of UA in human.
Gao, Rui,Liu, Mingyi,Chen, Yu,Xia, Chunhua,Zhang, Hong,Xiong, Yuqing,Huang, Shibo
p. 261 - 268
(2016)
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One new flavonoid xyloside and one new natural triterpene rhamnoside from the leaves of Syzygium grande
One new flavonoid glycoside, myricetin 4′-methyl ether 3-O-β-d-xylopyranoside (1) and one new natural triterpene glycoside, grandoside (2) were isolated from a MeOH extract of the leaves of Syzygium grande, together with thirteen known compounds (3-15). The structures of the new compounds were determined through a combination of spectroscopic and chemical analyses. All of the isolated compounds were evaluated for their antifungal, antibacterial, anti-leishmania, DPPH radical-scavenging and cytotoxic activities by means of MTT assay.
Samy, Mamdouh N.,Sugimoto, Sachiko,Matsunami, Katsuyoshi,Otsuka, Hideaki,Kamel, Mohamed S.
p. 86 - 90
(2014/12/10)

Highly efficient and selective deprotection method for prenyl, geranyl, and phytyl ethers and esters using borontrifluoride-etherate
An efficient, simple, and practical method has been developed for the deprotection of prenyl, geranyl, and phytyl ethers and esters of aromatic and aliphatic compounds using borontrifluoride-etherate (BF3· OEt2) at room temperature in good to excellent yields for the first time. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
Narender,Venkateswarlu,Madhur,Reddy, K. Papi
p. 26 - 33
(2012/10/30)

An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers
An efficient, chemoselective, and environment-friendly method for the deprotection of tert-butyldiphenylsilyl ethers mediated by triflic acid supported on silica gel is reported. A wide range of tert-butyldiphenylsilyl ethers derived from carbohydrate and saponin residues can be smoothly cleaved in the presence of various types of other protecting groups in good to excellent yields in acetonitrile. This heterogeneous reaction does not require aqueous workup, and the supported catalyst can be readily recycled.
Yan, Shiqiang,Ding, Ning,Zhang, Wei,Wang, Peng,Li, Yingxia,Li, Ming
experimental part
p. 6 - 20
(2012/07/13)

Chemical constituents, antischistosomal and antioxidant activities of the methanolic extract of Azadirachta indica
THE PRESENT study was performed to evaluate the in vitro schistosomicidal effect of 70% methanolic extract of the leaves of Azadirachta indica and its derived ethyl acetate and n-butanol fractions against adult Schistosoma mansoni worms. Also, antioxidant properties of these extracts were determined. Owing to the high antischistosomal and antioxidant activities of EtOAc and n-BuOH fractions, they were subjected to chromatographic isolation using different chromatographic techniques. Two flavonoid compounds; (1,2) were isolated from EtOAc fraction whereas one flavonoid; (3) quercetin-3-O-a-L-rhamnopyranoside and two bidesmosidic saponins; (4,5) were isolated from the butanolic fraction. Their structures were established using spectroscopic methods. Compounds 1-3 showed high antioxidant activity whereas compounds 4 and 5 were inactive. It is the first time that antischistosomal activity of A.indica and isolation of compounds 2-5 from this plant were carried out.
El-Sayed,Mahmoud,El-Nahas, Hanan A.,El-Toumy,El-Wakil, Eman A.,Ghareeb
p. 99 - 113
(2013/05/22)

Use of tall oil pitch extract and compositions which contain it
Use of the unsaponificable fraction of tall oil pitch in the preparation of a food, cosmetic and/or pharmaceutical composition for the treatment, care and/or prevention of a disease, disorder and/or condition associated with the 5-α-reductase activity.
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(2011/08/03)

Process for preparing high purity corosolic acid and high purity ursolic acid
According to the present invention, there is provided a process for preparing corosolic acid comprising the steps of (1) dissolving crude extract of Japanese loquat leaves in alkali and aqueous alcohol and (2) applying the solution to a nonpolar adsorption resin to obtain corosolic acid.
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Page/Page column 5-6

(2008/12/04)

Submicron-liposome containing triterpenoid and a method for preparing the same
Disclosed herein is submicron-liposome containing highly concentrated triterpenoid prepared by using nontoxic solvent without intense mechanical treatment and a method for preparing the same.
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(2008/06/13)

Submicron-liposome containing triterpenoid and a method for preparing the same
Disclosed herein is submicron-liposome containing highly concentrated triterpenoid prepared by using non-toxic solvent without intense mechanical treatment and a method for preparing the same.
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(2008/06/13)

Retrovirus protease inhibitors
A compound composition and method of treating a retrovirus infection are disclosed. In particular, isolated triterpenes have been shown to have significant inhibitory activity against HIV-1.
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(2008/06/13)

Araliasaponins I-XI, triterpene saponins from the roots of Aralia decaisneana
Seven new oleanane-type and four new ursane-type triterpene saponins, named araliasaponins I-XI were isolated from the roots of Aralia decaisneana, together with four known triterpene saponins. On the basis of the chemical and spectroscopic evidence, the structures of these new saponins were elucidated as follows: 3-O-β-D-xylopyranosyl-(1 → 3)-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 2)]-α-L-arabinopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 2)]-α-L-arabinopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 2)-β-D-glucopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 2)]-β-D-galactopyranosyl oleanolic acid, 3-O-β-D-glucopyranosyl(1 → 3)-[β-D-xylopyranosyl-(1 → 2)]-β-D-galactopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 2)]-β-D-galactopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl(1 → 6)-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 2)-α-L-arabinopyranosyl ursolic acid 28-O-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 2)]-α-L-arabinopyranosyl ursolic acid, 3-O-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl ursolic acid 28- O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester and 3-O-β-D-glucopyranosyl-(1 → 3)-(β-D-xylopyranosyl-(1 → 2)]-β-D-glucopyranosyl ursolic acid 28-O-β-D-glucopyranosyl ester. Copyright
Miyase, Toshio,Shiokawa, Ken-Ichi,Zhang, Dong Ming,Ueno, Akira
p. 1411 - 1418
(2007/10/03)

Biosynthesis of Triterpenes, Ursolic Acid and Oleanolic Acid, from Acetate in Tissue Cultures of Rabdosia japonica Hara
1,2-Hydride shifts in the biosynthesis of ursolic acid (2) and oleanolic acid (6), 20-H from C-19, 19-H from C-18, and 18-H from C-13 in (2) and 19-H from C-18 and 18-H from C-13 in (6), were verified in cultured cells of Rabdosia japonica Hara fed with acetate.
Seo, Shujiro,Uomori, Atsuko,Yoshimura, Yohko,Takeda, Ken'ichi,Sankawa, Ushio,et al.
p. 1141 - 1143
(2007/10/02)

TWO TRITERPENES FROM DAVIDSONIA PRURIENS
Two new triterpenoids, methyl 3-oxo-bauer-7-en-28-oate and 3β-hydroxy-bauer-7-en-28-oic acid, were isolated from the stem bark of Davidsonia pruriens and their structures were established by chemical and spectroscopic means.
Meksuriyen, Duangdeun,Nanayakkara, N. P. Dhammika,Phoebe, Charles H.,Cordell, Geoffrey A.
p. 1685 - 1690
(2007/10/02)

A Simple Method for Hydrolysis of Hindered Esters: Hydrolysis of Methyl Oleanolate, Crategolate, Ursolate & Podocarpate
Lithium and boiling ethylenediamine have been successfully used for the facile hydrolysis of hindered esters such as methyl oleanolate, crategolate, ursolate and podocarpate.
Sengupta, Pasupati,Sen, Manju,Das, Saktipada
p. 721 - 722
(2007/10/02)