Cucurbitane triterpenoids from Momordica charantia and their cytoprotective activity in tert-butyl hydroperoxide-induced hepatotoxicity of HepG2 cells.


:Two novel pentanorcucurbitane triterpenes, 22-hydroxy-23,24,25,26,27-pentanorcucurbit-5-en-3-one (1) and 3,7-dioxo-23,24,25,26,27-pentanorcucurbit-5-en-22-oic acid (2) together with a new trinorcucurbitane triterpene, 25,26,27-trinorcucurbit-5-ene-3,7,23-trione (3) were isolated from the methyl alcohol extract of the stems of Momordica charantia. The structures of the new compounds were elucidated by spectroscopic methods. Compounds 2 and 3 showed potent cytoprotective activity in tert-butyl hydroperoxide (t-BHP)-induced hepatotoxicity of HepG2 cells.


Chen CR,Liao YW,Wang L,Kuo YH,Liu HJ,Shih WL,Cheng HL,Chang CI




Has Abstract


2010-12-01 00:00:00














  • Mechanistic study of electrochemical oxidation of 2,5-dihydroxybenzoic acid and 3,4-dihydroxybenzaldehyde in the presence of 3-hydroxy-1H-phenalene-1-one.

    abstract::The mechanism of the electrochemical oxidation of 2,5-dihydroxybenzoic acid and 3,4-dihydroxybenzaldehyde in the presence of 3-hydroxy-1H-phenalene-1-one as a nucleophile has been studied in water/acetonitrile (80/20 v/v) solution using cyclic voltammetry and controlled-potential coulometry methods. The results indica...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Nematollahi D,Amani A

    更新日期:2008-04-01 00:00:00

  • New cardenolides from the seeds of Adonis aestivalis.

    abstract::Chemical investigation of the seeds of Adonis aestivalis has led to the isolation of a new cardenolide (3β,5α,14β,17β-tetrahydroxycard-20,22-enolide) (1), two new glycosides (2, 3) of 1, and a new strophanthidin hexaglycoside (4), together with a known compound, strophanthidin 3-O-β-D-glucopyranoside (5). The structur...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Kubo S,Kuroda M,Matsuo Y,Masatani D,Sakagami H,Mimaki Y

    更新日期:2012-01-01 00:00:00

  • Biotransformation of chrysin and apigenin by Cunninghamella elegans.

    abstract::Biotransformation of chrysin by Cunninghamella elegans NRRL 1392 produced apigenin, apigenin 7-sulfate, apigenin 7,4'-disulfate, and a new metabolite identified as chrysin 7-sulfate. On the other hand, fermentation of apigenin, using the same microorganism, yielded apigenin 7-sulfate and apigenin 7,4'-disulfate. The s...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Ibrahim AR

    更新日期:2005-06-01 00:00:00

  • Tyrosine formation from phenylalanine by ultraviolet irradiation.

    abstract::When phenylalanine was irradiated at ultraviolet (UV) light, p-tyrosine, m-tyrosine and o-tyrosine were identified as hydroxylated products. From p-tyrosine and m-tyrosine, the formation of L-3,4-dihydroxyphenylalanine (DOPA) was observed. The hydroxylation of phenylalanine was prevented by radical scavengers, e.g., c...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Ishimitsu S,Fujimoto S,Ohara A

    更新日期:1990-05-01 00:00:00

  • Cytotoxic bisnor- and norditerpene dilactones having 7alpha,8alpha-epoxy-9,11-enolide substructure from Podocarpus macrophyllus D. DON.

    abstract::Fourteen new bisnor- and norditerpene dilactones, makilactones E-R, having a 7alpha : 8alpha-epoxy-9,11-enolide substructure, were isolated from a methanolic extract of the root and the bark of Podocarpus macrophyllus D. DON (Podocarpaceae) with thirteen known bisnor- and norditerpenoids, and the structures of those n...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Sato K,Inaba Y,Park HS,Akiyama T,Koyama T,Fukaya H,Aoyagi Y,Takeya K

    更新日期:2009-07-01 00:00:00

  • 2-Acyl-3-carboxyl-tetrahydroisoquinoline Derivatives: Mixed-Type PTP1B Inhibitors without PPARγ Activation.

    abstract::A novel series of 2-acyl-3-carboxyl-tetrahydroisoquinoline derivatives were synthesized and biologically evaluated. Among them, (S)-2-{(E)-3-furan-2-ylacryloyl}-7-[(2E,4E)-5-(2,4,6-trifluorophenyl)penta-2,4-dienyloxy]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (compound 17u) was identified as a potent protein ty...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Morishita K,Shoji Y,Fukui M,Ito Y,Kitao T,Ozawa SI,Hirono S,Shirahase H

    更新日期:2018-01-01 00:00:00

  • Preparation and biological activity of 24-epi-26,26,26,27,27,27-hexafluoro- 1 alpha,25-dihydroxyvitamin D2.

    abstract::A new fluorinated analog of vitamin D2, 24-epi-26,26,26,27,27,27-hexafluoro- 1 alpha,25-dihydroxyvitamin D2, was efficiently synthesized starting from (R)-4-isopropyl-3-propionyl-2- oxazolidinone with high stereochemical control. In all four physiological test systems, the fluorinate vitamin D2 analog was found to be ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Iseki K,Oishi S,Namba H,Taguchi T,Kobayashi Y

    更新日期:1995-11-01 00:00:00

  • A novel bufadienolide, marinosin, in the skin of the giant toad, Bufo marinus.

    abstract::We have identified a novel cardiac steroid, 11,19-epoxy-19-methoxytelocinobufagin, named marinosin (1), in the skin of the toad, Bufo marinus (L.) Schneider. The treatment of compound 1 with 50% CH3CN containing 0.1% trifluoroacetic acid yielded a 11 alpha-hydroxyhellebrigenin (2), which has not previously been isolat...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Matsukawa M,Akizawa T,Ohigashi M,Morris JF,Butler VP Jr,Yoshioka M

    更新日期:1997-02-01 00:00:00

  • Nitric oxide (NO) production inhibitory constituents of Tabebuia avellanedae from Brazil.

    abstract::From the water extract of Brazilian Tabebuia avellanedae, two new iridoids (1, 2) and a new phenylethanoid glycoside (3) have been isolated together with twelve known compounds (4-15). Their structures were determined based on the spectroscopic data. The isolated compounds inhibited nitric oxide (NO) production in lip...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Awale S,Kawakami T,Tezuka Y,Ueda JY,Tanaka K,Kadota S

    更新日期:2005-06-01 00:00:00

  • Novel acyl-CoA: cholesterol acyltransferase inhibitor: indoline-based sulfamide derivatives with low lipophilicity and protein binding ratio.

    abstract::To find a novel acyl-CoA: cholesterol acyltransferase inhibitor, a series of sulfamide derivatives were synthesized and evaluated. Compound 1d, in which carboxymethyl moiety at the 5-position of Pactimibe was replaced by a sulfamoylamino group, showed 150-fold more potent anti-foam cell formation activity (IC(50): 0.0...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Takahashi K,Ohta M,Shoji Y,Kasai M,Kunishiro K,Miike T,Kanda M,Shirahase H

    更新日期:2010-08-01 00:00:00

  • Structural Optimization of Ghrelin Receptor Inverse Agonists to Improve Lipophilicity and Avoid Mechanism-Based CYP3A4 Inactivation.

    abstract::Structural optimization of 2-aminonicotinamide derivatives as ghrelin receptor inverse agonists is reported. So as to avoid mechanism-based inactivation (MBI) of CYP3A4, 1,3-benzodioxol ring of the lead compound was modified. Improvement of the main activity and lipophilicity was achieved simultaneously, leading to co...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Takahashi B,Funami H,Shibata M,Maruoka H,Koyama M,Kanki S,Muto T

    更新日期:2015-01-01 00:00:00

  • Studies on cardiotonic agents. II. Synthesis of novel phthalazine and 1,2,3-benzotriazine derivatives.

    abstract::A series of phthalazine and 1,2,3-benzotriazine derivatives which have heterocyclylpiperidino groups was synthesized and tested for cardiotonic activity in anesthetized dogs. Several 6,7-dimethoxyphthalazine derivatives showed relatively potent cardiotonic activity comparable to that of amrinone. ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Nomoto Y,Obase H,Takai H,Teranishi M,Nakamura J,Kubo K

    更新日期:1990-08-01 00:00:00

  • Ability of Food/Drink to Reduce the Bitterness Intensity of Topiramate as Determined by Taste Sensor Analysis.

    abstract::The purpose of this study was to determine which foods and/or drinks are capable of reducing the bitterness of topiramate when consumed together with the medicine. The inhibitory effects of foods/drinks (yoghurt and nine other foods/drinks) on the bitterness of topiramate (5 mg/mL) were evaluated with a taste sensor u...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Haraguchi T,Uchida T,Hazekawa M,Yoshida M,Nakashima M,Sanda H,Hase T,Tomoda Y

    更新日期:2016-01-01 00:00:00

  • Screening and Characterization of Hydrate Forms of T-3256336, a Novel Inhibitor of Apoptosis (IAP) Protein Antagonist.

    abstract::Different crystal packing of hydrates from anhydrate crystals leads to different physical properties, such as solubility and stability. Investigation of the potential of varied hydrate formation, and understanding the stability in an anhydrous/hydrate system, are crucial to prevent an undesired transition during the m...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Takeuchi S,Kojima T,Hashimoto K,Saito B,Sumi H,Ishikawa T,Ikeda Y

    更新日期:2015-01-01 00:00:00

  • Preparation of optically active threo-2-amino-3-hydroxy-3-phenylpropanoic acid (threo-beta-phenylserine) via optical resolution.

    abstract::To obtain optically active threo-2-amino-3-hydroxy-3-phenylpropanoic acid (1), (2RS,3SR)-2-benzoylamino-3-hydroxy-3-phenylpropanoic acid [(2RS,3SR)-2] was first optically resolved using (1S,2S)- and (1R,2R)-2-amino-1-(4-nitrophenyl)-1,3-propanediol as the resolving agents to afford (2R,3S)- and (2S,3R)-2 in yields of ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Shiraiwa T,Saijoh R,Suzuki M,Yoshida K,Nishimura S,Nagasawa H

    更新日期:2003-12-01 00:00:00

  • 1,4:3,6-Dianhydrohexitol nitrate derivatives. II. Synthesis and antianginal activity of aryl- or arylcarbonylpiperazine derivatives.

    abstract::A series of 5-(4-aryl- or 4-arylcarbonylpiperazin-1-yl)-5-deoxy-1,4: 3,6-dianhydro-L-iditol 2-nitrates was prepared in order to obtain orally active, nitrate-type vasodilators with reduced side effects. Our drug design was based on a small reduction in the lipophilicity compared to that of 5-deoxy-5-[4-(3-phenylthiopr...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Hayashi H,Ikeda J,Kubo K,Moriyama T,Karasawa A,Suzuki F

    更新日期:1993-06-01 00:00:00

  • Studies on the number of contacts between ibuprofen and ethenzamide using thermal analysis.

    abstract::We studied a method of estimating the number of contacts in a solid dosage form using thermal analysis. Ibuprofen (IB) and Ethenzamide (ET) were used as model actives. IB and ET were granulated and sieved with each other. We prepared mixtures of IB and ET using different diameter granules. The number of contacts betwe...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Aoki S,Mizutani T,Danjo K

    更新日期:2000-01-01 00:00:00

  • Lipid peroxidation of the erythrocyte membrane caused by stimulated polymorphonuclear leukocytes in the presence of ferritin.

    abstract::Lipid peroxidation of erythrocyte membrane was caused by phorbol myristate acetate (PMA)-stimulated polymorphonuclear leukocytes (PMN) in the presence of ferritin. PMN themselves were not peroxidized. A lag period was observed before the start of the peroxidation reaction. In contrast, ferritin iron was continuously r...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Miura T,Ogiso T

    更新日期:1991-06-01 00:00:00

  • Novel bile acids from bear bile powder and bile of geese.

    abstract::Two new bile acids, tauroselocholic acid (1) and tauroansocholic acid (2), a new natural bile acid, cygnocholic acid (3) were respectively isolated from bear bile powder Selenaretos thibetanus CUVIER and bile of geese Anser anser domesticus, together with seven known compounds. By spectrum analysis of MS, 1D and 2D NM...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Bi D,Chai XY,Song YL,Lei Y,Tu PF

    更新日期:2009-05-01 00:00:00

  • Synthesis and biological activity of 5'-aminobenzoxazinorifamycin derivatives.

    abstract::Benzoxazinorifamycin reacted with various secondary amines to yield various 5'-substituted aminobenzoxazinorifamycin derivatives. The derivatives exhibited potent activities against gram-positive bacteria and mycobacteria. The antimicrobial activities of these compounds against Mycobacterium tuberculosis and Mycobacte...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Yamane T,Hashizume T,Yamashita K,Hosoe K,Hidaka T,Watanabe K,Kawaharada H,Kudoh S

    更新日期:1992-10-01 00:00:00

  • Studies on antibacterial agents. III. Synthesis and antibacterial activities of substituted 1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic acids.

    abstract::A series of substituted 4-oxoquinoline-3-carboxylic acids having a methyl group at the 8-position was prepared and tested for their antibacterial activity. 7-(trans-3-Amino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-1,4-dihydro-6- fluoro-8-methyl-4-oxoquinoline-3-carboxylic acid (21) exhibited highly potent antibacterial ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Miyamoto H,Ueda H,Otsuka T,Aki S,Tamaoka H,Tominaga M,Nakagawa K

    更新日期:1990-09-01 00:00:00

  • Design, Synthesis, and Biological Evaluation of Beauveriolide Analogues Bearing Photoreactive Amino Acids.

    abstract::Beauveriolides I and III, which are naturally occurring cyclodepsipeptides, have been reported to bind to sterol O-acyltransferase (SOAT), inhibiting its ability to synthesize cholesteryl esters. To facilitate an analysis of the binding site(s) of these compounds, we designed beauveriolide analogues 1a-d wherein the L...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Masuda Y,Aoyama K,Yoshida M,Kobayashi K,Ohshiro T,Tomoda H,Doi T

    更新日期:2016-07-01 00:00:00

  • Platinum and palladium complexes containing ethylenediamine derivatives as carrier ligands and their antitumor activity.

    abstract::We prepared new antitumor active platinum complexes containing N,N'-bis(2-chloroethyl)ethylenediamine (ClEn) as an alkylating carrier ligand in order to obtain increased antitumor effects. Some of the platinum complexes synthesized showed enhanced antitumor activity. However, palladium(II) complexes containing ClEn we...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Lee K,Tashiro T,Noji M

    更新日期:1994-03-01 00:00:00

  • Four new cycloartane glycosides from Thalictrum fortunei.

    abstract::Four new cycloartane glycosides were isolated from the aerial parts of Thalictrum fortunei (Ranunculaceae). The chemical structures of these new glycosides were elucidated as 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-glucopyranoside, 3-O-beta-D-glucop...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Zhang XT,Zhang LH,Ye WC,Zhang XL,Yin ZQ,Zhao SX,Yao XS

    更新日期:2006-01-01 00:00:00

  • Pharmacokinetics of [6]-gingerol after intravenous administration in rats with acute renal or hepatic failure.

    abstract::The pharmacokinetics of [6]-gingerol were investigated in rats with acute renal failure induced by bilateral nephrectomy, or those with acute hepatic failure induced by a single oral administration of carbon tetrachloride (CCl4), to clarify the contribution of the kidney and liver to the elimination process of [6]-gin...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Naora K,Ding G,Hayashibara M,Katagiri Y,Kano Y,Iwamoto K

    更新日期:1992-05-01 00:00:00

  • Two new cycloartane glycosides from the underground parts of Aquilegia vulgaris.

    abstract::Two new cycloartane glycosides, named aquilegiosides K and L, have been isolated from the dried underground parts of Aquilegia vulgaris. Their structures were determined by two dimensional (2D) NMR spectroscopic analysis and chemical evidence. ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Yoshimitsu H,Nishida M,Nohara T

    更新日期:2008-11-01 00:00:00

  • Selective allylic hydroxylation of octahydronaphthalene derivatives with a bridgehead double bond using electrochemical method with iron picolinate complexes.

    abstract::The combination of electrolysis and the Fe(III)(PA)3/O2/CH3CN system was investigated for allylic hydroxylation of octahydronaphthalene derivatives. Substrates with a bridgehead double bond gave the allylic alcohol with alpha-preference, while non-bridgehead olefin did not react smoothly. This system is a useful tool ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Okamoto I,Funaki W,Nobuchika S,Sawamura M,Kotani E,Takeya T

    更新日期:2005-02-01 00:00:00

  • Studies on dissolution tests for soft gelatin capsules. IV. Dissolution test of nifedipine soft gelatin capsule containing water soluble vehicles by the rotating dialysis cell method.

    abstract::The dissolution of oval soft gelatin capsules containing 5 mg of nifedipine dissolved in a water soluble vehicle was evaluated by the rotating dialysis cell (RDC) method and the paddle (PD) method as described in the Japanese Pharmacopoiea (JP) XI. The dissolution pattern of nifedipine obtained by the PD method was li...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Takahashi M,Mochizuki M,Itoh T,Ohta M

    更新日期:1994-02-01 00:00:00

  • Dissociation of DNA from histone by reaction of anti-cancer drug cis-diamminedichloroplatinum(II) with DNA-histone complexes used as cellular model.

    abstract::Although both cis-diamminedichloroplatinum(II) (cisplatin or cis-DDP) and trans-diamminedichloroplatinum(II) bind to DNA, only cis-DDP is widely used as a chemotherapeutic agent; the stereoisomer trans-DDP is inactive. DNA, generally, is wound around the histone core in the nucleus of living cells and forms the nucleo...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Koyama Y,Kikuchi S,Nakagawa S,Kobayashi S

    更新日期:2007-04-01 00:00:00

  • Synthesis of an immunologically active fragment analog of prothymosin alpha with enhanced enzymatic stability.

    abstract::A fragment analog, [D-Arg30]prothymosin alpha fragment 1-30, containing D-arginine in place of arginine residue at position 30 was synthesized by the liquid phase procedure and studied for immunological effect on the impaired blastogenic response of T-lymphocytes isolated from uremic patients after treatment of human ...

    journal_title:Chemical & pharmaceutical bulletin

    pub_type: 杂志文章


    authors: Abiko T,Sekino H

    更新日期:1991-03-01 00:00:00