48 results match your criteria -beta-d-glycopyranoside


Hyphenation of supercritical fluid chromatography with different detection methods for identification and quantification of liamocin biosurfactants.

J Chromatogr A 2020 Sep 24;1631:461584. Epub 2020 Sep 24.

Institute of Inorganic and Analytical Chemistry, University of Münster, D-48149 Münster, Germany. Electronic address:

Liamocins are a class of biosurfactants with growing interest. However, methods for identification and quantification of liamocins on the molecular level are lagging behind. Therefore, we developed a chromatographic separation based on supercritical fluid chromatography (SFC) for liamocins and structurally related exophilins. Read More

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September 2020

ADMET Evaluation of Natural DPP-IV Inhibitors for Rational Drug Design against Diabetes.

Curr Drug Metab 2020 ;21(10):768-777

Institutes for Systems Genetics, Frontiers Science Center for Disease-Related Molecular Network, West China Hospital, Sichuan University, Xinchuan Road 2222, Chengdu, Sichuan, China.

Background: As a metabolic and lifestyle disorder, diabetes mellitus poses a prodigious health risk. Out of the many key targets, DPP-IV is one of the very imperative therapeutic targets for the treatment of diabetic patients.

Methods: In our current study, we have done the in silico simulations of ADME-T properties for naturally originated potent DPP-IV inhibitors like quinovic acid, stigmasterol, quinovic acid-3-beta-D-glycopyranoside, zygophyloside E, and lupeol. Read More

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January 2020

New approach in the characterization of bioactive compounds isolated from Calycotome spinosa (L.) Link leaves by the use of negative electrospray ionization LITMS, LC-ESI-MS/MS, as well as NMR analysis.

Bioorg Chem 2020 03 23;96:103535. Epub 2019 Dec 23.

Laboratoire de Mycologie, de Biotechnologie et de l'Activité Microbienne (LaMyBAM), Département de Biologie Appliquée, Université des Frères Mentouri, Constantine1, BP, 325 Route de Aïn El Bey, Constantine 25017, Algeria.

Two novel compounds were isolated for the first time from Calycotome spinosa (L.) Link, an alkaloid 5-Hydroxy-1H-indole (4) and a cyclitol D-pinitol (5), together with the three well-known flavonoids; Chrysin-7-O-(β-D-glucopyranoside) (1), Chrysin-7-O-β-D-(6″-acetyl)glycopyranoside (2) and Apigenin-7-O-β-D-glycopyranoside (3). The chemical structures of the isolated compounds were elucidated by spectroscopic data and mass spectrometric analyses; including a fresh approach 1D-NMR, 2D-NMR with LC-ESI-MS/MS. Read More

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The Phytochemical and Biological Investigation of Root Native to the Kingdom of Saudi Arabia.

Molecules 2018 Jul 28;23(8). Epub 2018 Jul 28.

Department of Pharmacognosy, Faculty of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia.

Extensive phytochemical analysis of different root fractions of Courb. (Euphorbiaceae) has resulted in the isolation and identification of 22 secondary metabolites. 6-hydroxy-8-methoxycoumarin-7--β-d-glycopyranoside () and 2-hydroxymethyl -methyltryptamine () were isolated and identified as new compounds along with the known diterpenoid (, , , and ), triterpenoid ( and ), flavonoid (, , , , and ), coumarinolignan (⁻), coumarin (), pyrimidine (), indole (, ), and tyramine-derived molecules (⁻). Read More

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Protective effect of bioactive compounds from against cisplatin-induced oxidative stress and apoptosis in the PC12 cell line.

Iran J Basic Med Sci 2017 Apr;20(4):438-445

Pharmaceutical Sciences Research Center, School of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah, Iran.

Objectives: The present study aims to evaluate the protective effect of the compounds isolated from () against oxidative stress and apoptosis induced by cisplatin (CIS) in PC12 cells.

Materials And Methods: Six compounds were isolated as quercetrin-3---D-glucopyranoside (QUE), osthol (OST), verbenone-5---D-glycopyranoside (VER), Isoimperatorin (ISO), kaempferol-3---D-glucopyranoside (KAM), and echinophorin B (ECH). For this study, we used MTT reduction assay for detection of protective effects of isolated compounds on CIS-induced cytotoxicity in PC12 cells. Read More

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New polyacetylenes from Echinophora cinerea (Boiss.) Hedge et Lamond.

Nat Prod Res 2017 Oct 10;31(19):2256-2263. Epub 2017 Mar 10.

d Biotechnology Research Center, School of Pharmacy , Mashhad University of Medical Sciences , Mashhad , Iran.

Echinophora cinerea aerial parts are used in folk medicine to cure gastric diseases and as a food seasoning in cheese and yogurt. Besides several pharmacological effects have been assigned to Echinophora spp., there is no phytochemical investigation on this genus other than our previous publication on flavonoids. Read More

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October 2017

1HNMR-Based Discriminatory Analysis of Eurycoma longifolia from Different Locations and Establishing a Profile for Primary Metabolites Identification and Quassinoids Quantification.

Planta Med 2017 Jan 11;83(1-02):172-182. Epub 2016 Jul 11.

Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Universiti Sains Malaysia, Penang, Malaysia.

Quassinoids, the major secondary metabolites of roots, improve male fertility. Hence, it is crucial to investigate their quantitative level in extracts. A profile was established to identify the primary metabolites and major quassinoids, and quantify quassinoids using external calibration curves. Read More

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January 2017

Naturally-occurring TGR5 agonists modulating glucagon-like peptide-1 biosynthesis and secretion.

Peptides 2016 Apr 25;78:51-8. Epub 2016 Jan 25.

Institute for Global Food Security, School of Biological Sciences, Queens University Belfast, Stranmillis Road, Belfast BT9 5AG, Northern Ireland, UK. Electronic address:

Selective GLP-1 secretagogues represent a novel potential therapy for type 2 diabetes mellitus. This study examined the GLP-1 secretory activity of the ethnomedicinal plant, Fagonia cretica, which is postulated to possess anti-diabetic activity. After extraction and fractionation extracts and purified compounds were tested for GLP-1 and GIP secretory activity in pGIP/neo STC-1 cells. Read More

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Ecdysteroids in Sida tuberculata R.E. Fries (Malvaceae): chemical composition by LC-ESI-MS and selective anti-Candida krusei activity.

Food Chem 2015 Sep 6;182:193-9. Epub 2015 Mar 6.

Programa de Pós-graduação em Bioquímica, Universidade Federal do Pampa, BR 472 Km 585 Prédio Administrativo, CEP 97500-970 Uruguaiana, RS, Brazil; Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Av. Ipiranga 2752, CEP 90610-000 Porto Alegre, RS, Brazil. Electronic address:

Sida tuberculata is found in a region of South America and has traditionally been consumed as an infusion or tea. The chemical composition and antifungal activity of aqueous infusions from leaves and roots were investigated. LC-ESI-MS mass spectra were successfully obtained and used to identify four ecdysteroids: 20-hydroxyecdysone-3-O-β-D-glycopyranoside, 20-hydroxyecdysone, 20-hydroxyecdysone-3-O-β-D-xylose and a hydroxyecdysterone derivative. Read More

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September 2015

Plants Fagonia cretica L. and Hedera nepalensis K. Koch contain natural compounds with potent dipeptidyl peptidase-4 (DPP-4) inhibitory activity.

J Ethnopharmacol 2014 Oct 26;156:26-32. Epub 2014 Aug 26.

Department of Biochemistry, Faculty of Biological Sciences, Quaid-i-Azam University, Islamabad 45320, Pakistan. Electronic address:

Ethnopharmacological Relevance: The two plants investigated here (Fagonia cretica L. and Hedera nepalensis K. Koch) have been previously reported as natural folk medicines for the treatment of diabetes but until now no scientific investigation of potential anti-diabetic effects has been reported. Read More

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October 2014

Proanthocyanidins from Spenceria ramalana and their effects on AGE formation in vitro and hyaloid-retinal vessel dilation in larval zebrafish in vivo.

J Nat Prod 2013 Oct 16;76(10):1881-8. Epub 2013 Oct 16.

KM-Based Herbal Drug Research Group, Herbal Medicine Research Division, Korea Institute of Oriental Medicine , Daejeon 305-811, Republic of Korea.

Three new A-type proanthocyanidins (1-3), ent-epiafzelechin-(2α→O→7,4α→8)-ent-afzelechin 3'-O-β-D-glycopyranoside (1), ent-epiafzelechin-(2α→O→7,4α→8)-ent-epiafzelechin-(2α→O→7,4α→8)-ent-afzelechin (2), and ent-epiafzelechin-(2α→O→7,4α→8)-ent-epicatechin-(2α→O→7,4α→8)-ent-afzelechin (3), and three known compounds (4-6) were isolated from the whole plant of Spenceria ramalana. The structures of the new proanthocyanidins were established by spectroscopic and chemical studies. The inhibitory effects of compounds 1-6 on the formation of advanced glycation end products were examined in vitro. Read More

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October 2013

Design, synthesis, and structure-activity relationships of a series of 4-benzyl-5-isopropyl-1H-pyrazol-3-yl β-D-glycopyranosides substituted with novel hydrophilic groups as highly potent inhibitors of sodium glucose co-transporter 1 (SGLT1).

Bioorg Med Chem 2013 Feb 5;21(3):748-65. Epub 2012 Dec 5.

Central Research Laboratory, Kissei Pharmaceutical Company, 4365-1 Kashiwabara, Hotaka, Azumino, Nagano Prefecture 399-8304, Japan.

Sodium glucose co-transporter 1 (SGLT1) plays a dominant role in the absorption of glucose in the gut and is considered a promising target in the development of therapeutic options for postprandial hyperglycemia. Previously, we reported potent and selective SGLT1 inhibitors 1 and 2 showing efficacy in oral carbohydrate tolerance tests in diabetic rat models. In a pharmacokinetic (PK) study of 2, excessive systemic exposure to metabolites of 2 was observed, presumably due to the high permeability of its aglycone (2a). Read More

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February 2013

[Studies on the chemical constituents of Paris bashanensis].

Zhong Yao Cai 2011 Mar;34(3):389-92

College of Pharmaceutical Sciences, Southwest University, ChongQing 400715, China.

Objective: Study the chemical constituents of the rhizomes of Paris bashanensis to search after the alternative resourc for the Chinese medicinal material Rhizoma Paridis.

Methods: The n-BuOH extracts of P. bashanensis was applied to silica gel column and eluted with EtOAc-EtOH,then the gained fractions were further purified by chromatography on Sephadex LH-20 column and PreRP-HPLC to give pure compounds whose structures were elucidated mainly on the basis of analyzing the spectral data of MS,1H-NMR, 13C-NMR,2D-NMR. Read More

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Brazilian Bidens pilosa Linné yields fraction containing quercetin-derived flavonoid with free radical scavenger activity and hepatoprotective effects.

Libyan J Med 2011 Jan 18;6. Epub 2011 Jan 18.

Departamento de Bioquímica, Universidade Federal de Santa Catarina, Florianópolis, Brazil.

Bidens pilosa is a plant used by Amazonian and Asian folks for some hepatopathies. The hydroethanol crude extract and three fractions were assessed for antioxidant and hepatoprotective effects. Higher levels of scavenger activity on the 1,1-diphenyl-2-picrylhydrazyl radical, inhibition of deoxyribose oxidation and lipid peroxidation in vitro were detected for the ethyl acetate fraction (IC(50)~4. Read More

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January 2011

[Flavone and steroid chemical constituents from rhizome of Paris axialis].

Zhongguo Zhong Yao Za Zhi 2010 Nov;35(22):2994-8

School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.

Objective: To study the chemical constituents from the rhizome of Paris axialis.

Method: The compounds were isolated by column chromatography with silica gel and purified by Sephadex LH-20 column chromatography and preparative RP-HPLC. The structures were identified by means of spectroscopic methods. Read More

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November 2010

Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.

Phytother Res 2010 Nov;24(11):1664-9

Department of Pharmacognosy, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary.

The antiproliferative effects of n-hexane, chloroform and aqueous methanol extracts prepared from the whole plant of Centaurea arenaria M.B. ex Willd. Read More

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November 2010

[Chemical constituents from herbs of Paris verticillata].

Zhongguo Zhong Yao Za Zhi 2009 Jul;34(14):1812-5

School of Pharmaceutical Science and Technolgy, Tianjin University, Tianjin 300072, China.

Objective: To study the chemical constituents in herbs of Paris verticillata.

Method: The compounds were isolated by column chromatography with silica gel and purified by Sephadex LH-20 and RP-HPLC. The structures were identified by means of NMR analysis. Read More

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DOSY NMR applied to analysis of flavonoid glycosides from Bidens sulphurea.

Magn Reson Chem 2009 Dec;47(12):1095-100

Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Avenida dos Bandeirantes 3900, 14040-901 Ribeirão Preto, SP, Brazil.

2D DOSY 1H NMR has proved to be a useful technique in the identification of the molecular skeleton of the four major compounds of ethyl acetate extract of aerial parts of Bidens sulphurea (Asteraceae). The combination of this technique with HPLC, mass spectrometry and other NMR techniques enabled the identification of four flavonoid glycosides: quercetin-3-O-beta-D-galactopyranoside, quercetin-3-O-beta-D-glycopyranoside, quercetin-3-O-alpha-L-arabinofuranoside and quercetin-3-O-beta-D-rhamnopyranoside. Read More

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December 2009

In vitro and in vivo anticancer activity of steroid saponins of Paris polyphylla var. yunnanensis.

Exp Oncol 2009 Mar;31(1):27-32

School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.

Aim: To confirm the anticancer activity of steroid saponins isolated from the rhizome of Paris polyphylla var. yunnanensis and evaluate the structure-activity relationships of these steroid saponins in vitro and in vivo .

Materials And Methods: Eight known steroid saponins were isolated from the rhizome of Paris polyphylla . Read More

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Aryl 4,6-O-arylidene-1-thio-beta-d-glycopyranoside-based new organogelators and their gels.

Carbohydr Res 2008 Oct 14;343(15):2523-9. Epub 2008 Jun 14.

Department of Chemistry, Jadavpur University, Kolkata 700 032, India.

Aryl 4,6-O-arylidene-1-thio-beta-d-glycopyranosides based on glucose and galactose form organogels in benzene, toluene, o- and p-xylene and 1,2,3,4-tetrahydronaphthalene. The gel morphologies of micro and nano dimensions were studied using SEM and TEM. Absorption spectroscopic studies of two organogels in benzene revealed that CH-pi or pi-stacking along with intermolecular H-bonding is responsible for the gel assembly. Read More

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October 2008

Identification and purification of the main components of cellulases from a mutant strain of Trichoderma viride T 100-14.

Bioresour Technol 2008 Oct 10;99(15):6826-33. Epub 2008 Mar 10.

State Key Laboratory of Bioreactor Engineering, National Research Center for Biotechnology (Shanghai), East China University of Science and Technology, Shanghai 200237, PR China.

A new mutant strain of fungus Trichoderma viride T 100-14 was cultivated on 1% microcrystalline cellulose (Avicel) for 120h and the resulting culture filtrate was prepared for protein identification and purification. To identify the predominant catalytic components, cellulases were separated by an adapted two-dimensional electrophoresis technique. The apparent major spots were identified by high performance liquid chromatography electrospray ionization mass (HPLC-ESI-MS). Read More

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October 2008

Flavone glycosides from Calycotome villosa Subsp. Intermedia.

Molecules 2004 Jun 30;9(7):568-73. Epub 2004 Jun 30.

Laboratoire d'Analyses, d'Essais et d'Environnement (L.A.E.E.), Département de Chimie, Faculté des Sciences Dhar Mehraz, Université Sidi Mohamed Ben Abdellah, 30000 Fès, Morocco.

The known flavonoid chrysin-7-O-(beta-D-glycopyranoside) (chrysin glucoside,1) as a major fraction and a new glycoside flavone, chrysin-7-O-beta-D-[(6"-acetyl)glycopyranoside] (2) were isolated from the flowers and leaves of Calycotome Villosa Subsp. Intermedia, They were identified by UV-Vis, 1R, (1)H-, (13)C-NMR and ESI-MS. Read More

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[Anti-tumor constituents from Paris polyphylla var. yunnanensis].

Zhongguo Zhong Yao Za Zhi 2007 Jul;32(14):1425-8

College of Pharmaceuticals and Biotechnology, Tianjin University, Tianjin 300072, China.

Objective: To study the anti-tumor active constituents from the rhizome of Paris polyphylla var. yunnanensis.

Method: The compounds were isolated by column chromatography with silica gel, and purified by Sephadex LH-20 columu chromafography and reverse-phase preparative, HPLC. Read More

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Echiofruzine, a novel naringenin diglycoside from Echiochilon fruticosum growing in Tunisia.

Nat Prod Res 2007 Jul;21(8):686-91

Faculté des Sciences de Monastir, Laboratoire de Chimie des Substances Naturelles et de Synthèse Organique (UR/99/12-26), 5019 Monastir, Tunisia.

The aerial parts of the Tunisian plant Echiochilon fruticosum yielded a novel flavonol diglycoside: naringenin-5-O-beta-D-glycopyranoside-3-O-alpha-L-rhamnopyranoside, named Echiofruzine (1), together with the known compounds vomifoliol-9-O-beta-D-glucopyraroside (2), 1-oxo-alpha-ionyl-9-O-beta-D-glucopyranoside (3) and 1-O-[beta-D-xylopyranosyl(1 --> 6)-beta-D-glucopyranosyl] eugenol (4), described for the first time in the indicated plant. The structures of the four isolated compounds were established on the basis of chemical and spectroscopic evidence. Read More

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Secretion of human glucocerebrosidase from stable transformed insect cells using native signal sequences.

Biochem Cell Biol 2006 Apr;84(2):148-56

Biomedical Research Centre, Department of Biology, University of Victoria, Station CSC, Canada.

The lysosomal hydrolase, glucocerebrosidase (GBA), catalyses the penultimate step in the breakdown of membrane glycosphingolipids. An inherited deficiency of this enzyme activity leads to the onset of Gaucher disease, the most common lysosomal storage disorder. Affected individuals range from adults with hepatosplenomegaly, haematological complications, and bone pain (type 1 disease) to children and neonates with severe neuronopathy leading to neurological degradation and premature death (type 2 and type 3 disease). Read More

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[Study on sterols and triterpenes from the stems of Akebia quinata].

Zhong Yao Cai 2005 Dec;28(12):1060-2

Beijing University of Traditional Chinese Medicine, Bejing.

The ethanol extract from Akebia quinata was seperated by dichloromethane, n-butanol in sequence. Six compounds were isolated and identified as beta-sitosterol (I), delta(5,22) stigmasterol (II), oleanolic acid (III), hederagenin (IV), daucosterol (V), delta(5,22) stigmasterol-3-O-beta-D-glycopyranoside (VI). Compound VI was isolated from Akebia plants for the first time. Read More

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December 2005

Ethyl 2-acetamido-4,6-di-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-beta-D-glycopyranoside as a versatile GlcNAc donor.

Chem Commun (Camb) 2005 Jun 6(24):3044-6. Epub 2005 May 6.

Department of Chemistry, Göteborg University, S-412 96, Göteborg, Sweden.

The title donor, ethyl 2-acetamido-4,6-di-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-beta-D-glycopyranoside, is shown to be an excellent glycosyl donor giving immediate and efficient access to variant GlcNAc-containing oligosaccharides. Read More

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Flavonoid binding to a multi-drug-resistance transporter protein: an STD-NMR study.

Anal Bioanal Chem 2004 Aug 7;379(7-8):1045-9. Epub 2004 Jul 7.

Institute of Biochemistry, Medical Faculty, University of Leipzig, Liebigstrasse 16, 04103 Leipzig, Germany.

Flavonoids are well known to inhibit the function of the multi-drug-resistance (mdr) transporter by interacting with their ATP binding domains. The precise orientation of these molecules inside the ATP binding pocket is still unclear. We applied the saturation transfer difference (STD) NMR technique to investigate the binding of the flavonoid luteolin and its 7-O-beta-D-glycopyranoside to the recombinant nucleotide binding domain (NBD2) of mouse-mdr. Read More

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[Studies on chemical constituents in roots of Polygala tenuifolia].

Zhongguo Zhong Yao Za Zhi 2003 Sep;28(9):828-30

Department of Phytochemistry, China Pharmaceutical University, Nanjing 210009, Jiangsu, China.

Objective: To study the chemical constituents from the roots of Polygala tenuifolia.

Method: Column chromatographic techniques were employed for isolation and purification of chemical constituents of the plant and the structures were elucidated by spectroscopic analysis.

Result: Five chemical constituents were isolated and elucidated as 4-C-beta-glucopyranosyl-1,3,6-trihydroxy-7-methoxyxanthone (1), 4-C-[beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranosyl]-1,3,6- trihydroxy-7-methoxyxanthone (2), presenegenin (3), presenegenin-3-O-beta-D-glycopyranoside (4) and daucosterol (5), respectively. Read More

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September 2003

Sperm membrane protein profiles of fertile and infertile men: identification and characterization of fertility-associated sperm antigen.

Hum Reprod 2004 Feb;19(2):234-42

Division of Immunology, National Institute for Research in Reproductive Health, Indian Council of Medical Research, Mumbai, India.

Background: Male infertility is the major cause of conception failure in about 25% of all infertile couples. Understanding the causes of male infertility depends to a certain extent on the proteins present on the spermatozoa. The study aim was to investigate first, whether there is any difference in the expression of sperm membrane proteins between fertile and infertile males; and second, whether there is any functional significance of these proteins in the spermatozoa. Read More

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February 2004