Gallic acid–PAMAM and gallic acid–phospholipid conjugates, physicochemical characterization and in vivo evaluation

References

• Agarwal A, Kharb V, Saharan VA. 2014. Process optimization, characterization and evaluation of resveratrol phospholipid complexes using Box–Behnken statistical design. Int Curr Pharm J. 3:301–308.
   Google Scholar
• Akther N, Andrabi K, Nissar A, Ganaie S, Chandan BK, Gupta AP, Khuswant M, Sultana S, Shaw AS. 2014. Hepatoprotective activity of LC–ESI-MS standardized Iris spuria rhizome extract on its main bioactive constituents. Phytomedicine. 21:1202–1207.
   PubMed Web of Science ®Google Scholar
• Aline de Cristo SA, Rubiana MM, Najeh MK. 2016. Nanoencapsulation of gallic acid and evaluation of its cytotoxicity and antioxidant activity. Mater Sci Eng. 60:126–134.
   Google Scholar
• Amparo C, Tiziana F, Roumiana PS, Angel B, Jose G. 2007. Solubility of the natural antioxidant gallic acid in supercritical CO2+ethanol as a cosolvent. J Chem Eng Data. 52:116–121.
   Web of Science ®Google Scholar
• Angelica GC, Kassuya AL, Calixto JB, Petrovick PR. 2013. Anti-inflammatory, antiallodynic effects and quantitative analysis of gallic acid in spray dried powders from Phyllanthus niruri leaves, stems, roots and whole plant.Rev Bras Farmacogn. 23:124–131.
   Google Scholar
• Anisha A, Sunisha K. 2015. Dendrimers: a new generation carrier. Int J Res Dev Pharm Life Sci. 4:1700–1712.
   Google Scholar
• Anna N, Jolanta T. 2016. Comparative effects of selected plant polyphenols, gallic acid and epigallocatechin gallate, on matrix metalloproteinases activity in multidrug resistant MCF7/DOX breast cancer cells. Acta Biochem Bolon. 63:1–5.
   Google Scholar
• Awani KR, Ruchi T, Priyanka M, Pooja Y. 2016. Dendrimers: a potential carrier for targeted drug delivery system. Pharm Biol Eval. 3:275–287.
   Google Scholar
• Banda DTS, Santhoshi K, Kumar VR. 2013. Evaluation of hepatoprotective activity of ethanolic seed extract Cicer arietinum against CCl4 induced hepatotoxicity albino rats. J Biomed Pharm Res. 2:39–43.
   Google Scholar
• Bei G, Hongzhuo L, Yun L, Juanhang Z, Dan Y, Xianglin W, Tianhong Z. 2014. Application of phospholipid complex technique to improve the dissolution and pharmacokinetic of probucol by solvent-evaporation and co-grinding methods. Int J Pharm. 474:50–56.
   PubMedGoogle Scholar
• Charan S, Tara DB, Manjinder SG, Sarasija S. 2014. Novel rifampicin–phospholipid complex for tubercular therapy: synthesis, physicochemical characterization and in-vivo evaluation. Int J Pharm. 460:220–227.
   PubMedGoogle Scholar
• Chia YC, Rajbanshi R, Calhoun C, Chiu RH. 2010. Anti-neoplastic effects of gallic acid, a major component of Toona sinensis leaf extract, on oral squamous carcinoma cells. Molecules. 15:8377–8389.
   PubMed Web of Science ®Google Scholar
• Ciolkowski M, Petersen JF, Ficker M, Janaszewska A, Christensen JB, Klajnert B, Bryszewska M. 2012. Surface modification of PAMAM dendrimer improves its biocompatibility. Nanomedicine. 8:815–817.
   PubMed Web of Science ®Google Scholar
• Daljeet K, Keerti J, Neelesh KM, Prashant K, Narendra KJ. 2016. A review on comparative study of PPI and PAMAM dendrimers. J Nanopart Res. 18:146.
   Web of Science ®Google Scholar
• Davarakonda B, Hill R, Villiers M. 2004. The effect of PAMAM dendrimer generation size and surface functional group on the aqueous solubility of nifedipine. Int J Pharm. 284:133–140.
   PubMedGoogle Scholar
• Devendra S, Mohan S, Maniyari R, Ajay S, Mona S. 2011. Gallic acid–phospholipid complex: drug incorporation and physicochemical characterization. LDDD. 8:284–291.
   Google Scholar
• Fatariah Z, Zulkhairuazha TG, Wan Rosli WI. 2014. Quantitative HPLC analysis of gallic acid in Benincasa hispida prepared with different extraction techniques. Sains Malaysiana. 43:1181–1187.
   Web of Science ®Google Scholar
• Ferruzzi MG, Lobo JK, Janle EM, Cooper B, Simon JE, Wu QL. 2009. Bioavailability of gallic acid and catechins from grape seed polyphenol extract is improved by repeated dosing in rats: implications for treatment in Alzheimer’s disease. J Alzheimers Dis. 18:113–124.
   PubMed Web of Science ®Google Scholar
• Jaspreet S, Keerti J, Neelesh KM, Jain NK. 2016. Dendrimers in anticancer drug delivery: mechanism of interaction of drug and dendrimers. Artif Cells Nanomed Biotechnol. 44:1626–1634.
   PubMed Web of Science ®Google Scholar
• Jaswal A, Shukla S. 2015. Therapeutic efficacy of Nigella sativa Linn. Seed extract against CCl4 induced hepatic injury in wistar rats. Indian J Exp Biol. 53:44–50.
   PubMed Web of Science ®Google Scholar
• Jinjie Z, Qiang P, Sanjun S, Qiang Z, Xun S, Tao G, Zhirong Z. 2011. Preparation, characterization, and in vivo evaluation of a self-nanoemulsifying drug delivery system (SNEDDS) loaded with morin–phospholipid complex. Int J Nanomed. 6:3405–3414.
   PubMed Web of Science ®Google Scholar
• Kamal K, Nilesh G, Bhavna S, Prateek P, Bhavna P. 2013. RP-HPLC method development and validation of gallic acid in polyherbal tablet formulation. J Appl Pharm Sci. 3:037–042.
   Google Scholar
• Kaur M, Velmurugan B, Rajamanickam S, Agarwal R, Agarwal C. 2009. Gallic acid, an active constituent of grape seed extract, exhibits anti-proliferative, pro-apoptotic and anti-tumorigenic effects against prostate carcinoma xenograft growth in nude mice. Pharm Res. 26:2133–2140.
   PubMed Web of Science ®Google Scholar
• Khaled MA, Hassanein AA, Khaled R. 2016. Prophylactic effects of thymoquinone against carbon tetrachloride-induced hepatic damage in Sprague–Dawley rats. J Appl Pharm Sci. 6:167–171.
   Google Scholar
• Kojima C, Kono K, Maryama K, Takagishi T. 2000. Synthesis of polyamidoamine dendrimers having poly(ethylene) glycol grafts and their ability to encapsulate anticancer drugs. Bioconjug Chem. 11:910–917.
   PubMed Web of Science ®Google Scholar
• Krzysztof P, Sebastian K, Danuta S. 2002. Gallic acid, a natural antioxidant, in aqueous and micellar environment: spectroscopic studies. Curr Top Biophys. 26:217–227.
   Google Scholar
• Kuntal M, Kakali M, Venkatesh M, Bishnu PS, Pulok KM. 2009. Exploring the effect of hesperetin–HSPC complex—a novel drug delivery system on the in vitro release, therapeutic efficacy and pharmacokinetics. AAPS Pharm Sci Tech. 10:943.
   PubMed Web of Science ®Google Scholar
• Maiti K, Mukherjee K, Gantait A, Saha BP, Mukherjee PK. 2007. Curcumin–phospholipid complex: preparation, therapeutic evaluation and pharmacokinetic study in rats. Int J Pharm. 330:155–163.
   PubMed Web of Science ®Google Scholar
• Mammela P, Tuomainen A, Savolainen H, Kangas J, Vartiainen T, Lindroos L. 2001. Determination of gallic acid in wood dust as an indicator of oak content. J Environ Monit. 3:509–511.
   PubMedGoogle Scholar
• Manibusan MK, Odin M, Eastmond DA. 2007. Postulated carbon tetrachloride mode of action: a review. J Environ Sci Health C. 25:185–209.
   Web of Science ®Google Scholar
• Mashaghi S, Jadidi T, Koenderink G, Mashaghi A. 2013. Lipid nanotechnology. Int J Mol Sci. 14:4242–4282.
   PubMed Web of Science ®Google Scholar
• Mekky RH, Fayed MR, Contreras MDM, El-Gindi MR, Abdel-Monem AR, Abdel-Sattar E, Segura-Carretero A. 2016. Hepatoprotective effect and chemical assessment of a selected Egyptian Chickpea cultivar. Front Pharm. 7:344.
   PubMed Web of Science ®Google Scholar
• Milhem OM, Myles C, McKeown NB, Attwood D, D’Emanuele A. 2000. Polyamidoamine Starburst dendrimers as solubility enhancers. Int J Pharm. 197:239–242.
   PubMed Web of Science ®Google Scholar
• Mohammed SK, Krishnaraj K. 2014. Phospholipids: a novel adjuvant in herbal drug delivery systems. Crit Rev Ther Drug Carrier Syst. 31:407–428.
   PubMed Web of Science ®Google Scholar
• Moniba S, Muhammad RK, Naseer AS, Sayed AS, Hammad I, Tahira Y, Zartash Z. 2016. Phytochemical, antioxidant and hepatoprotective effects of Alnus nitida bark in carbon tetrachloride challenged Sprague Dawley rats. BMC Complement Alternat Med. 16:268.
   PubMed Web of Science ®Google Scholar
• Nahir D, Luciana F, Mercedes G, Hugo C, Edgardo D, Luis O, Marisa S. 2014. Evaluation of different PAMAM dendrimers as molecular vehicle of 1,2,4-triazine N-oxide derivative with potential antitumor activity. J Incl Phenom Macrocycl Chem. 79:65–73.
   Web of Science ®Google Scholar
• Naskar S, Mazumder UK, Pramanik G, Gupta M, Kumar RS, Bala A, Islam A. 2011. Evaluation of antihyperglycemic activity of Cocos nucifera Linn. On streptozotocin induced type 2 diabetic rats. J Ethnopharmacol. 138:769–773.
   PubMed Web of Science ®Google Scholar
• Ouyan L, Ma L, Jiang B, Li Y, He D, Guo L. 2016. Synthesis of novel dendrimers having aspartate grafts and their ability to enhance the aqueous solubility of model drugs. Eur J Med Chem. 45:2705–2711.
   Google Scholar
• Parag K, Ekta M, Rangaramanujam MK, Sujatha K, Mary L. 2003. Drug complexation, in vitro release and cellular entry of dendrimers and hyperbranched polymers. Int J Pharm. 259:143–160.
   PubMedGoogle Scholar
• Parajapati SK, Maurya SD, Das MK, Tilak VK, Verma KK, Dhakar RC. 2016. Dendrimers in drug delivery, diagnosis and therapy: basics and potential applications. J Drug Deliv Ther. 6:67–92.
   Google Scholar
• Sang DY, Kim MS, Lee JC. 2003. Recrystallization of sulfathiazole and chlorpropamide using the supercritical fluid antisolvent process. J Supercritic Fluids. 25:143–154.
   Google Scholar
• Sauvik B, Milan A, Bishnu PS, Pulok KM. 2013. The gallic acid–phospholipid complex improved the antioxidant potential of gallic acid by enhancing its bioavailability. AAPS Pharm Sci Tech. 14:9991–9998.
   Web of Science ®Google Scholar
• Semalty A, Semalty M, Rawat BS, Singh D, Rawat MSM. 2009. Pharmacosomes: the lipid-based new drug delivery system. Expert Opin Drug Deliv. 6:599–612.
   PubMed Web of Science ®Google Scholar
• Shahrzad S, Aoyagi K, Winter A, Koyama A, Bitsch I, Shana RD, Serene ML, Rachel NK, Amin AN, Shi J, et al. 1998. Evidence of hepatocyte apoptosis in rat liver after the administration of carbon tetrachloride. Am J Pathol. 153:515–525.
   PubMed Web of Science ®Google Scholar
• Shana RD, Serene MLL, Rachel NK, Amin AN, Kusum KK, Carol AC, Benita LM. 2009. Carbon tetrachloride-induced liver damage in asialoglycoprotein receptor-deficient mice. Biochem Pharmacol. 77:1283–1290.
   PubMed Web of Science ®Google Scholar
• Snehamayee M, Rajat KK, Sunit KS. 2016. Goodness of fit model dependent approaches of controlled release matrix tablets of zidovudine. Indian J Pharm Educ Res. 50:138–145.
   Web of Science ®Google Scholar
• Sunil KJ, Charan S, Chander PD, Sarasija S. 2014. Development of tamoxifen–phospholipid complex: novel approach for improving solubility and bioavailability. Int J Pharm. 473:1–9.
   PubMedGoogle Scholar
• Thnaian A, Ibrahim A, Sabry M. 2013. Biochemical and histopathological study in rats intoxicated with carbontetrachloride and treated with camel milk. Springer Plus. 2:1–7.
   PubMed Web of Science ®Google Scholar
• Wanvimol P, Garry RB, Suwabun C. 2008. Chitosan conjugated with deoxycholic acid and gallic acid: a novel biopolymer-based additive antioxidant for polyethylene. J Appl Polym Sci. 109:38–46.
   Web of Science ®Google Scholar
• Weber LW, Boll M, Stampf A. 2003. Hepatotoxicity and mechanism of action of haloalkanes: carbon tetrachloride as a toxicological model. Crit Rev Toxicol. 33:105–136.
   PubMed Web of Science ®Google Scholar
• Wunjuntuk K, Kettawan A, Charoenkiatkul S, Rungruang T. 2016. Parboiled germinated brown rice protects against CCl4-induced oxidative stress and liver injury in rats. J Med Food. 19:15–23.
   PubMed Web of Science ®Google Scholar
• Yachi R, Igarashi O, Kiyose C. 2010. Protective effects of vitamin E analogs against carbon tetrachloride-induced fatty liver in rats. J Clin Biochem Nutr. 47:148.
   PubMed Web of Science ®Google Scholar
• Yasuda T, Inaba A, Ohmori M, Endo T, Kubo S, Ohsawa K. 2000. Urinary metabolites of gallic acid in rats and their radical-scavenging effects on 1,1-diphenyl-2-picrylhydrazyl radical. J Nat Prod. 63:1444–1446.
   PubMed Web of Science ®Google Scholar
• Yeh RD, Chen JC, Lai TY, Yang JS, Yu CS, Chiang JH, Lu CC, Yang ST, Yu CC, Chang SJ, et al. 2011. Gallic acid induces G0/G1 phase arrest and apoptosis in human leukemia HL-60 cells through inhibiting cyclin D and E, and activating mitochondria-dependent pathway. Anticancer Res. 31:2821–2832.
   PubMed Web of Science ®Google Scholar
• Yiyun C, Tongwen X. 2005. Dendrimers as potential drug carriers. Part I. Solubilization of non-steroidal anti-inflammatory drugs in the presence of polyamidoamine dendrimers. Eur J Med Chem. 40:1188–1192.
   PubMed Web of Science ®Google Scholar
• Yumnam PD, Addepally U, Mangamoori LN. 2014. Anticancer activity of gallic acid on cancer cell lines, Hct15 and MDA MB 231, impact. Int J Res Appl Nat Soc Sci. 2:269–272.
   Google Scholar
• Yunus KE, Mishra MK, Kannan S, Kannan RM. 2010. Drug release characteristics of PAMAM dendrimer–drug conjugates with different linkers. Int J Pharm. 384:189–194.
   PubMedGoogle Scholar
• Zafar R, Ali SM. 1998. Anti-hepatotoxic effects of root and root callus extracts of Cichorium intybus L. J Ethnopharmacol. 63:227–231.
   PubMed Web of Science ®Google Scholar