Anti-proliferative and antibacterial in vitro evaluation of the polyurethane nanostructures incorporating pentacyclic triterpenes

References

• Bishayee A, Shamima A, Brankov N, Perloff M. 2011. Triterpenoids as potential agents for the chemoprevention and therapy of breast cancer. Front Biosci. 16:980–996.
   PubMed Web of Science ®Google Scholar
• Bouchemal K, Briançon S, Perrier E, Fessi H, Bonnet I, Zydowicz N. 2004. Synthesis and characterization of polyurethane and poly(ether urethane) nanocapsules using a new technique of interfacial polycondensation combined to spontaneous emulsification. Int J Pharm. 269:89–100.
   PubMed Web of Science ®Google Scholar
• Chakravarti B, Ranjani M, Siddiqui JA, Bid HK, Rajendran SM, Yadav PP, Konwar R. 2012. In vitro anti-breast cancer activity of ethanolic extract of Wrightia tomentosa: role of pro-apoptotic effects of oleanolic acid and urosolic acid. J Ethnopharmacol. 142:72–79.
   PubMed Web of Science ®Google Scholar
• Chen G-Q, Yao Z-W, Zheng W-P, Chen L, Duan H, Shen Y. 2010. Combined antitumor effect of ursolic acid and 5-fluorouracil on human esophageal carcinoma cell Eca-109 in vitro. Chin J Cancer Res. 22:62–67.
   Web of Science ®Google Scholar
• Chen M, Zhong Z, Tan W, Wan S, Wang Y. 2011. Recent advances in nanoparticle formulation of oleanolic acid. Chin Med. 6:20.
   PubMed Web of Science ®Google Scholar
• Dehelean CA, Soica C, Peev C, Ciurlea S, Feflea S, Kasa P. 2011. A pharmaco-toxicological evaluation of betulinic acid mixed with hydroxipropilgamma cyclodextrin on in vitro and in vivo models. Farmacia. 59:51–59.
   Web of Science ®Google Scholar
• Dehelean CA, Feflea S, Molnar J, Zupko I, Soica C. 2012. Betulin as an antitumor agent tested in vitro on A431, HeLa and MCF7, and as an angiogenic Inhibitor in vivo in the CAM Assay. Nat Prod Commun. 7:981–985.
   PubMed Web of Science ®Google Scholar
• Fontanay S, Grare M, Mayer J, Finance C, Duval RE. 2008. Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes. J Ethnopharmacol. 2008 120:272–276.
   Google Scholar
• Feng H, Chen W, Zhao Y, Ju X-L. 2009. Anti-tumor activity of oleanolic, ursolic and glycyrrhetinic acid. Open Nat Prod J. 2:48–52.
   Google Scholar
• Gao D, Tang S, Tong Q. 2012. Oleanolic acid liposomes with polyethylene glycol modification: promising antitumor drug delivery. Int J Nanomedicine. 7:3517–3526.
   PubMed Web of Science ®Google Scholar
• Gayathri R, Kalpana Deepa Prida D, Gunassekaran G, Dhanapal S. 2010. Protective role of ursolic acid in DEN induced oxidative stress mediated hapatocellular carcinoma a focus on thiol status. Int J Pharm Pharm Sci. 2:140–146.
   Google Scholar
• George CV, Kumar NDR, Suresh PK, Kumar RA. 2012. Apoptosis-induced cell death due to oleanolic acid in HaCaT keratinocyte cells-a proof-of-principle approach for chemopreventive drug development. Asian Pac J Cancer Prev. 13:2015–2020.
   PubMedGoogle Scholar
• Horiuchi K, Shiota S, Hatano T, Yoshida T, Juroda T, Tsuchiya T. 2007. Antimicrobial activity of oleanolic acid from Salvia officinalis and related compounds on vancomycin-resistant enterococci (VRE). Biol Pharm Bull. 30:1147–1149.
   PubMed Web of Science ®Google Scholar
• Hsu H-F, Houng J-Y, Chang C-L, Wu CC, Chang FR, Wu YC. 2005. Antioxidant activity, and DNA information of Glossogyne tenuifolia. J Agric Food Chem. 3:6117–6125.
   Web of Science ®Google Scholar
• Kim S-G, Kim MJ, Jin D, Soon-Nang P, Cho E, Freire MO, Jang S-J, Park Y-J, Kook J-K. 2012. Antimicrobial effect of ursolic acid and oleanolic acid against methicillin-resistant Staphylococcus aureus. Kor J Microbiol. 48:212–215.
   Google Scholar
• Kurek A, Nadkowska P, Pliszka S, Wolska KI. 2012. Modulation of antibiotic resistance in bacterial pathogens by oleanolic acid and ursolic acid. Phytomedicine. 19:515–519.
   PubMed Web of Science ®Google Scholar
• Lopes S, Novais M, Teixeira C, Honorato-Sampaio K, Pereira MT, Ferreira LAM, Braga FC, Oliveira MC. 2013. Preparation, physiochemical characterization, and cell viability evaluation of long-circulating and pH-sensitive liposomes containing ursolic acid. BioMed Res Int. 2013:Article ID 467147. DOI: 10.1155/2013/467147.
   Web of Science ®Google Scholar
• Liu L, Wang X. 2007. Improved dissolution of oleanolic acid with ternary solid dispersions. AAPS PharmSciTech. 8:267–271.
   Web of Science ®Google Scholar
• Liu J. 1995. Pharmacology of oleanolic acid and ursolic acid. J Ethnopharmacol. 49:57–68.
   PubMed Web of Science ®Google Scholar
• Mosmann T. 1983. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods. 65:55–63.
   PubMed Web of Science ®Google Scholar
• Mokoka TA, McGaw LJ, Mdee LK, Bagla VP, Iwalewa EO, Eloff N. 2013. Antimicrobial activity and cytotoxicity of triterpenes isolated from leaves of Maytenus undata (Celastraceae). BMC Complement Altern Med. 13:111. DOI: 10.1186/1472-6882-13-111.
   PubMed Web of Science ®Google Scholar
• do Nascimento P, Lemos T, Bizerra A, Arriaga AMC, Ferreira DA, Santiago GMP, Braz-Filho R, Costa JGM. 2013. Antibacterial and antioxidant activities of ursolic acid and derivatives. Molecules. 19:1317–1327.
   Web of Science ®Google Scholar
• Prasad S, Yadav VR, Sung B, Reuter S, Kannappan R, Deorukhkar A, Diagaradjane P, Wei C, Baladandayuthapani V, Krishnan S, et al. 2012. Ursolic acid inhibits growth and metastasis of human colorectal cancer in an orthotopic nude mouse model by targeting multiple cell signaling pathways: chemosensitization with capecitabine. Clin Cancer Res. 18:4942–4953.
   PubMed Web of Science ®Google Scholar
• Rosen H, Abribat T. 2005. The rise and rise of drug delivery. Nat Rev Drug Discov. 4:381–385.
   PubMed Web of Science ®Google Scholar
• Shai LJ, McGaw LJ, Aderogba MA, Mdee LK, Eloff JN. 2008. Four pentacyclic triterpenoids with antifungal and antibacterial activity from Curtisia dentata (Burm. f) C.A. Sm. leaves. J Ethnopharmacol. 119:238–244.
   PubMed Web of Science ®Google Scholar
• Shan J, Xuan Y, Ruan S, Sun M. 2011. Proliferation-inhibiting and apoptosis-inducing effects of ursolic acid and oleanolic acid on multi-drug resistance cancer cells in vitro. Chin J Integr Med. 17:607–611.
   PubMed Web of Science ®Google Scholar
• Soica C, Dehelean C, Danciu C, Wang HM, Wenz G, Ambrus R, Bojin F, Anghel M. 2012. Betulin complex in γ-cyclodextrin derivatives: properties and antineoplasic activities in in vitro and in vivo tumor models. Int J Mol Sci. 13:14992–15011.
   PubMed Web of Science ®Google Scholar
• Soica C, Oprean C, Borcan F, Danciu C, Trandafirescu C, Coricovac D, Crainiceanu Z, Dehelean CA, Munteanu M. 2014. The synergistic biologic activity of oleanolic and ursolic acids in complex with hydroxypropyl-γ-cyclodextrin. Molecules. 19:4924–4940.
   PubMed Web of Science ®Google Scholar
• Soica C, Danciu C, Savoiu-Balint G, Borcan F, Ambrus R, Zupko I, Bojin F, Coricovac D, Ciurlea S, Avram S, et al. 2014. Betulinic acid in complex with a gamma-cyclodextrin derivative decreases proliferation and in vivo tumor development of non-metastatic and metastatic B164A5 cells. Int J Mol Sci. 15:8235–8255.
   PubMed Web of Science ®Google Scholar
• Sun H, Fang W, Wang W, Hu C. 2006. Structure-activity relationships of oleanane- and ursanetype triterpenoids. Botanical Studies. 47:339–368.
   Web of Science ®Google Scholar
• Trandafirescu C, Gheorgheosu D, Borcan F, Oprean C, Ionescu D. 2014. Preliminary evaluation of the synergistic activity of lupeol and betulin. UV Radiation and Skin Pathology, Workshop Timişoara. 18. ISBN 978-606-8456-32-4.
   Google Scholar
• Wang J, Ren T, Xi T. 2012. Ursolic acid induces apoptosis by suppressing the expression of FoxM1 in MCF-7 human breast cancer cells. Med Oncol. 29:10–15.
   PubMed Web of Science ®Google Scholar
• Workman P. 2001. New drug targets for genomic cancer therapy: successes, limitations, opportunities and future challenges. Curr Cancer Drug Targets. 1:33–47.
   PubMed Web of Science ®Google Scholar
• Yim EK, Lee MJ, Lee KH, Um SJ, Park JS. 2006. Antiproliferative and antiviral mechanisms of ursolic acid and dexamethasone in cervical carcinoma cell lines. Int J Gynecol Cancer. 16:2023–2031.
   PubMed Web of Science ®Google Scholar
• Zhang P, Li H, Chen D, Ni J, Kang Y, Wang S. 2007. Oleanolic acid induces apoptosis in human leukemia cells through caspase activation and poly(adp-ribose) polymerase cleavage. Acta Biochim Biophys Sin (Shanghai). 39:803–809.
   PubMed Web of Science ®Google Scholar
• Zhang H, Li X, Ding J. 2013. Delivery of ursolic acid (UA) in polymeric nanoparticles effectively promotes the apoptosis of gastric cancer cells through enhanced inhibition of cyclooxygenase 2 (COX-2). Int J Pharm. 441:261–268.
   PubMed Web of Science ®Google Scholar