Drug Res (Stuttg) 2018; 68(05): 296-300
DOI: 10.1055/s-0043-120663
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

Microwave Mediated Synthesis and Analytical Method Development for the Estimation of Novel 1,4-Dihydropyridines in Bulk by RP-HPLC

Anupreet Kaur
1   University Institute of Engineering & Technology, Panjab University, Chandigarh, India
,
Jaspreet Kaur
1   University Institute of Engineering & Technology, Panjab University, Chandigarh, India
,
Ranju Bansal
2   University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh, India
› Author Affiliations
Further Information

Publication History

Publication Date:
03 November 2017 (online)

Abstract

The present work describes a rapid and green microwave mediated method for the synthesis and a simple and precise isocratic reverse phase HPLC method for the estimation of the biologically significant dihydropyridines. The conventional synthesis of these dihydropyridines has been previously reported from our lab. The analysis of a standard solution (1 mg/ml) was accomplished on a symmetry (4.6 mm I.D x 250 mm) C-18 column using mobile phase acetonitrile:water:triethylamine (TEA) (70:30:0.1 v/v/v) at a flow rate of 0.7 ml/min. Detection was monitored at 354 nm. The retention time for all the compounds was accomplished as less than 10 min. The compounds showed the linear response over the concentration range 10–100 µg/ml. The study is aimed to develop a rapid method for the quantification of these potent molecules. Various parameters like linearity (10–100 µg/ml), USP tailing and plate count were found to be satisfactory. The investigated parameters were studied with the freshly prepared solutions.

Supporting Information

 
  • References

  • 1 Wang AL, Iadecola C, Wang G. New generations of dihydropyridines for treatment of hypertension. J Geriatr Cardiol 2017; 14: 67-72
  • 2 Jarari N, Rao N, Peela JR. et al. A review on prescribing patterns of antihypertensive drugs. Clin Hypertens 2015; 22: 7 Im Internet http://www.clinicalhypertension.com/content/22/1/7
  • 3 Ioan P, Carosati E, Micucci M. et al. 1,4-Dihydropyridine scaffold in medicinal chemistry, the story so far and perspectives (part 1): Action in ion channels and GPCRs. Curr Med Chem 2011; 18: 4901-4922
  • 4 Mancia G, Fagard R, Narkiewicz K. et al. 2013; Practice guidelines for the management of arterial hypertension of the European Society of Hypertension (ESH) and the European Society of Cardiology (ESC). J Hypertens 2013; 31: 1925-1938 Im Internet http://content.wkhealth.com/linkback/openurl?sid=WKPTLP:landingpage&an=00004872-201310000-00002
  • 5 Verdecchia P, Reboldi G, Angeli F. et al. Angiotensin-Converting enzyme inhibitors and calcium channel blockers for coronary heart disease and stroke prevention. Hypertension 2005; 46: 386-392 Im Internet http://hyper.ahajournals.org/cgi/doi/10.1161/01.HYP.0000174591.42889.a2
  • 6 Shaldam MA, Elhamamsy MH, Esmat EA. et al. 1,4-Dihydropyridine calcium channel blockers: Homology modeling of the receptor and assessment of structure activity relationship. ISRN Med Chem 2014; 2014: 1-14 Im Internet http://www.hindawi.com/journals/isrn/2014/203518/
  • 7 Khedkar S, Auti P. 1, 4-Dihydropyridines : A class of pharmacologically important molecules. Mini Rev Org Chem 2014; 14: 282-290
  • 8 Haller H. Effective management of hypertension with dihydropyridine calcium channel blocker-based combination therapy in patients at high cardiovascular risk. Int J Clin Pract 2008; 62: 781-790
  • 9 Wang J-G, Kario K, Lau T. et al. Use of dihydropyridine calcium channel blockers in the management of hypertension in Eastern Asians: A scientific statement from the Asian Pacific Heart Association. Hypertens Res 2011; 34: 423-430 Im Internet http://www.nature.com/doifinder/10.1038/hr.2010.259
  • 10 Mori H, Ukai H, Yamamoto H. et al. Current status of antihypertensive prescription and associated blood pressure control in Japan. Hypertens Res 2006; 29: 143-151
  • 11 Pattan SR, Rasal VP, Venkatramana NV. et al. Synthesis and evaluation of some 1, 4- dihydropyridine and their derivatives as antihypertensive agents. Indian J Chem Sect B 2007; 46: 698-701
  • 12 Akbari JD, Tala SD, Dhaduk MF. et al. Molecular iodine catalyzed one-pot synthesis of some new Hantzsch 1,4- dihydropyridines at ambient temperature. Arkivoc 2008; 12: 126-135
  • 13 Kumar A, Maurya RA. Organocatalysed three-component domino synthesis of 1,4-dihydropyridines under solvent free conditions. Tetrahedron 2008; 64: 3477-3482
  • 14 Jain P, Narang G, Jindal DP. et al. Synthesis of a new series of 4-aryl-1,4-dihydropyridines with calcium channel blocking and vasodilatory activity. Pharmazie 2006; 61: 400-405
  • 15 Singh L, Ishar MPS, Elango M. et al. Synthesis of unsymmetrical substituted 1, 4-Dihydropyridines through thermal and microwave assisted [ 4+2 ] cycloadditions of 1-Azadienes and allenic esters. 2008; 1: 2224-2233
  • 16 Bandyopadhyay D, Maldonado S, Banik BK. A microwave-assisted Bismuth nitrate-catalyzed unique route toward 1,4-dihydropyridines. Molecules 2012; 17: 2643-2662
  • 17 Bagley MC. One-step synthesis of pyridines and dihydropyridines in a continuous flow microwave reactor. Sp2 2014; 24-26
  • 18 Christiaens S, Vantyghem X, Radoiu M. et al. Batch and continuous flow preparation of hantzsch 1,4-dihydropyridines under microwave heating and simultaneous real- Time monitoring by raman spectroscopy. An exploratory study. Molecules 2014; 19: 9986-9998
  • 19 Pawar HA, Yadav A. Development and application of RP-HPLC method for dissolution study of oral formulations containing amlodipine besylate. Indian J Chem Technol 2016; 23: 210-215
  • 20 Hassan SA, Elzanfaly ES, El-Zeany SBA. et al. Development and validation of HPLC and CE methods for simultaneous determination of amlodipine and atorvastatin in the presence of their acidic degradation products in tablets. Acta Pharm 2016; 66: 479-490
  • 21 Patel J, Patel M. RP-HPLC method development and validation for the simultaneous estimation of ramipril and amlodipine besylate in capsule dosage form. J Chem Pharm Res 2014; 6: 725-733 Im Internet https://www.scopus.com/inward/record.uri?eid=2-s2.0-84924709904&partnerID=40&md5=85d0f6bb892601b4cc95dabcbc08c711
  • 22 Setti A, Takhelmayum PD, Sarikonda S. et al. Molecular interaction studies of felodipine and voltage gated L-type calcium channel. 2014; 24: 15-20
  • 23 Shang X, Ma S, Li Z. Development and Validation of a RP-HPLC Method for Determination of Nimodipine in Sustained Release Tablets. 2013; 2013:
  • 24 Baranda AB, Jiménez RM. AR Simultaneous determination of five 1,4-dihydropyridines in pharmaceutical formulations by high-performance liquid chromatography-amperometric detection. J Chromatogr A 2004; 1031: 275-280
  • 25 Baranda AB, Etxebarria N, Jimenez RM. et al. Improvement of the chromatographic separation of several 1,4-dihydropyridines calcium channel antagonist drugs by experimental design. J Chromatogr Sci 2005; 43: 505-512 Im Internet http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citation&list_uids=16438789%5Cn http://chromsci.oxfordjournals.org/content/43/10/505.full.pdf
  • 26 Rahman N, Najmul S, Azmi H. New spectrophotometric methods for the determination of nifedipine in pharmaceutical formulations. Acta Biochim Pol 2005; 52: 915-922
  • 27 Wankhede SB, Raka KC, Wadkar SB. et al. Spectrophotometric and HPLC methods for simultaneous estimation of amlodipine besilate, losartan potassium and hydrochlorothiazide in tablets. Indian J Pharm Sci 2010; 72: 136-140
  • 28 Tabrizi AB. A new spectrofluorimetric method for determination of nifedipine in pharmaceutical formulations. Chem Analityczna 2007; 52: 635-643
  • 29 Özaltin N, Yardimci C. IS Determination of nifedipine in human plasma by square wave adsorptive stripping voltammetry. J Pharm Biomed Anal 2002; 30: 573-582
  • 30 Chatki PK, Hotha KK, Kolagatla PRR. et al. LC-MS/MS determination and pharmacokinetic study of lacidipine in human plasma. Biomed Chromatogr 2013; 27: 838-845
  • 31 Tiwari RN, Shah N, Bhalani V. et al. LC, MSn and LC-MS/MS studies for the characterization of degradation products of amlodipine. J Pharm Anal 2015; 5: 33-42 Im Internet http://dx.doi.org/10.1016/j.jpha.2014.07.005