Evaluation of chemo-diversity in major Piper species for three piperamides using validated RP-HPLC method
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India boasts rich biodiversity of plants belongs to Piperaceae. These plants are store-house of biologically active alkaloids, generally termed as piperamides. Among piperamides, piperine, piperlongumine and piperlonguminine plays an effective role in pharmaceutical applications. The present study was aimed at developing and validating a simple reverse phase high performance liquid chromatography method to analyze chemo-diversity of these three piperamides in Pipernigrum L., Piper longum L., Piper thomsonii Hook, Piper sarmentosum Roxb. and Piper chaba Trel. & Yunck. The separation was achieved on a RP-C18 column with water (0.1% Acetic acid) and methanol as mobile phase with detection wavelength of 338 nm. The compounds were identified using authentic standards. The developed method was validated as per ICH guidelines for linearity, accuracy, precision, limit of detection and limit of quantification. The method was successfully applied in quantification of these piperamides in berries of five different Piper species. Among them, piperlongumine was detected only in P. longum and P. sarmentosum. Piperlonguminine and piperine was higher in P. chaba and P. nigrum. In conclusion, the method developed could be used for chemo-diversity analysis of different Piper spp to select alternate Piper species for pharmacological preparations based on the composition of its bio-active compounds.
KeywordsAlkaloids RP-HPLC ICH Piperaceae
The authors are grateful to Centre for Agricultural Bioinformatics (CABin) scheme of ICAR for funding the work.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no conflict of interest.
- Beltran LR, Dawid C, Beltran M, Levermann J, Titt S, Thomas S, Purschel V, Satalik M, Gisselmann G, Hofmann T, Hatt H (2017) The effect of pungent and tingling compounds from Piper nigrum L. on background K+ currents. Front Pharmacol 8:408. https://doi.org/10.3389/fphar.2017.00408 CrossRefGoogle Scholar
- Bharadwaj U, Eckols TK, Kolosov M, Kasembeli MM, Adam A, Torres D, Zhang X, Dobrolecki LE, Wei W, Lewis MT, Dave B, Chang JC, Landis MD, Creighton CJ, Mancini MA, Tweardy DJ (2015) Drug-repositioning screening identified piperlongumine as a direct STAT3 inhibitor with potent activity against breast cancer. Oncogene 34(11):1341–1353. https://doi.org/10.1038/onc.2014.72 CrossRefPubMedGoogle Scholar
- Fontenele JB, Leal LK, Silveira ER, Felix FH, Bezerra Felipe CF, Viana GS (2009) Antiplatelet effects of piplartine, an alkamide isolated from Piper tuberculatum: possible involvement of cyclooxygenase blockade and antioxidant activity. J Pharm Pharmacol 61(4):511–515. https://doi.org/10.1211/jpp/61.04.0014 CrossRefPubMedGoogle Scholar
- ICH Harmonised Tripartite Guideline. Guidnace on analytical method validation. https://www.ich.org/fileadmin/Public-Web-site/ICH_Products/Guidelines/Quality/Q2_R1/Step4/Q2_R1_Guideline.pdf. Accessed 10 Sept 2018
- Kotteswari M, Rao MRK, Kumar S, Prabhu K, Sundaram RL, Dinakar S (2018) GC MS analysis of one ayurvedic preparation ‘Aswagandharishtam’. Biomed Pharmacol J. https://doi.org/10.13005/bpj/1467
- Liu H, Luo R, Chen X, Ba Y, Zheng L, Guo W, Wu X (2015) Identification and simultaneous quantification of five alkaloids in Piper longum L. by HPLC-ESI-MSn and UFLC-ESI-MS/MS and their application to Piper nigrum L. Food Chem 177:191196. https://doi.org/10.1016/j.foodchem.2015.01.033 CrossRefGoogle Scholar
- Makhov P, Golovine K, Teper E, Kutikoy A, Mehrazin R, Corcoran A, Tulin A, Uzzo RG, Kolenko VM (2014) Piperlongumine promotes autophagy via inhibition of Akt/mTOR signalling and mediates cancer cell death. Br J Cancer 110(4):899–907. https://doi.org/10.1038/bjc.2013.810 CrossRefPubMedPubMedCentralGoogle Scholar
- Matsuda H, Ninomiya K, Morikawa T, Yasuda D, Yamaguchi I, Yoshikawa M (2008) Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-α-induced cell death in mouse hepatocytes. Bioorg Med Chem Lett 18:2038–2042. https://doi.org/10.1016/j.bmcl.2008.01.101 CrossRefPubMedGoogle Scholar
- Rajopadhye AA, Namjoshi PT, Upadhye SA (2012) Rapid validated HPTLC method for estimation of piperine and piperlongumine in root of Piper longum extract and its commercial formulation. Brazilian Journal of Pharmacognosy 22(6):1355–1361. https://doi.org/10.1590/S0102-695X2012005000113 CrossRefGoogle Scholar
- Ravindran PN, Nirmal Babu K, Sasikumar B, Krishnamurthy KS (2000) Botany and Crop Improvement of Black Pepper. In: Ravindran PN (ed) Black Pepper Piper nigrum, 1st edn. Hardwood, Amsterdam, pp 23–143Google Scholar
- Wu S, Sun C, Pei S, Lu Y, Pan Y (2004) Preparative isolation and purification of amides from the fruits of Piper longum L by upright counter-current chromatography and reversed-phase liquid chromatography. J Chromatogr A 1040(2):193–204. https://doi.org/10.1016/j.chroma.2004.03.056 CrossRefPubMedGoogle Scholar