Original Article A Validated RP-HPLC Method for Quantification of Gallic Acid as marker in Different Extracts of Symplocos racemosa (Roxb)
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1 Available online at International Journal of Chromatographic Science Universal Research Publications. All rights reserved Original Article A Validated RP-HPLC Method for Quantification of Gallic Acid as marker in Different Extracts of Symplocos racemosa (Roxb) Name of contributors Nagore Dheeraj H 1. *- M. Pharm (JJT University, Jhunjhunu, Rajasthan, India) Kuber Vinod V 2. PhD (Analytical Department, Tulip Lab Pvt. Ltd, Pune) Patil Pankaj S 2. M. Pharm (Analytical Department, Tulip Lab Pvt. Ltd, Pune) Sagulale Amol D 2. M. Pharm (Analytical Department, Tulip Lab Pvt. Ltd, Pune) Deshmukh Tushar A 3. PhD (Pharmacognosy Department, College of Pharmacy Faizpur, Jalgaon) ID nagoredheeraj@gmail.com Conflicting Interest - There is no Conflicting Interest in this manuscript. Received 21 September 2012; accepted 08 October 2012 Abstract Applications of modern analytical techniques are important for the quality evaluation and standardization of Herbal extracts. Symplocos racemosa (Roxb), an important medicinal plant with wide medicinal properties, is frequently used in various traditional herbal preparations. Gallic acid, major bioactive tannin was selected as chemical marker of S. racemosa (Roxb), and RP- HPLC method was developed for the quantification of Gallic acid using Inertsil C8-4 (250 x 4.6) mm, 5u column. The detection was carried out at wavelength 280 nm. The Gallic acid was satisfactorily resolved with Retention time (R t ) value about 8.5 minutes. The linear regression analysis data for the calibration plots showed good linear relationship with r 2 = The % RSD values for system precision, method precision and intermediate precision was found to 0.26 %, 0.31 % and 0.59 % respectively. According to the International Conference on Harmonization (ICH) guidelines, the method was validated in terms of its Linearity, specificity, recovery, precision, robustness and solution stability by following standard protocols. Statistical analysis of the data showed that the method is reproducible and selective for the determination of Gallic acid. The method was able to identify and quantify Gallic acid from complex mixtures of phytochemicals containing S. racemosa Universal Research Publications. All rights reserved Keywords: Symplocos racemosa (Roxb), Gallic acid, RP-HPLC, Standardization. 1. Introduction In Traditional Indian Medicinal System (TIMS) Ayurveda has been practiced in India since ancient times. Ayurveda is plant based system of medicine which already gained worldwide attention due to its safety and efficacy because it is based on philosophical, experiential and experimental data [1]. In the Ayurveda, various Formulations containing medicinal plants for the treatment of various diseases and its complications are included. Now a days, lack of sexual desire and erectile dysfunction has becomes the important problem in human society. Lodhra (Symplocos racemosa Roxb.) is one of the imperative plants reported to posses aphrodisiac property. It is reported to have the phosphodiesterase inhibitor activity and can be used in erectile dysfunction [2]. As per Ayurvedic literature Lodhra is also useful for erectile dysfunction, anemia, skin disorders, gastrointestinal problems etc. It belongs to family Symplocaceae [3]. Unani medicine uses it as an emmenagogue and aphrodisiac. It is widely used not only for gynecological disorders but is also used as a potent remedy for inflammation and cleaning of the uterus. This is used to treat leucorrhoea and menorrhagia [4]. Its decoction is also used for the treatment of bowel complaints and ulcers [5]. Medicinally bark is useful in eye diseases, blood purification, leprosy, dropsy and liver complaints [4]. A large number of chemical compounds belonging to different classes such as alkaloids, diterpenoid lactones, glycosides, phenolics compounds are reported in Lodhra. Bark contains flavanol glucosides like symplocoside, symposide, leucopelargonidin 3-glucoside, ellagic acid, flavonol glycoside like rhamnetin 3-digalactoside, triterpenoids like 19α-hydroxyarjunolic acid-3,28-o-bis-βglucopyranosides, 19α-hydroxyasiatic acid-3, 28-O-bis-βglucopyranosides, betulin, Oleanolic acid, β- sitosterol and α-amyrin, alkaloids loturine, isoloturine and harmane [6]. Apart from these chemical constituents the bark mainly contains Gallic Acid [7, 8]. Many formulation of Lodhra are also reported in Ayurveda like Rodharasava, Pusyanuga Churna, Gangadhara Churna etc [9]. One of important activity for achieving standardization is availability/ development of marker based analytical 19
2 method to analyse raw material. As per literature review, although Lodhra is a important plant in Ayurveda, still very few analytical methods like HPTLC of (-) epiafzelechin [9] β sitosterol [10] and Ellagic acid [11] are reported. These compounds are more or less ubiquitous. Gallic Acid is specific tannin present in Lodhra and hence it can be used to discriminate the Lodhra from other genus and species. In the present study, efforts have been made to standardize Lodhra by developing RP HPLC method for the quantitation of Gallic acid. 2. Experimental 2.1. Plant Material The bark of Symplocos racemosa Roxb. were collected from Pune regions of Maharashtra and authenticate by botanical survey of India, Pune [Voucher Specimen No.SRDN001]. The powdered bark was passed through sieve no. 85, weighed and then used for extraction Preparation of Extract Powdered bark was extracted with water, alcohol and water-alcohol mixture (1:1) separately for 72 hours at 80 o C by using soxhlet apparatus. These extracts were then concentrated to dryness by removing the solvent in the rotary evaporator under reduced pressure. The polar solvents were used for extraction because Symplocos racemosa (Roxb) contains maximum amount of polar constituents. Also Gallic acid is easily soluble in polar solvent. The validation of the method was carried out on Alcoholic extract Determination of Percent Yield of Extract The percent yield of extract obtained from all the extracts were calculated from the following equation: Percent Yield = (W1 100) / W2 Where, W1 was the weight of the extract after the solvent evaporation and W2 was the weight of powdered bark taken Chemicals HPLC grade solvents like acetonitrile and methanol were obtained from Merck Ltd, India. Standard Gallic acid [Potency % Product no.27645] was purchased from Sigma, Bangalore India Chromatographic Conditions for HPLC High Performance Liquid Chromatography method was performed with Waters 2695 Alliance system with a 2996 photodiode array detector (PDA). Gallic acid was separated on a reverse-phase 250 mm 4.6 mm, 5μ, Inertsil C8-4 column (LCGC). The mobile phase was prepared from 0.1 % orthophosphoric acid in water of ph 2.5 (solvent A) and acetonitrile (solvent B). The mobile phase was degassed and filtered through 0.45-μm filter before use. The gradient program used was : Initial 0 10 min, from A B (95:5 v/v), min, linear change from A B (95:5 v/v) to A B (5:95 v/v), min, constant change from A B (5:95 v/v), on min linear changes from A B (5:95 v/v) to A B (95-5 v/v), min, constant change from A B (95-5 v/v). The mobile phase flow rate was 1 ml min 1. Before the first injection, the column was saturated for 30 minutes with the initial mobile phase. The column temperature was maintained at 30 C. The injection volume was kept 10 μl. The PDA was set at 280 nm to acquire the chromatogram. The Gallic acid was identified by comparing the retention time and spectra obtained from sample and standard solutions. The present work was performed in an airconditioned room maintained at 22 o C Preparation of Standard Solution of Gallic acid A stock solution of Gallic acid was prepared by dissolving 100 mg of standard in 100 ml methanol [1000 µg/ml]. 1 ml of stock solution was diluted up to 10 ml to make the 100 µg/ml solution and was used as working standard for the analysis Preparation of Test Solution for Analysis. 1 gm extract was accurately weighed. To this 80 ml of water and 1 ml of concentrated hydrochloric acid AR grade was added and it was kept on reflux for 2 hour on water bath at 100 o C. Mixture was allowed to cool at room temperature and diluted up to 100 ml with water. The mixture was filtered and allowed to evaporate on water bath. The residue was dissolved in 20 ml methanol. This resulting solution was used as test solution Preparation of Calibration graph. The stock solution of Gallic Acid was diluted to seven different concentrations between % of working concentration. These were injected in triplicate for the preparation of calibration graph. The calibration graph was plotted by using the concentrations versus average peak area at 280 nm Validation of HPLC Method The proposed HPLC method was validated in terms of precision, specificity, linearity, accuracy, solution stability and robustness as per the ICH guidelines [12] Specificity The specificity of the method was studied by assessment of peak purity of Gallic acid using Waters empower software and diode array detector [Figure 5] and represented in terms of purity angle, purity threshold and purity flag [Table 5] Precision System Precision The repeatability of the sample application and measurement of peak area were carried out by spotting seven replicate spots of standard and was expressed in terms of percent relative standard deviation (% RSD) [Table 1] Method Precision Seven different samples of extract were prepared separately and analysed as per the method. The percent assay was calculated and the precision was expressed in terms of % RSD [Table 1] Intermediate Precision The intermediate precision was determined by analyzing sample solution by two different analysts on different day using different set of instruments. The percent assay was calculated and the precision was expressed in terms of % RSD [Table 1] Solution Stability The sample solution and standard solution were prepared as per the proposed method and subjected to stability study at room temperature for 14 h. The sample solution was analyzed at initial and at different time intervals up to 14 hrs. The change in response of Gallic acid in sample solution with respect to time is calculated as absolute 20
3 percent difference against initial response [Table 1]. Table 1 Method validation parameters for quantitation of Gallic acid Sr. No. Parameters HPLC 1. Linearity ( correlation coefficient r 2 ) System precision. (% RSD) (n=6) Method Precision. (% RSD) (n=6) Intermediate precision. (% RSD) (n=6) Solution stability Stable Robustness The robustness of the method was determined by slight deviation in the method parameters. The parameters selected were deviation in the wavelength, column temperature, flow rate and mobile phase gradient. The Retention time of Gallic acid was determined and % RSD with system suitability parameters was observed [Table 2]. Table 2 Robustness of the method Sr. No. Parameters for HPLC % RSD 1 Wavelength Column Temperature Flow Rate Mobile Phase Gradient Studies The accuracy of the method was determined from recovery studies by adding known amount of standards at 80, 100 and 120% level to the preanalyzed sample followed by replicate quantitative analyses by the proposed method for three times [Table 3]. Table 3 study Sr. no level Amount added (mg) Amount recovered (mg) % 80% % % % % % % % % % Average Analysis of Extracts The content of Gallic acid in water, alcoholic and wateralcoholic extract was determined as per the method described under chromatographic conditions. All the analysis was repeated three times and average values are mentioned in Table 4. Table 4 Analysis of Gallic acid from Extracts Sr. No. Name of Extract Assay (%w/w) 1 Water extract of bark of Lodhra Alcohol extract of bark of Lodhra Water-alcohol extract of bark of Lodhra Results 3.1. Estimation of Percent Yield of Extract The percent yield of water, alcoholic and water-alcoholic extracts of Lodhra bark were found to be % w/w, % w/w and % w/w respectively. Table 5 Specificity Parameters Sr Purity Purity Purity Standard No Angle Threshold Flag Gallic No Flag acid found * No Flag found* means no interference in Gallic acid peak Figure 1 Chromatogram of Standard Gallic acid Figure 2 Chromatogram of Water Extract of Lodhra 3.2. Chromatographic Study The composition of mobile phase in HPLC method was optimized by testing different solvent compositions of varying polarity, column chemistry and the best results were obtained by using present method which produces highly symmetrical peaks showing good resolution between Gallic acid and other peaks [Figure 1]. The scanning wavelength selected was 280 nm for Gallic acid. At this wave length the Gallic acid showed optimum response [Figure 2-4]. The Gallic acid was satisfactorily resolved with Retention time (R t ) value about 8.5 minutes. Figure 3 Chromatogram of Alcohol Extract of Lodhra. The calibration graph is linear in the working range of µg/ml with acceptable correlation coefficient [Table 1]. The graph for standard Gallic acid is given in Figure 6. 21
4 Figure 4 Chromatogram of Water-Alcohol Extract of Lodhra Figure 5 Peak purity spectra of Gallic acid for Specificity Figure 6 Linearity graph for Gallic acid The values of system precision, method precision and intermediate precision are given against sample application and scanning of peak area and expressed in terms of %RSD. The values were found to be 0.26 %, 0.31 % and 0.59 % respectively for system precision, method precision and intermediate precision, the % RSD values depicted in Table 1 showed that the proposed method provides acceptable level of system precision, method precision and intermediate precision. The peak purity of Gallic acid was assessed by comparing their respective spectra at peak start, peak apex, and peak end positions of the spot from standard and extracts [Figure 5]. Purity angle and Purity threshold was found to be and respectively with no purity flag [Table 5]. The given method was optimized by doing robustness. The peak area of Gallic acid was calculated for each parameter and % RSD was found to be less than 2%. The values of %RSD as shown in Table 2 indicated better robustness of the method. The proposed method was used for estimation of Gallic acid from extract after spiking with 80, 100 and 120% of additional standard of Gallic acid to preanalysed sample. The recovery percent of Gallic acid was found to be 98.49, and [Table 3] Analysis of Gallic acid from Extracts The content of Gallic acid in water, alcoholic and wateralcoholic extracts were found to be 0.67, 0.60 and 0.75 %w/w and reported in Table 4. The results showed interesting differences in the amounts of Gallic acid present in different extracts of same plant. 4. Discussion HPLC is a powerful analytical technique for the herbal drug analysis. This method has accuracy, sensitivity, reproducibility, resolution and automation. The method also provides nanogram sensitivity, adequate linearity and repeatability [13]. The method is precise for sample application and measurement of peak areas with low values of % R.S.D. suggested an excellent precision of the method. The results obtained after recovery study showed the method is accurate for the analysis of gallic acid from Lodhra bark extract. The method reported here is rapid and suitable for the quantitation of Gallic acid from the bark extract of Lodhra. Gallic acid can easily be quantified in the presence of other constituents from the extract of Lodhra bark without compromising the accuracy. 5. Conclusion The developed HPLC technique is precise, specific, accurate and robust for the determination of Gallic acid. The proposed method can be used for qualitative as well as quantitative analysis of Gallic acid from extract of bark of Symplocos racemosa (Roxb.) References: 1. J.M. Humber, The role of complementary and alternative medicine: accommodating pluralism, J. Am. Med. Assoc. 288 (2002) V.U. Ahmad, A.A. Muhammad, H. Hussain, N.A. Muhammad, U. Farooq, N. Fatima, I.M. Choudhary, Phenolic glycosides from Symplocos racemosa: natural inhibitors of phosphodiesterase-i, Phytochemistry. 63 (2003) Anonymous, The Ayurvedic Pharmacopoeia of India. New Delhi: Controller of publications, Government of India, 1 (1999) K.K. Bhutani, A.N. Jadhav, V. Kalia, Effect of Symplocos racemosa Roxb. on gonadotropin release in immature female rats and ovarian histology, J. Ethnopharmacol. 94 (2004) R. Dhaon, G.K. Jain, J.P.S. Sarin, N.M. Khanna, Symposide: a new anti fibrinolytic glycoside from Symplocos racemosa Roxb., Ind. J. Chem. 28B (1989) R. Badonia, D.K. Semwalb, S.K. Kothiyala, U. Rawat, Chemical constituents and biological applications of the genus Symplocos, J. Asian. Nat. Prod. Res. 2 (2010) K.R. Kritikar, B.D. Basu, Indian Medicinal Plants. International Book Distributors, second ed., Dehradun, (1935) I. Junko, M.W. Oyama, L. Mark, L. Kuo-Hsiung, Anti- AIDS Agents Anti-HIV Activity of Harman, an 22
5 9. Anti-HIV Principle from Symplocos setchuensis, and Its Derivatives, J. Nat. Prod. 64 (2001) Anonymous. Quality standards of Indian Medicinal Plants (Indian council of medical research), fourth ed., New Delhi, (2005) S. Shah, S. hailaja, High Performance Thin Layer Chromatographic Quantification of b- Sitosterol from stem bark of Symplocos racemosa Roxb. and it s formulation, J. Herbal. Med. Toxicol.4 (2010) R. Rao, B. Bhavya, K. Pavani, A. Swapna, C.H. Prasoona, Anthelmintic activity of Symplocos racemosa, Int. J. Pharm. Biol. Sci. 1 (2011) International Conference on the Harmonization of Technical Requirements for the Registration of Pharmaceuticals for Human Use (ICH) Q2B.Validation of Analytical Procedures, Methodology. (1996). 14. S. Chopra, J.A. Farhan, R.K. Khar, K.S. Motwani, S. Mahdi, S. Talegaonkar, Validated high-performance thin-layer chromatography method for determination of trigonelline in herbal extract and pharmaceutical dosage form, Anal. Chim. Acta. 557 (2006) Source of support: Nil; Conflict of interest: None declared 23
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