Estimation of Metformin Drug for the Diabetes Patients by Simple, Quick and Cheap Techniques within the Formation of Colored Charge Transfer Complexes
Omar B. Ibrahim1, El-Sayed A. Manaaa2,3, M.M. AL-Majthoub1, Ahmed M. Fallatah1, Abdel Majid A. Adam1, Mha M. Alatibi1, Jehan Y. Al-Humaidi4, Moamen S. Refat1,5*
1. Department of Chemistry, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Zip Code 21974, Taif, Saudi Arabia
2. Department of Chemistry, Faculty of Applied Medical Science, Taif University, KSA
3. Nuclear Materials Authority, El-Maadi, Egypt
4. Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, KSA
5. Department of Chemistry, Faculty of Science, Port Said University, Port Said, Egypt
Estimation of Metformin Drug for the Diabetes Patients by Simple, Quick and Cheap Techniques within the Formation of Colored Charge Transfer Complexes
Omar B. Ibrahim1, El-Sayed A. Manaaa2,3, M.M. AL-Majthoub1, Ahmed M. Fallatah1, Abdel Majid A. Adam1, Mha M. Alatibi1, Jehan Y. Al-Humaidi4, Moamen S. Refat1,5*
1. Department of Chemistry, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Zip Code 21974, Taif, Saudi Arabia
2. Department of Chemistry, Faculty of Applied Medical Science, Taif University, KSA
3. Nuclear Materials Authority, El-Maadi, Egypt
4. Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, KSA
5. Department of Chemistry, Faculty of Science, Port Said University, Port Said, Egypt
摘要: Metformin (Met) is a drug developed for the treatment of patients with type Ⅱ diabetes. Recently, Met estimation in pharmaceutical formulations and human fluids has gained a growing interest. To extend requisite data that can be used to assessment of Met quantitatively based on charge-transfer (CT) complexation, the present study describes the synthesis and characterization of CT complexes that formed between drug Met and the organic π-acceptors picric acid (PA), chloranilic acid (CLA), chloranil (CHL), 7,7’,8,8’-tetracyanoquinodimethane (TCNQ), and dichlorodicyanobenzoquinone (DDQ). The properties of the formed CT complexes were investigated by elemental, spectral (UV-visible, IR, and Raman spectroscopies), thermal (TG) and morphological (SEM) studies. IR results indicated that the complexation of Met with either PA or CLA acceptors occurs through proton transfer interaction, whereas its complexation with CHL, TCNQ, or DDQ acceptors occurs through n→π* interaction.
关键词:Metformin; Anti-diabetic drug; Charge-transfer complex; Acceptor; Solution study
Abstract:Metformin (Met) is a drug developed for the treatment of patients with type Ⅱ diabetes. Recently, Met estimation in pharmaceutical formulations and human fluids has gained a growing interest. To extend requisite data that can be used to assessment of Met quantitatively based on charge-transfer (CT) complexation, the present study describes the synthesis and characterization of CT complexes that formed between drug Met and the organic π-acceptors picric acid (PA), chloranilic acid (CLA), chloranil (CHL), 7,7’,8,8’-tetracyanoquinodimethane (TCNQ), and dichlorodicyanobenzoquinone (DDQ). The properties of the formed CT complexes were investigated by elemental, spectral (UV-visible, IR, and Raman spectroscopies), thermal (TG) and morphological (SEM) studies. IR results indicated that the complexation of Met with either PA or CLA acceptors occurs through proton transfer interaction, whereas its complexation with CHL, TCNQ, or DDQ acceptors occurs through n→π* interaction.
Key words:Metformin; Anti-diabetic drug; Charge-transfer complex; Acceptor; Solution study
基金资助: supported by grants from Vice President for Graduate Study and Research, Taif University, Saudi Arabia under project Grants No. 5545-438-1
通讯作者:
Moamen S. Refat
E-mail: msrefat@yahoo.com
引用本文:
Omar B. Ibrahim, El-Sayed A. Manaaa, M.M. AL-Majthoub, Ahmed M. Fallatah, Abdel Majid A. Adam, Mha M. Alatibi, Jehan Y. Al-Humaidi, Moamen S. Refat. Estimation of Metformin Drug for the Diabetes Patients by Simple, Quick and Cheap Techniques within the Formation of Colored Charge Transfer Complexes[J]. 光谱学与光谱分析, 2018, 38(11): 3622-3630.
Omar B. Ibrahim, El-Sayed A. Manaaa, M.M. AL-Majthoub, Ahmed M. Fallatah, Abdel Majid A. Adam, Mha M. Alatibi, Jehan Y. Al-Humaidi, Moamen S. Refat. Estimation of Metformin Drug for the Diabetes Patients by Simple, Quick and Cheap Techniques within the Formation of Colored Charge Transfer Complexes. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(11): 3622-3630.
[1] Haas J, Bentov Y. Medical Hypotheses,2017,100:54.
[2] Patel A, Jones S A, Ferro A, et al. Br. J. Cardiol.,2009,16:281.
[3] Stumvoll M, Nurjhan N, Perriello G, et al. N. Eng. J. Med.,1995,333:550.
[4] Physicians’ Desk Reference. 57<sup>th</sup> Edition, Medical Economics Company, New Jersey, USA, 2003.
[5] The Merck Index. Published on CD by Chapman and Hall CRC, Merck and Co Inc., Whitehouse Station, NJ, USA, Monograph No.6001, 1999.
[6] Spacu P, Gheorghiu C. J. Less Common Met.,1968,15(3):331.
[7] Gheorghiu C, Anorg Z. Allg. Chem., 1969, 365: 91.
[8] Spacu P, Gheorghiu C. J. Less Common Met.,1969,18(2):117.
[9] Marchi A, Marvelli L, Cattabriga M, et al. J. Chem. Soc. Dalton Trans., 1999, 1937.
[10] Moghimi A, Khavassi H R, Dashtestani F, et al. J. Mol. Struct.,2011,996:38.
[11] Rao N K, Annapurna M M. JASA, 2007, 3: 43. doi: 10.4324/9780203391150_chapter_3.
[12] Narad S R, Mishra N N, Pandey P, et al. Indian J. Exp. Biol.,1996,34(1):81.
[13] Adam A M A, Sharshar T, Mohamed M A, et al. Spectochim. Acta A,2015,149:323.
[14] Zhu M, Lu I, Yang P, et al. Acta Crystallogr. E,2002,58:m217.
[15] Marchi A, Marvelli L, Cattabriga M, et al. J. Chem. Soc., Dalton Trans., 1999, 12: 1937.
[16] Al-Saif F A, Refat M S. J. Therm. Anal. Calorim., 2013, 111(3): 2079.
[17] Refat M S, Al-Azab F M, Al-Maydama H M A, et al. Spectrochim. Acta A,2015,142:392.
[18] Datta A S, Bagchi (Chattaraj) S, Chakrabortty A, et al. Spectrochim. Acta A,2015,146:119.
[19] Sharma K, Sharma S P, Lahiri S C. Spectrochim. Acta A,2012,92:212.
[20] Kuila D K, Lahiri S C. J. Soln. Chem., 2012, 41: 36.
[21] Kanci Bozolan B, Tunc S, Duman O. J. Lumin., 2014, 155: 198.
[22] Saravanabhavan M, Sathya K, Puranik V G, et al. Spectrochim. Acta A,2014,118:399.
[23] Elqudaby H M, Mohamed G G, El-Din G M G. Spectrochim. Acta A,2014,129:84.
[24] Adam A M A, Refat M S, Saad H A. C.R. Chimie,2015,18:914.
[25] Al-Attas A S, Habeeb M M, Al-Raimi D S. J. Mol. Liq.,2009,148:58.
[26] Seliger J, Zagar V, Gotoh K, et al. Phys. Chem. Chem. Phys.,2009,11(13):2281.
[27] Gaballa A S, Wagner C, Teleb S M, et al. J. Mol. Struct.,2008,876(1-3):301.
[28] Amano M, Yamamura Y, Sumita M, et al. J. Chem. Phys.,2009,130(3):034503.
[29] Dozal A, Keyzer H, Kim H K, et al. Int. J. Antimicrob. Agent,2000,14:261.
[30] Gutmann F, Johnson C, Keyzer H, et al. Charge Transfer Complexes in Biochemistry Systems, Marcel Dekker Inc., 1992.
[31] Khan I M, Ahmad A, Ullah M F. Spectrochim. Acta A,2013,102:82.
[32] Khan I M, Ahmad A, Kumar S. J. Mol. Struct.,2013,1035:38.
[33] Saravanabhavan M, Sathya K, Puranik V G, et al. Spectrochim. Acta A, 2014,118:399.
[34] Elqudaby H M, Mohamed G G, El-Din G M G. Spectrochim. Acta A,2014,129:84.
[35] Murugesan V, Saravanabhavan M, Sekar M. J. Photochem. Photobiol. B,2014,140:20.
[36] Refat M S, Adam A M A, El-Sayed M Y. Arabian J. Chem.,2017,10:S3482.
[37] Almalki A S A, Naglah A M, Refat M S, et al. J. Mol. Liq.,2017,233:292.
[38] Adam A M A, Refat M S, Hegab M S, et al. J. Mol. Liq., 2016, 224: 311.
[39] Adam A M A, Refat M S. J. Mol. Liq., 2016, 219: 377.
[40] Adam A M A, Refat M S, Saad H A, et al. J. Mol. Liq., 2016, 216: 192.
[41] Singh N, Ahmad A. J. Mol. Struct., 2017, 1127: 257.
[42] Zulkarnain I M Khan, Ahmad A, Miyan L, et al. J. Mol. Struct.,2017,1141:687.
[43] Miyan L, Qamar S, Ahmad A. J. Mol. Liq., 2017, 225: 713.
[44] Karmakar A, Singh B. Spectrochim. Acta A, 2017, 179: 110.
[45] Karmakar A, Singh B. J. Mol. Liq., 2017, 236: 135.
[46] Karmakar A, Singh B. J. Mol. Liq., 2017, 247: 425.
[47] Singh N, Khan I M, Ahmad A, et al. J. Mol. Liq.,2016,221:111.
[48] Singh N, Khan I M, Ahmad A, et al. J. Mol. Liq., 2014, 191: 142.
[49] Singh N, Ahmad A. J. Mol. Struct., 2014, 1074: 408.
[50] Singh N, Kahn I M, Ahmed A, et al. Mol. Struct.,2014,1065-1066:74.
[51] Rahman N, Sameen S, Kashif M. J. Mol. Liq., 2016, 222: 944.
[52] Miyan L, Ahmad A. J. Mol. Liq.,2016,219:614.
[53] Naglaha A M, Al-Omar M A, Ibrahim O B, et al. Russ. J. Gen. Chem.,2016,86(4):965.
[54] Refat M S, Saad H A, Adam A M A, et al. Acta Pharmaceutica,2016,66:533.
[55] Refat M S, Saad H A, Adam A M A. Spectrochim. Acta A,2015,141:202.
[56] Adam A M A, Refat M S. J. Mol. Liq.,2015,209:33.
[57] Eldaroti H H, Gadir S A, Refat M S, et al. Spectrochim. Acta A,2013,115:309.
[58] Adam A M A. Spectrochim. Acta, 2014, 127: 107.