| Peer-Reviewed

Determining of the Constituent Molecules in the Strychnos spinosa Pips by Extraction with Citric Acid Esterification Procedure

Received: 6 January 2023     Accepted: 30 January 2023     Published: 24 February 2023
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Abstract

This publication treated the determination (qualitative) and the quantification (quantitative) of the steroidal and flavonoids constituent molecules in the Strychnos spinosa pips. These molecules were extracted by esterification between the Strychnos spinosa pips and citric acid molecules in a reflux assembly such as the evaluated total moles of the substance’s organic functions, deduced by bibliographies values, and which could reacted with the citric acid molecules was in excess. Thus, the weight ratio between the Strychnos spinosa pips and citric acid was equal to 7.39. Seeing that the reflux assembly could be assimilated as a closed reactor composed with a beaker-250ml, the observed speed constant ksee was equal to 4.3168×10-2 [L2×mol-2×mn-1]. Thereafter, the transesterification of the Strychnos spinosa citric acid esters solution by methanol was carried out with the volume ratio 2.82 and the extraction with dichloromethane followed by hplc-analysis permitted to determine the presence of virtuous steroidal and flavonoid molecules in the Strychnos spinosa pips respectively 4.25×10-1 [gsteroïds per gStrychnos spinosa pips] and 3.89×10-1 [gflavonoids per gStrychnos spinosa pips]. The constituent molecules majority in the Strychnos spinosa pips were betulinic acid and eriocitrin which vertues as antioxidant, anti-inflammatory and anti-cancer were shown in bibliographies. Thus, it was important the perspective to valorize the Strychnos spinosa pips.

Published in American Journal of Applied Chemistry (Volume 11, Issue 1)
DOI 10.11648/j.ajac.20231101.13
Page(s) 21-32
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2023. Published by Science Publishing Group

Keywords

Strychnos spinosa Pips, Betulinic Acid, Steroids, Eriocitrin, Neoeriocitrin, Flavonoids, Citric Acid, Esterification

References
[1] M. Laffitte, F. Rouquerol La réaction chimique Tome 2. Aspects thermodynamiques (suite) et cinétiques, 1991, Eds. Masson p. 22.
[2] Silva AM, Kong X, Hider RC, Pharmaceutical Sciences Research Division, King’s College London, London, UK «Determination of the pKa of the hydroxyl group in the alpha-hydroxycarboxylates citrate, malate and lactate by 13C NMR: implications for metal coordination in biological systems» http://www.ncbi.nlm.nih.gov/pubmed/19288211.
[3] NIH - National Library of Medecine – Nataional Center For Biotechnology Informataioan - USA: “Citric acid/C6H8O7 – PubChem”from https://pubchem.ncbi.nlm.nih.gov/compound/Citric-Acid#
[4] Behevitra Rovatahianjanahary - «Synthèse de catalyseurs homogènes BXH+ supportés sur les alcènes des aromatiques et des polynucléaires aromatiques oxygénés composant le bois du pin par traitement à l’acide sulfurique – Application dans la synthèse des polymères noires d’acide citrique» - [Synthesis of homogeneous BXH+ catalysts supported on the alkenes of the aromatics and oxygenated aromatic polynuclei composing pine wood by treatment with sulfuric acid - Application in the synthesis of black polymers of citric acid]. License degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo university. Promotion 2018.
[5] Andry Tahina Rabeharitsara, Behevitra Rovatahianjanahary, Nambinina Richard Randriana. (2018). «Pine Wood Powder Treatment To BXH+ Homogeneous Catalyst (H+/H2SO4) Supported On Its Aromatics And PNA – Application In Black Citric Acid Polymer Synthesis». American Journal of Polymer Science and Technology. Vol. 4, No. 1, May 2018, pp. 1-27. doi: 10.11648/j.ajpst.20180401.11.
[6] Sammy Eric Andriambola – «Valorisation de l’acide citrique en polymères et en sels de mono- di- et tri-ammonium»-[Valorization of citric acid into polymers and mono-di- and tri-ammonium salts]. Master’s degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo University. Promotion 2013.
[7] Rabeharitsara Andry Tahina, Raharilaza Paulin Merix, Randriana Richard Nambinina. (2018). “Esterification Between Citric Acid and Pumpkin Pips’ Organic Molecules – Esters Hydrolysis and Esters Used as Hydrocarbons Additives” - American Journal of Applied Chemistry in Vol. 6, Issue Number 3, June 2018. doi: 10.11648/j.ajac.20180603.12.
[8] Raharilaza Paulin Merix - "Estérification entre les molécules d’acide citrique et les molécules organiques des graines de courges - hydrolyse et valorisations des esters comme additifs des hydrocarbures" – [Esterification between citric acid molecules and organic molecules of pumpkin seeds - hydrolysis and valuation of esters as hydrocarbon additives] - License degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo university. Promotion 2017.
[9] Andry Tahina Rabeharitsara, Jaochim Raherimandimby, NambininaRichard Randriana (2020). “Trans-Esterification Between Citric Acid and Peanut Oil at Low pH and Ambient Temperature Catalyzed by Citric Acid and Sulfuric Acid Protonic Acid-H+” - American Journal of Applied Chemistry Volume 8, Issue 4, August 2020, Pages: 100-116 Received: Jul. 12, 2020; Accepted: Jul. 25, 2020; Published: Aug. 13, 2020.
[10] Jaochim Raherimandimby - "Synthese De Biodiesel Par Transesterification De L’huile D’arachide Avec La Fonction Alcool De L’acide Citrique, Catalysee Par Ses Sites Acides Protoniques H+ Et Ceux Des H+/H2SO4 Eventuellement Supportés Sur Du Bois De Pin Seché BSH+" – [Synthesis of Biodiesel by Transesterification of Peanut Oil with the Alcohol Function of Citric Acid, Catalyzed by Its H+ Proton Acid Sites and Those of H+/H2SO4 Possibly Supported on BSH+ Seasoned Pinewood] - License degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo university. Promotion 2020.
[11] Andry Tahina Rabeharitsara, Maheriniaina Andriamasinoro Andriamandroso, Nambinina Richard Randriana, Rijalalaina Rakotoson, Edouard Andrianarison, André Razafimandefitra, Baholy Robijaona. (2018). “Ammonium Di-Hydrogenocitrate and Mono-Hydrogenocitrate Synthesis by Citric Acid Neutralization with Ammonia Using Ethanol as Co-Solvent for the Crystallization – Swelling Test to Confirm Gases Emissions Capacity” - January 2018 American Journal of Applied Chemistry 6 (1): 6 doi: 10.11648/j.ajac.20180601.12.
[12] Maheriniaina Andriamasinoro Andriamandroso – «Valorisation De L’hydrogeno Citrate D’ammonium En Levant» - [Valorization Of Ammonium Hydrogen Citrate As Rising Powder] - License degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo university. Promotion 2016.
[13] Ernestine Ravomialisoa - "Valorisation De Piments (Capscicum frutescens Et Capsicum chinense) En Produit Epice Booster D’energie (Pebe-Speb) Et Elaboration D'un Business Plan – Elaboration De Procedures D'extraction Par Esterification A L'acide Citrique, D'identification Des Molecules Actives Et De Synthese De Gels Et De Cristaux Sels De Calcium Des Esters – Application Au Capscicum chinense» – [Valorization of Peppers (Capscicum frutescens And Capsicum chinense) In Energy Booster Spice Product (Pebe-Speb) And Development Of A Business Plan – Development Of Extraction Procedures By Esterification With Citric Acid, Identification Of Active Molecules And Synthesis Of Gels And Crystals Calcium Salts Of Esters – Application To Capscicum chinense] - Master’s degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo University. Promotion 2020.
[14] Andry Tahina Rabeharitsara, Nambinina Richard Randriana, Ernestine Ravomialisoa. (2021). "Washing-Disinfectant Product Synthesis Tested During the Production of the “Speb-Pebe” - Spicy Product Energy Booster Characterized by Established Titration Procedures" - American Journal of Applied Chemistry Volume 9, Issue 3, June 2021, Pages: 53-64 Received: May 17, 2021; Accepted: May 29, 2021; Published: Jun. 21, 2021.
[15] Rabemananjara Marie Louise - «Synthèse de PN-pouzzolane et sa valorisation à l’adsorption des polymères marron d’acide citrique et en échangeur cationique PN-pouzzolane-Na» - [Synthesis of PN-pouzzolan and its valorisation for the adsorption of citric acid brown polymers and in PN-pouzzolan-Na cationic exchanger] Master’s degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo University. Promotion 2018.
[16] Andry Tahina Rabeharitsara, Nicole Rabemananjara, Nambinina Richard Randriana. (2019). «Black Citric Acid Polymer (PN) Pozzolana Activated- Na-PN-Pozzolana-CE Material Synthesis Tested As Cationic Exchanger» - American Journal of Applied Chemistry; Volume 7, issue 6, December 2019, Pages: 145-160.
[17] Andry Tahina Rabeharitsara, Marie Nicole Rabemananjara, Nambinina Richard Randriana, Haritiana Jeannelle Rakotonirina, Edouard Andrianarison, André Razafimandefitra, Baholy Robijaona. (2017). “Auto-Inflammation Test of Black Citric Acid Polymer (PN) and Fuel Oil (FO) Mixes - Coke Formation” - American Journal of Applied Chemistry in Vol. 5, Issue Number 3, June 2017.
[18] Marie Louise Nicole RABEMANANJARA - «Test d’auto-inflammation du mélange polymère noir d’acide citrique (PN) et du fuel oil (FO)–Etude de la formation de coke» - [Self-ignition test of the black polymer mixture of citric acid (PN) and fuel oil (FO)–Study of coke formation] - License degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo university. Promotion 2017.
[19] O'Neil, M. J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013, p. 416.
[20] USDA, NRCS (n.d.). "Strychnos spinosa". The PLANTS Database (plants.usda.gov). Greensboro, North Carolina: National Plant Data Team. Retrieved 4 December 2015.
[21] Agroforestry Database 4.0 (Orwa et al. 2009).
[22] Leeuwenberg AJM. Strychnos Linné. In: Leroy JF, éd. Flore de Madagascar et des Comores, 167e famille, Loganiacées. Paris: Muséum national d'histoire naturelle, 1984: 70¬104.
[23] Philippe Rasoanaivo, Suzanne Ratsimamanga-Urverg, François Frappier – «Résultats récents sur la pharmacodynamie d'alcaloïdes de Strychnos Malgaches» - [Recent results on the pharmacodynamics of alkaloids of Strychnos Malagasy] - Cahiers Santé 1996; 6: 249-53.
[24] Bisset NG, Phillipson JD. “The Asian species of Strychnos. Part IV. The alkaloids”. Lloydia 1976; 39: 263-325.
[25] Quetin-Leclercq J, Angenot L, Bisset NG. – “South American Strychnos species. Ethnobotany (except curare) and alkaloid screening” - J Ethnopharmacol 1990; 43: 1-52.
[26] Rasoanaivo P, Galeffi C, De Vicente Y, Nico¬letti M. – “Malagashanine and Malagashine: two alkaloids of Strychnos mostueoides” - Rev Latinoamer Quim 1991; 22: 32-4.
[27] Rafatro Herintsoa – «Recherche et développement d’un médicament antipaludique: la Malagashanine issue de Strychnos de Madagascar» - [Research and development of an antimalarial drug: Malagashanine from Strychnos of Madagascar] – Mémoire d’habilitation à diriger des recherches en sciences naturelles option pharmacologie – Département de Physiologie animale et de pharmacologie – Faculté des Sciences – Université d’Antananarivo – 13 Janvier 2007.
[28] Rabeharitsara A., Ravomialisoa E., Nambinina R. (2021). “Synthesis Of Capsicum chinense Citric Acid Esters-Its Methanol Trans-esterification Investigations With hplc Analysis And Its valorization As Gels-Crystals Ca-Salts” - American Journal of Applied Chemistry; Volume 9, issue 6, December 2021, Pages: 221-237. Received: Nov. 28, 2021; Accepted: Dec. 16, 2021; Published: Dec. 31, 2021.
[29] RABEHARITSARA Andry Tahina - «Trans-Esterification with Methanol of Capscicum Chinense’s Citric Acid Ester Solution Its Calcium Gel And Crystal Salts Synthesis» - “11th Edition of International Conference on Catalysis, Chemical Engineering and Technology” Online Conference held on May 16-17, 2022 - Magnus Group Conferences and Organizing Committee.
[30] RAKOTONANAHARY Lovasoa Carolia Sabrinah - «Etude Qualitative Et Quantitative des Acides Gras, Des Steroides, Des Terpenoides, Des Flavonoides Et Des Alcaloides Dans Les Graines De Mokotro «Strychnos spinosa» Par La Methode D’esterification Avec L’acide Citrique» - [Qualitative and quantitative study of fatty acids, steroids, terpenoids, flavonoids and alkaloids in the seeds of Mokotro "Strychnos spinosa" by the method of esterification with citric acid] - License degree in Chemical Process Engineering Department. Polytechnic School of Antananarivo - Ecole Supérieure Polytechnique Antananarivo (E. S. P. A) – Antananarivo university. Promotion 2021.
[31] Nassifatou Koko Tittikpina, Wouyo Atakpama, Yao Hoekou, Yerim Mbagnick Diop, Komlan Batawila, Koffi Akapagana. (2020). «Strychnos Spinosa Lam: Comprehensive Review On Its Medicinal And Nutritional Uses» - J. Complement Altern. Med. (2020) 17 (2): 8-21.
[32] Michel Guisnet, Sebastien Laforge, Dominique Couton – «Cinétique chimique – Réactions et réacteurs chimiques» Cours et exercices corrigés p. 125 – TECHNOSUP – Les filières technologiques des enseignements supérieurs – Edition Ellipses-2007.
[33] Asha Masohan and Virendra K. Bhatia; Mamta Tondon. (1996). “HPLC in the Analysis of Steroidal Compound Mixtures as Applied to Biocrudes” - Journal of Chromatographic Science, Vol. 34, December 1996. Indian Institute of Petroleum, Dehradun - India and Centre for Rural Development and Appropriate Technology, Indian Institute of Technology.
[34] Marina Stefova; Trajce Stafilov; Svetlana Kulevanova – “HPLC Analysis of Flavonoids” - Sts. Cyril and Methodius University, Skopje, Republic of Macedonia.
[35] Nogata, Y.; Ohta, H.; Yoza, K. I.; Berhow, M.; Hasegawa, S. – “High-performance liquid chromatographic determination of naturally occurring flavonoids in Citrus with a photodiode-array detector” - J. Chromatogr. A 1994, 667, 59–66.
[36] “Plantes & Santé” - Isabelle Saget. (2014). «Bouleau et cancer: de nouvelles découvertes» from http://www.plantes-et-sante.fr/articles/plantes-medicinales/2116-bouleau-et-cancer-de-nouvelles-decouvertes
[37] Gauthier Charles – «Glycosidation de triterpènes pentacycliques de type lupane et évaluation in vitro de leur potentiel anti-cancereux» - Mémoire de maîtrise, Univesité de Quebec à Chicoutimi -2006.
[38] Phillippe Bernard – «Utilisation de l’acide bétulinique ou d’un extrait végétal titre en acide bétulinique seul ou en association pour des applications cosmetiques, nutraceutiques, vétérinaires et pharmaceutiques» – W02005011717A1.
[39] Serge Lavoie – «Contribution à la synthèse de dérivés de l’acide bétulinique à partir du Betula papyrifera » - Université de Quebec à Chicoutimi -2001.
[40] Pharamond – «Quel lien entre sève de bouleau et cancer» - 22 Octobre 2021 from http://www.pharamond.fr-sève–bouleau-cancer
[41] Alexander Soljenitsyne – prix Nobel de la littérature en 1970 - «Le pavillon cancéreux».
[42] Jean Michel Morel (2009) «Acide Ursolique» from www.wikiphyto.org/wiki/Acide_ursolic
[43] WozniakL., Skapska S, Marszalek K. – «Ursolic acid-A Pentacyclic Triterpenoïd with a Wide Spectrum of Pharmacological Activities. Molecules» - 2015 Nov. 19. 20 (11) 20614-41. doi: 10.3390/molecules201119721. PMID 26610440.
[44] Ringbom T., Segura L., Noreen Y., Perera P., Bohin L - “Ursolic acid from Plantago major, a selectiv inhibitor of cyclooxygenase-2 catalyzed prostaglandin biosynthesis” - J. Nat. Prod. 1998 Oct. 61 (10) 1212-5. PMID 9784154.
[45] Suh N., Honda T., Finlay H. J., Barchowsky A., Williams C., Benoit N. E., Xie Q. W., Nathan C., Gnbble G. W., Sporn M. B. – “Novel triterpenoïds suppress inducible nitric oxide synthase (iNOS) and inducible cyclooxygenase (COX-2) in mouse macrophages” - Cancer Res. 1998 Feb 15; 58 (4) 717-23 PMID 9485026.
[46] Jiménez-Arealianes A., Luna-Herrera J., Cornejo-GarridoJ., Löpez-Garcia S., Castro-Mussot M. E., Meckes-Fischer M., Mata-Espinoza D., Marquina B., Torres J., Pando R. H. – “Ursolic and oleanolic acids as anti-microbial and immunomodulatory compounds for tuberculosis treatment” - BMC complementary and Alternative Medecine 2013, 13-258 (7 October 2013).
[47] Chiang L. C., Ng L. T., Cheng P. W., Chiang W., Lin C. C. – “Antiviral activities of extracts and selected pure constituents of Ocimum basilicum” Clin. Exp. Pharmacol. Physiol. 2005 Oct. 32 (10) 811-6 doi: 10.1111/j.1440-1681. 2005.04270 – x. PMID 16173941.
[48] Ren D., Zuo R., Barrios A. F. G., Bedzyk L. A., Eidridge G. R., Pasmore M. E., M. E. & Wood T. K. (2005) – “Differential gene expression for investigation of Escherichia coli biofilm inhibition by plant extract ursolic acid” – Applied and environmental microbiology 71 (7) 4022-4034.
[49] Ying Q. L., Rinehart A. R., Simon S. R., Cheronis J. C. – “Inhibution of human leucocyte elastase by ursolic acid. Evidence for a binding site for pentacyclic triterpenes” - Biochem J. 1991 Jul. 15; 277 (Pt.2) 521-6 PMID 1859379.
[50] Chung Y. K., Heo H. J., Kim E. K., Kim H. K., Huh T. L., Lim Y., Kim S. K., Shin D. H. – “Inhibitory effect of ursolic acid purified from Origanum majorna L. on the acetylcholinesterase” - Mol Celles. 2001 Apr. 30, 11 (2) 137-43 PMID 11355692.
[51] Rao V. S., de Melo C. L., Queiroz M. G., Lemos T. L., Menezes D. B., Melo T. S., Santos F. A. – “Ursolic acid, a pentacyclic triterpene from Sambucus australis, prevents abdominal adiposity in mice fed a high-fat diet” – J. Med Food. 2011 Nov, 14 (11) 1375-82 – doi: 10.1089/jmf.2010.0267. PMID 21612453.
[52] de Melo C. L, Rao V. S.,., Queiroz M. G., Lemos T. L., Menezes D. B., Melo T. S., Santos F. A., Fonseca S. G., Bizzera A. M. – “Oleanolic acid, a natural triterpenoid improves blood glucose tolerance in normal mice and ameliorates visceral obesity in mice fed a high-fat diet” – Chem. Biol. Interact. 2010 Apr. 15; 185 (1) 59-65.
[53] Lin Y. T., Yu Y. M., Chang S. Y., Chan H. C., Lee. M. F. – “Ursolic acid plays a protective role in obesity-induced cardiovascular diseases” – Can J. Physiol. Pharmacol. 2016 June; 94 (6) 627-33 doi: 10.1139/cjpp-2015-0407 PMID 26991492.
[54] Zhang Y., Song C., Li H., Hou J., Li D. – “Ursolic acid prevents augmented peripheral inflammation and inflammatory hyperalgesia in high-fat diet-induced obese rats by restoring downregulated spinal PPARα” – Mol. Med. Rep. 2016 June; 13 (6) 5309-16 doi: 10.3892/mmr 2016.5172 PMID 27108888.
[55] Mancha-Ramirez A. M., Slaga T. J. – “Ursolic acid and chronic disease: An overview of UA’s effects on prevention and treatment of obesity and cancer” – Adv. Exp. Med. Biol. 2016. 928; 75-96 PMID 27671813.
[56] Rizwan Ashraf, Haq Nawaz Bhatti. in «A Centum of Valuable Plant Bioactives», 2021.
[57] Starks CM, Williams RB, Norman VL, Lawrence JA, Goering MG, O'Neil-Johnson M, Hu JF, Rice SM, Eldridge GR (June 2011). "Abronione, a rotenoid from the desert annual Abronia villosa". Phytochemistry Letters. 4 (2): 72–74. doi: 10.1016/j.phytol.2010.08.004. PMC 3099468. PMID 21617767 from http://en.wikipedia.org/wiki/Lupeol
[58] Majumder, Soumya, Ghosh, Arindam, Bhattacharya, Malaya (2020-08-27) – “Natural anti-inflammatory terpenoïds in Camellia japonica leaf and probable biosynthesis pathways of the metabolome” – Bulletin of the National Reaserch Centre 44 (1) 141 – doi: 10.1186/s42269-020-00397-7 – ISSN 2522-8307.
[59] Geetha T., Varalakshmi P. (June 2001) – “Anti-inflammatory activity of lupeol and lupeol linoleate in rats” – Journal of Ethnopharmacology 76 (1) 77-80.
[60] Bani S., Kaul A., Khan B., Ahmad S. F., Suri K. A., Gupta B. D., Satti N. K., Qazi G. N. (April 2006) – “Suppression of T lymphocyte activity by lupeol isolated from Crataeva religiosa” Phytotherapy research 20 (4) 279-87 – doi: 10.1002/ptr.1852 PMID 16557610 S2CID 34485412.
[61] Margareth B. C. Gallo; Miranda J. Sarachine (2009) – “Biological activities of lupeol” – International Journal of Biomedical and Pharmaceutical Sciences. 3 (special issue 1) 46-66.
[62] Prasad S., KalraN., Singh M., Shukia Y. (March 2008) – “Protective effects of lupeol and mango extract against androgen induced oxidative stress in Swiss albino mice” – Asian Journal of Andrology. 10 (2) 313-8 doi: 10.1111/j.1745-7262 2008.00313 PMID 18097535.
[63] Nigam N., Prasad S., Shukia Y. (November 2007) – “Preventive effects of lupeol on DMBA induced DNA alkylation damage in mouse skin” – Food and Chemical Toxicology. 45 (11) 2331-5 – doi: 10.1016/j.fct.2007.06.002 PMID 17637493.
[64] Saleem M., Afaq F., Adhami V. M., Mukhtar H. (July 2004) – “Lupeol modulates NF-kappaB and PI3K/Akt pathways and inhibits skin cancer in CD-1 mice” – Oncogene (30) 5203-14 – doi: 10.1038/sj.onc.1207641 PMID 15122342.
[65] Mannowetz N., Miller M. R., Lishko P. V. (May 2017) – “Regulation of the sperm calcium channel CatSper by endogenous steroids and plant triterpenoïds” – Proceedings of the National Academy of Sciences of the United States of America – 114 (22) 5743-5748 – doi: 10.1073/pnas.1700367114 6 PMC 5465908 PMID 28507119.
[66] Kangsamaksin T., Chaithongyot S., Wootthhichairangsan C., Hanchaina R., Tangshewinsirikul C., Svasti J. (2017-12-12) Ahmad A.(Ed.) – “Lupeol and stigmasterol suppress tumor angiogenesis and inhibit cholangiocarcinoma growth in mice via downregulation of tumor necrosis factor-α” – PLOS ONE 12 (12) e0189628 – Bibcode 2017PLoSO.1289628 – doi: 10.1371/journal pone 0189628 PMC 5726636 PMID 29232409.
[67] Beaton, J. M.; Spring, F. S.; Stevenson, Robert; Stewart, J. L. (1955). "Triterpenoids. Part XXXVII. The constitution of taraxerol". Journal of the Chemical Society (Resumed): 2131. doi: 10.1039/jr9550002131. ISSN 0368-1769 from http://en.wikipedia.org/wiki/Taraxerol
[68] Yao Xiangyang, Li Guilan, Bai Qin, Xu Hui, Lü Chaotian (February 2013) – “Taraxerol inhibits LPS-induced inflammatory responses through suppression of TAK1 and Akt activation” International Immunopharmacology 15 (2) 316-324 – doi: 10.1016/j.intimp.2012.12.032 – ISSN 0918-6158 PMID 10408235.
[69] Natura Force – De la nature puisez votre force (2021); «Bêta-Sitostérol: Propriétés et Bienfâits» from http://www.naturaforce.com/soigner-problemes-de- prostate/beta-sitosterol
[70] A. Zak, M. Zeman, D. Vitkova, P. Hrabak, E. Tvrzicka – «Beta-sitosterol in the treatment of hypercholesterolemia» - Cas Lek Cesk. 1990 Oct. 19; 129 (42): 1320-3 PMID: 2257580.
[71] Weisweiler P., Heinemann V., Schwandt P. – «Serum lipoproteins and lecithin: cholesterol acyltransferase (LCAT) activity in hypercholesterolemic subjects given by beta-sitosterol» n- Int. J. Clin. Pharmacol. Ther. Toxicol. 1984 Apr; 22 (4) 204-6 PMID 6715090.
[72] Timothy J Wilt, Areef Ishani, Roderick MacDonald, Gerold Stark, Cynthia D Mulrow, Joseph Lau, and Cochrane Urology Group VAMC, General Internal Medicine (111-0), One Veterans Drive, Minneapolis Minnesota USA, 55417-VA Medical Center, Department of Medicine (111), One Veterans Drive, Minneapolis Minnesota USA, 55417 Corvallis Clinic, 444 NW Elks Dr, Corvallis OR USA, 97330 - Audie L Murphy Memorial Veteran Hospital, General Internal Medicine, Health Sciences Center at San Antonio, 7400 Merton Minter Blvd, San Antonio Texas USA, 78284 - Tufts Medical Centre, New England Medical Centre/Tufts Evidence-based Practice Center Institute for Clinical Research and Health Policy Studies, 800 Washington Street, Box 63, Boston MA USA, 02111 – “Beta-sitosterols for benign prostatic hyperplasia” - Cochrane Database Syst Rev. 1999 Jul; 1999 (3): CD001043. Published online 1999 Jul 26. doi: 10.1002/14651858.CD001043 - PMID: 10796740.
[73] Demonty I, Ras R. T. et al. – “Continuous dose-response relationship of the LDL-cholesterol-lowering effect of phytosterol intake” – J. Nutr. 2009 Feb; 139 (2): 271-84. Review.
[74] AbuMweis S. S., Jones P. J., - “Cholesterol-lowering effect of plant sterols” - Curr Atheroscler Rep. 2008 Dec; 10 (6): 467-72. Review.
[75] Retelny VS, Neuendorf A, Roth JL. – “Nutrition protocols for the prevention of cardiovascular disease” – Nutr. Clin. Pract. 2008 Oct-Nov; 23 (5): 468-76. Review.
[76] Van Horn L, McCoin M, et al. – “The evidence for dietary prevention and treatment of cardiovascular disease” – J. Am. Diet. Assoc. 2008; 108: 287-331.
[77] Bouic P. J., Clark A, et al. – “The effects of B-sitosterol (BSS) and B-sitosterol glucoside (BSSG) mixture on selected immune parameters of marathon runners: inhibition of post marathon immune suppression and inflammation”.- Int. J. Sports Med. 1999 May; 20 (4): 258-62.
[78] Bouic P. J., Lamprecht J. H. - “Plant sterols and sterolins: a review of their immune-modulating properties” Altern Med Rev. 1999 Jun; 4 (3): 170-7. Texte intégral: www.thorne.com
[79] Bouic P. J., Etsebeth S, et al. “beta-Sitosterol and beta-sitosterol glucoside stimulate human peripheral blood lymphocyte proliferation: implications for their use as an immunomodulatory vitamin combination.” Int. J. Immunopharmacol. 1996 Dec; 18 (12): 693-700.
[80] Bouic P. J. - “Sterols and sterolins: new drugs for the immune system?” – Drug. Discov. Today. 2002 Jul 15; 7 (14): 775-8.
[81] Bouic P. J. - “The role of phytosterols and phytosterolins in immune modulation: a review of the past 10 years” – Curr. Opin. Clin. Nutr. Metab. Care. 2001 Nov; 4 (6): 471-5.
[82] Breytenbach U, Clark A, et al. - “Flow cytometric analysis of the Th1-Th2 balance in healthy individuals and patients infected with the human immunodeficiency virus (HIV) receiving a plant sterol/sterolin mixture” - Cell. Biol. Int. 2001; 25 (1): 43-9.
[83] Jones P. J., AbuMweis S. S. – “Phytosterols as functional food ingredients: linkages to cardiovascular disease and cancer” – Curr. Opin. Clin. Nutr. Metab. Care. 2009 Mar; 12 (2): 147-51. Review.
[84] Woyengo T. A., Ramprasath V. R., Jones P. J. – “Anticancer effects of phytosterols” – Eur; J. Clin Nutr. 2009 Jun 3.
[85] Liangliang Yao, Wei Liu, Mariam Bashir, Muhammad Farrukh Nisar, Chunpeng Wan – “Eriocitrin: A review of pharmacological effects” – Biomedicine & Pharmacotherapy, volume 154, October 2022, 113563.
[86] Marcella Denaro, Antonella Smeriglio, Domenico Trombetta – “Antioxidant and Anti-inflammatory Activity of Citrus Flavanones Mix and Its Stability after In Vitro Simulated Digestion” – Special Issue Mediterranean Edible Plants; An Assassment of Their Antioxidant, Radical Scavenger Properties and Their Use As Super Foods, Nutraceuticals, Functional Foods.
[87] Lucia Crasci – “Protective Effects of Many Citrus Flavonoïds on Cartilage Degradation Process” – Journal of Biomaterials and Nanobiotechnology – January 2013.
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    Andry Tahina Rabeharitsara, Rakotonanahary Lovasoa Carolia Sabrinah, Hanitra Marie Ratsimba, Nambinina Richard Randriana, Baholy Robijaona, et al. (2023). Determining of the Constituent Molecules in the Strychnos spinosa Pips by Extraction with Citric Acid Esterification Procedure. American Journal of Applied Chemistry, 11(1), 21-32. https://doi.org/10.11648/j.ajac.20231101.13

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    Andry Tahina Rabeharitsara; Rakotonanahary Lovasoa Carolia Sabrinah; Hanitra Marie Ratsimba; Nambinina Richard Randriana; Baholy Robijaona, et al. Determining of the Constituent Molecules in the Strychnos spinosa Pips by Extraction with Citric Acid Esterification Procedure. Am. J. Appl. Chem. 2023, 11(1), 21-32. doi: 10.11648/j.ajac.20231101.13

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    Andry Tahina Rabeharitsara, Rakotonanahary Lovasoa Carolia Sabrinah, Hanitra Marie Ratsimba, Nambinina Richard Randriana, Baholy Robijaona, et al. Determining of the Constituent Molecules in the Strychnos spinosa Pips by Extraction with Citric Acid Esterification Procedure. Am J Appl Chem. 2023;11(1):21-32. doi: 10.11648/j.ajac.20231101.13

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  • @article{10.11648/j.ajac.20231101.13,
      author = {Andry Tahina Rabeharitsara and Rakotonanahary Lovasoa Carolia Sabrinah and Hanitra Marie Ratsimba and Nambinina Richard Randriana and Baholy Robijaona and Rakotomamonjy Pierre},
      title = {Determining of the Constituent Molecules in the Strychnos spinosa Pips by Extraction with Citric Acid Esterification Procedure},
      journal = {American Journal of Applied Chemistry},
      volume = {11},
      number = {1},
      pages = {21-32},
      doi = {10.11648/j.ajac.20231101.13},
      url = {https://doi.org/10.11648/j.ajac.20231101.13},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajac.20231101.13},
      abstract = {This publication treated the determination (qualitative) and the quantification (quantitative) of the steroidal and flavonoids constituent molecules in the Strychnos spinosa pips. These molecules were extracted by esterification between the Strychnos spinosa pips and citric acid molecules in a reflux assembly such as the evaluated total moles of the substance’s organic functions, deduced by bibliographies values, and which could reacted with the citric acid molecules was in excess. Thus, the weight ratio between the Strychnos spinosa pips and citric acid was equal to 7.39. Seeing that the reflux assembly could be assimilated as a closed reactor composed with a beaker-250ml, the observed speed constant ksee was equal to 4.3168×10-2 [L2×mol-2×mn-1]. Thereafter, the transesterification of the Strychnos spinosa citric acid esters solution by methanol was carried out with the volume ratio 2.82 and the extraction with dichloromethane followed by hplc-analysis permitted to determine the presence of virtuous steroidal and flavonoid molecules in the Strychnos spinosa pips respectively 4.25×10-1 [gsteroïds per gStrychnos spinosa pips] and 3.89×10-1 [gflavonoids per gStrychnos spinosa pips]. The constituent molecules majority in the Strychnos spinosa pips were betulinic acid and eriocitrin which vertues as antioxidant, anti-inflammatory and anti-cancer were shown in bibliographies. Thus, it was important the perspective to valorize the Strychnos spinosa pips.},
     year = {2023}
    }
    

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  • TY  - JOUR
    T1  - Determining of the Constituent Molecules in the Strychnos spinosa Pips by Extraction with Citric Acid Esterification Procedure
    AU  - Andry Tahina Rabeharitsara
    AU  - Rakotonanahary Lovasoa Carolia Sabrinah
    AU  - Hanitra Marie Ratsimba
    AU  - Nambinina Richard Randriana
    AU  - Baholy Robijaona
    AU  - Rakotomamonjy Pierre
    Y1  - 2023/02/24
    PY  - 2023
    N1  - https://doi.org/10.11648/j.ajac.20231101.13
    DO  - 10.11648/j.ajac.20231101.13
    T2  - American Journal of Applied Chemistry
    JF  - American Journal of Applied Chemistry
    JO  - American Journal of Applied Chemistry
    SP  - 21
    EP  - 32
    PB  - Science Publishing Group
    SN  - 2330-8745
    UR  - https://doi.org/10.11648/j.ajac.20231101.13
    AB  - This publication treated the determination (qualitative) and the quantification (quantitative) of the steroidal and flavonoids constituent molecules in the Strychnos spinosa pips. These molecules were extracted by esterification between the Strychnos spinosa pips and citric acid molecules in a reflux assembly such as the evaluated total moles of the substance’s organic functions, deduced by bibliographies values, and which could reacted with the citric acid molecules was in excess. Thus, the weight ratio between the Strychnos spinosa pips and citric acid was equal to 7.39. Seeing that the reflux assembly could be assimilated as a closed reactor composed with a beaker-250ml, the observed speed constant ksee was equal to 4.3168×10-2 [L2×mol-2×mn-1]. Thereafter, the transesterification of the Strychnos spinosa citric acid esters solution by methanol was carried out with the volume ratio 2.82 and the extraction with dichloromethane followed by hplc-analysis permitted to determine the presence of virtuous steroidal and flavonoid molecules in the Strychnos spinosa pips respectively 4.25×10-1 [gsteroïds per gStrychnos spinosa pips] and 3.89×10-1 [gflavonoids per gStrychnos spinosa pips]. The constituent molecules majority in the Strychnos spinosa pips were betulinic acid and eriocitrin which vertues as antioxidant, anti-inflammatory and anti-cancer were shown in bibliographies. Thus, it was important the perspective to valorize the Strychnos spinosa pips.
    VL  - 11
    IS  - 1
    ER  - 

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Author Information
  • Chemical Process Engineering Department (E. S. P. A), Antananarivo University, Antananarivo, Madagascar

  • Chemical Process Engineering Department (E. S. P. A), Antananarivo University, Antananarivo, Madagascar

  • Chemical Process Engineering Department (E. S. P. A), Antananarivo University, Antananarivo, Madagascar

  • Chemical Process Engineering Department (E. S. P. A), Antananarivo University, Antananarivo, Madagascar

  • Chemical Process Engineering Department (E. S. P. A), Antananarivo University, Antananarivo, Madagascar

  • Chemical Process Engineering Department (E. S. P. A), Antananarivo University, Antananarivo, Madagascar

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