PENTACYCLIC TRITERPENOIDS FROM THE STEM-BARK OF ALBIZIA CHEVALIERI HAMS (MIMOSACEAE)

Authors

  • Mathias S. N. Department of Pharmacognosy & Ethnopharmacy, Usmanu Danfodiyo University, Sokoto
  • Abubakar M. S.
  • October N.

Keywords:

Friedlin, Friedilan-3-ol, Lupeol, Isolation, and Spectrometry

Abstract

Objective: This research is focused towards isolation and identification of pure compounds from the extracts fractions of Albizia chevalieri through the means of gravity column chromatography and other chromatographic processes.

Methods: the stem bark was extracted exhaustively with hexane and subsequently with methanol. The methanolic extract was fractionated into ethyl acetate (EA) and n-butanol (NB) soluble parts, after which the hexane extracts were subjected to silica gel gravity column chromatography for the isolation of pure bioactive molecules.The major compounds isolated, were then determined and identified by the use of spectrometric analysis of HR-ESIMS, 1HNMR, [13]CNMR, IR and UV spectra.

Results: Investigation of the stem bark hexane extract fraction of A. chevalieri led to the isolation of three known pentacyclic triterpenoids: friedelin (HXC1), Friedelan-3-ol (HXC2) and Lupeol (HXC3), for the first time in the plant.

Conclusion: The results obtained will be useful in the evaluation (bioassay) of the isolated compounds against the list of folklore therapeutic claims of A. chevalieri (which include its use as purgative, taenicidal, remedies of cough, dysentery, cancer, diabetes mellitus, tuberculosis and snake bite), and thereby providing scientific basis for its used for treatment of the aforementioned ailments.

Keywords: Friedelin, Friedilan-3-ol, Lupeol, Isolation, Spectrometry

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References

Aubréville A. Flore forestière soudano-guinéenne, AOF, Cameroun, AEF. Grasses and Legumes Index. Soc. Ed. Géogr. Marit. and Colon. Paris; 1950. p. 523.

Aliyu AB, Musa AM, Ibrahim MA, Ibrahim H, Oyewale AO. Preliminary phytochemical screening and antioxidant activity of leave extract of Albizia chevalieri harms. Bajopas 2009;2 Suppl 1:149-53.

Saidu Y, Lawal M, Isezuo SA, Shehu RA, Sahabi DM, Bilbis LS. Partial purification and elucidation of the mechanism of hypoglycaemic agent of aqueous leaf extract of Albizia chevalieri harm (Leguminosae). J Pharmacol Toxicol 2007;2 Suppl 6:513-23.

Saidu Y, Suleman LB, Lawal M, Isezuo SA, Umar RA. Hematotoxicity study of leaf-extract of Albizia chevalieri harms (Leguminosae). Biochem Med 2007;17 Suppl 2:203-11.

Saidu Y, Nwachukwu FC, Bilbis LS, Faruk UZ, Abbas AY. Toxicity studies of the crude aqueous root extract of albizzia chevalieri harm in albino rats. Nigerian J Basic Appl Sci 2010;18 Suppl 2:308-14.

Rodríguez E, West JE. International research on biomedicines from the tropical rain forest. Interciencia 1995;20 Suppl 3:140-3.

Sousa G, Duarte L, Alcântara A, Silva G, Vieira-Filho S, Silva R, et al. New triterpenes from maytenus robusta: structural elucidation based on NMR experimental data and theoretical calculations. Molecules 2012;17:13439-56.

Putra DP, Noveliandi N, Husni E. Friedelin, a triterpenoid pentacyclic from the leaves of Calophyllum soulattri Burm. f. (Guttiferae). Artikel J 2014;13:1-5.

Abreu GV, Corrêa GM, Lagos AI, Silva RR, Alcântara AF. Pentacyclic triterpenes and steroids from the stem bark of uchi (Sacoglottis uchi, Humiriaceae). ACTA AMAZONICA 2013;43 Suppl 4:525-8.

Kamboj A, Saluja Ajay K. Isolation of stigmasterol and β-sitosterol from petroleum ether extract of aerial parts of Ageratum conyzoides (Asteraceae). Int J Pharm Pharm Sci 2011;3 Suppl 1:201.

Duarte PL, Silver de Mirande R, Rodrigues VBS, de Fatima Silva DG, Viera Filho AS, Knupp FV. Stereochemistry of 16α-Hydroxyfriedelin and 3-Oxo-16-methyfriedel-16-ene established by 2D NMR spectroscopy. Molecules 2009;14:598-607.

Boonyaratavej S, Petsom A. Chemical constituents of the roots of Bridelia tomentosa Bl. J Sci Soc Thailand 1991;17:61-9.

Saratha V, Iyyam PS, Subramanian S. Isolation and characterization of lupeol, a triterpenoid from Calotropis gigantea latex. Int J Pharm Sci Rev Res 2011;10 Suppl 2:54-7.

Puebla P, Oshima-Franco Y, Franco LM, Dos Santos MG, da Silva RV, Mauro Rubem-Mauro L, et al. Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom. Molecules 2010;15 Suppl 11:8193-204.

Ahmadu AA, Tarimaledei P, Onanuga A. Triterpenoids from Gutenbergia nigritana (Benth.). Oliv AND Hiern. Afr J Tradit Complementary Altern Med 2013;10 Suppl 3:405-9.

Susidarti RA, Rahmani M, Ali AM, Sukari MA, Ismail HBM. Friedelin from Kelat merah (Eugenia chlorantha Duthie) on research gate; 2014. Available from: www.researchgate.net/./264890946. [Last accessed on 10 Dec 2015].

Cavie D, Mahendra K, Jain T, Orebamjo O. Terpenoids VII. Constituents of Euphorbia laterifolia schum and thonn. Phytochem 1968;7 Suppl 4:657-70.

Reynolds WF, Mclean S, Poplawski J, Enriquez RG, Escobar LI, Leon I. Total assignment of 13C and 1H spectra of three isomeric triterpenoid derivatives by 2D NMR: an investigation of the potential utility of 1H chemical shifts in structural investigation of complex natural products. Tetrahedron 1986;42:3419-28.

Imam S, Azhar I, Hasan MM, Ali MS, Ahmed SW. Two triterpenes lupanone and lupeol isolated and identified from Tamarindus indica linn, Pak. J Pharm Sci 2007;20:125-7.

Jain PS, Bari SB. Isolation of lupeol, stigmasterol, and campesterol from petroleum ether extract of woody stem of Wrightia tinctoria. Asian J Transfus Sci 2010;9 Suppl 3:163-7.

Published

01-05-2016

How to Cite

N., M. S., A. M. S., and O. N. “PENTACYCLIC TRITERPENOIDS FROM THE STEM-BARK OF ALBIZIA CHEVALIERI HAMS (MIMOSACEAE)”. International Journal of Pharmacy and Pharmaceutical Sciences, vol. 8, no. 5, May 2016, pp. 261-5, https://journals.innovareacademics.in/index.php/ijpps/article/view/11036.

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