Isolation and Identification of β-sitosterol, 7-hydroxystigmast-22-en-3,6-dione and 3β, 24(S)-dihydroxycholesta-5, 25-diene-7-one from stem bark of Nauclea pobeguinii

https://doi.org/10.22146/mot.77324

Adewusi John Adepoju(1), Sunday Olusegun Oladoye(2*), Ezekiel Temidayo Ayodele(3), Adeola Victoria Falade(4), Gin Keat Lim(5), Chuan Wei OO(6)

(1) Organic Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, Ogbomoso, Oyo State
(2) Organic Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, Ogbomoso, Oyo State
(3) Organic Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, Ogbomoso, Oyo State
(4) Organic Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, Ogbomoso, Oyo State
(5) School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Pulau Pinang
(6) School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Pulau Pinang
(*) Corresponding Author

Abstract


The stem bark of the Nauclea pobeguinii was collected, air-dried, and pulverized and was extracted with solvent of varying polarity (n-hexane, ethyl acetate, and ethanol) to obtain the crude extracts. Silica gel column and thin layer chromatographic separation afforded three compounds whose structures were elucidated as β-sitosterol (1), 7-hydroxystigmast-22-en-3.6-dione (2), and 3β, 24(S)-dihydroxycholesta-5, 25-dien-7-one (3) by analysis of their chemical and spectral characteristic from 1D and 2DNMR, FTIR and by comparing of data with those reported in the literature.


Keywords


Nauclea pobeguinii; Phytochemical;Isolation;steroids;β-sitostero

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References

Adepoju, A. J., Falade, A. V., Ayodele, E. T., Oladoye, S. O., Lim, G. K., OO, C. W., & Loh, Y. C., 2020. Phytochemical Screening, Antibacterial and antioxidant potential of the stem bark extracts of Nauclea pobeguinii. Sci. Focus, 25, 38–45.

Ajibesin, K.K., Bala, D.N., Umoh, U.F., 2012. Ethno-medicinal survey of plants used by the indigenes of Rivers State of Nigeria. Pharmaceutical Bio. 50, 1123-1143.

Ashour, A. S., El Aziz, M. M. A., & Gomha Melad, A. S., 2019. A review on saponins from medicinal plants: chemistry, isolation, and determination. J. of Nanomed. Res., 7 (4), 282–288.

Ambe, A.S., Ouattara, D., Tiebre, M., Ta, B., Vroh, G.N.Z., N’Guessan, K.E., 2015. Diversité des plantes médicinales utilisées dans le traitement traditionnel de ladiarrhée sur les marchés d’Abidjan (Côte d’Ivoire). Journal of Ani and Plant Sci. 26, 4081-4096.

Betti, J.L., Yongo, O.D., Mbomio, D.O., Iponga, D.M., Ngoye, A., 2013. An ethnobotanical and floristical study of medicinal plants among the Baka Pygmies in the periphery of the Ipassa-Biosphere reserve, Gabon. Eur. J. Med. Plants 3, 174 – 205.

Haudecoeur, R., Marin, P., Basile, P., Maxime, R., Germain, S. T., Ahcene, B., Benjamin, B., 2018. Traditional uses, phytochemistry and pharmacological properties of African Nauclea species: A review. J. of Ethnopharmacol., 212, 106 - 136.

Kadiri, H., Adegor, E., Asagba, S., 2007. Effect of Aqueous Nauclea pobeguinii Leaf Extract on Rats Induced with Hepatic Injury. Res. Jour. Med. Plants, 1, 139 – 143.

Karou, D. S., Tchacondo, T., Tchibozo, D. A. M., Abdoul-Rahaman, S., Anani, K., Koudouvo, K., Batawila, K., Agbonon, A., Simpore, J., dEsouza, C., 2011. Ethnobotanical study of medicinal plants used in the management of Diabetes mellitus and hypertension in the Central Region of Togo. Pharmaceu. Bio., 49, 1286-1297.

Kuete, V., Sandjo, L.P., Mbaveng, A.T., Seukep, J.A., Ngadjui, B.T., Efferth, T., 2015. Cytotoxicity of selected Cameroonian medicinal plants and Nauclea pobeguinii towards multi-factorial drug-resistant cancer cells. BMC Complementary and Alternative Med., 15, 309 - 318.

Mesia, K., Tona, G.L., Penge, O., Lusakibanza Manzo, M., Nanga, T.M., Cimanga, R. K., Apers, S., Van Miert, S., Totte, J., Pieters, L., 2005. Antimalarial activities and toxicities of three plants used as traditional remedies for malaria in the Democratic Republic of Congo: Croton mubango, Nauclea pobeguinii and Pyrenacantha staudtii. Annals of Tropical Medicine and Parasitology, 99, 345 – 357.

Mesia, K., Cimanga, K., Tona, L., Mampunza, M.M., Ntamabyaliro, N., Muanda, T., Muyembe, T., Totté, J., Mets, T., Pieters, L., 2011. Assessment of the short-term safety and tolerability of a quantified 80% ethanol extract from the stem bark of Nauclea pobeguinii (PR 259 CT1) in healthy volunteers: a clinical phase I study. Planta Med., 77, 111–116.

Njoya, E. M., Aristide, M. M., Pierra, M., Augustin, E. N. and Lyndy, J. M., 2017. Phytochemical analysis with free radical scavenging, nitric oxide inhibition and antiprolif-erative activity of Sarcocephalus pobeguinii extracts. BMC Complementary and Alternative Med., 17, 199 – 215.

Ododo, M. M. Manash, K. C. and Ahmed, H. D., 2016. Structure Elucidation of β-sitosterol with antibacterial activity from the root bark of Malva parviflora. Springer plus, 5, 1210.

Sam, G.H., Adu, F., Annan, K., 2013. Ethnobotanical survey of medicinal plants used for the treatment of diarrhoea and skin ulcer in the Brong Ahafo region of Ghana. Journal of Medicinal Plants Res., 7, 3280 – 3285.

Traore –keita, F., Gasquest, M., Di Giorgio, C., Olivier, E., Delmas, F., Keita, A., Daumbo, O. and Balansaid, G., 2000. Antimalarial activity of four plants used in traditional medicine in Mali. Phytotherapy Res., 14, 45 - 47.

Traore, M.S., Baldé, M.A., Diallo, M.S.T., Baldé, E.S., Diané, S., Camara, A., Diallo, A., Balde, A., Keïta, A., Keita, S.M., 2013. Ethnobotanical survey on medicinal plants used by Guinean traditional healers in the treatment of malaria. Journal of Ethnopharmacol., 150, 1145 –1153.

Tsafack, E. G., Mbiantcha, M., Ateufack, G., Flore, S., Nguemnang, D., Yousseu, W. N., Atsamo, A. D., Matah, V., Mba, M., Adjouzem, C. F., & Besong, E. B., 2021. Antihypernociceptive and Neuroprotective Effects of the Aqueous and Methanol Stem-Bark Extracts of Nauclea pobeguinii (Rubiaceae) on STZ-Induced Diabetic Neuropathic Pain. Evidence-Based Complementary and Alternative Med., 2021, 1–17.

Wei, K. Wei, L. Kazuo, K. Yuping, P. Yingje, C. and Tamotsu, N., 2004. Spectra Assignment and Reference Data. Magnetic Resonance in Chem., 42, 355 - 359.

Xu, Y. J., Foubert, K., Dhooghe, L., Lemiere, F., Cimanga, K., Mesia, K., Apers, S., Pieters, L., 2012. Chromatographic profiling and identification of two iridoid-indole alkaloids by UPLC-MS and HPLC-SPE-NMR analysis of an antimalarial extract from Nauclea pobeguinii. Phtochemistry Letter, 5, 316 - 319.

Yang, F. Hong-Jun, Z. Jian-Tao, C. Hai-Feng, T. Shu-Juan, P. Wan-Sheng, C. and Hou-Wen, L.,2011, New cytotoxic oxygenated sterols from marine bryozoans Bugula neritina. Nat. prod. Res., 25 (16), 1505 - 1511.



DOI: https://doi.org/10.22146/mot.77324

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