Characterization of bioactive compounds from Ficus vallis-choudae Delile (Moraceae)

محورهای موضوعی : Phytochemistry: Isolation, Purification, Characterization

Jean Jules Kezetas Bankeu ¹ (Department of Chemistry, Faculty of Science, The University of Bamenda, P.O. Box 39, Bambili, Cameroon | International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan)
Amadou Dawé ² (Department of Chemistry, Higher Teacher Training College, University of Maroua, P.O. Box 55 Maroua, Cameroon)
Marius Mbiantcha ³ (Department of Animal Biology, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, Cameroon)
Guy Raymond Feuya ⁴ (Department of Chemistry, Faculty of Science, Scientific and Technical University of Masuku, Box. 943, Franceville, Gabon)
Iftikhar Ali ⁵ (Department of Chemistry, Karakoram International University, 15100-Gilgit, Gilgit-Baltistan, Pakistan)
Marthe Aimée Tchuente Tchuenmogne ⁶ (Department of Chemistry, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon)
Lateef Mehreen ⁷ (Pharmaceutical Research Centre of Pakistan Council of Scientific and Industrial Research Laboratories Complex, Karachi 75280, Pakistan)
Bruno Lenta ⁸ (Department of Chemistry, Higher Teacher Training College, University of Yaoundé I, P.O. Box 47 Yaoundé, Cameroon)
Muhammad Ali ⁹ (International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan)
Augustin Silvère Ngouela ¹⁰ (Department of Chemistry, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon)

تاریخ دریافت : 1396/05/30 تاریخ پذیرش : 1396/08/10 تاریخ انتشار : 1396/09/10

کلید واژه: Biological activity, Bioactive compounds, antioxidant activity, isolation, Nkwenamide, <i>Ficus vallis-choudae</i> Delile,

چکیده مقاله :

Ficus vallis-choudae Delile has been reported to exhibit antifungal, anticonvulsant, anti-inflammatory and antinociceptive activities. Herein we report the first ever pharmacochemical studies on the figs of Ficus vallis-choudae resulting in isolation of a new ceramide named nkwenamide (1). Also, seven known compounds including the binary mixture of &beta;-amyrin palmitate (2) and lupeol palmitate (3), olean-12-en-3-one (4), n-hexacosan-1-ol (5), &beta;-sitosterol (6), and mixture of &beta;-amyrin (7) and lupeol (8) were isolated. Their structures were elucidated using spectroscopic methods. The methanol extract of the figs of this plant exhibited urease, and &alpha;-glucosidase activities and showed DPPH radical scavenging potency with IC50 values, 61.7, 73.7 and 87.4 &micro;g/mL, respectively. It also showed a weak chemiluminescence activity as compared to ibuprofen. The mixture of 2 and 3 exhibited maximum urease inhibitory activity with IC50 value 23.9 &micro;g/mL while the mixture of 7 and 8 showed the maximum &alpha;-glucosidase inhibition with IC50 value 44.0 &micro;g/mL. All the isolates showed weak chemiluminescence activity.

منابع و مأخذ:

Adekunle, A.A., Familoni, O.B., Okoli, S.O., 2006. Antifungal activity of bark extract of Ficus vallis-Choudae and Detarium microcarpum. Acta SATECH. 2(2), 64-67.

Ahmad, M.Z., Ali, M., Mir, S.R., 2012. New sester- and triterpenic coumarin ethers from the roots of Aegle marmelos (L.) Corr. J. Nat. Prod. Plant. Resour. 2(6), 636-643.

Ali, B., Mujeeb, M., Aeri, V., Mir, S.R., Faiyazuddin, M., Shakeel, F., 2012. Anti-inflammatory and antioxidant activity of Ficus carica Linn. leaves. Nat. Prod. Res. 26(5), 460-465.

Bakhat, A., Muhammad, I., Iqbal, H., Nusrat, H., Muhammad, I., Haq, N., Saleem, J., Muhammad, K., Tahseen, G., Muhammad, S.H.A., 2014. Pakistamide C, a new sphingolipid from Abutilon pakistanicum. Rev. Bras. Farmacogn. 24, 277-281.

Bankeu, J.J.K., Mustafa, S.A.A., Gojayev, A.S., Lenta, B.D., Noungoué, D.T., Ngouela, S.A., Assad, K., Choudhary, M.I., Prigge, S., Guliyev, A.A., Nkengfack, A.E., Tsamo, E., Ali, M.S., 2010. Ceramide and cerebroside from the stem bark of Ficus mucuso (Moraceae). Chem. Pharm. Bull. 58(12), 1661-1665.

Bankeu, J.J.K., Khayala, R., Lenta, B.N., Noungoué, D.T., Ngouela, S.A., Mustafa, S.A., Asaad, K., Choudhary, M.I., Prigge, S.T., Hasanov, R., Nkengfack, A.E., Tsamo E., Ali, M.S., 2011. Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso. J. Nat. Prod. 74, 1370-1378.

Barreiros, M.L., David, J.M., Pereira, P.A.d.P., Guedes, M.L.S., David, J.P., 2002. Fatty acid esters of triterpenes from Erythroxylum passerinum. J. Braz. Chem. Soc. 13(5), 669-673.

Chaturvedula, V.S.P., Prakash, I., 2012. Isolation of stigmasterol and β-sitosterol from the dichloromethane extract of Rubus suavissimus. Int. Curr. Pharm. J. 1(9), 239-242.

Evans, W.C., 1996. Trease and Evans Pharmacognosy, 14th Ed. Saunders, London.

Fongang, Y.S.F., Bankeu, J.J.K., Ali, M.S., Awantu, A.F., Zeeshan, A., Assob, C.N., Mehreen, L., Lenta, B.N., Ngouela, S.A., Tsamo, E., 2015. Flavonoids and other bioactive constituents from Ficus thonningii Blume (Moraceae). Phytochem. Lett. 11, 139-145.

Gulcin, I., Alici, H.A., Cesur, M., 2005. Determination of in vitro antioxidant and radical scavenging activities of propofol. Chem. Phar. Bull. 53, 281-285.

Huang, C.-C., Tsai, K.-W., Tsai, T.-J., Hsu, P.-I., 2017. Update on the first-line treatment for Helicobacter pylori infection - a continuing challenge from an old enemy. Biomark. Res. 5, 23, DOI: org/10.1186/s40364-017-0103-x

Kakarla, L., Katragadda, S.B., Tiwari, A.K., Kotamraju, K.S., Madhusudana, K., Kumar, D.A., Botlagunta, M., 2016. Free radical scavenging, α-glucosidase inhibitory and anti-inflammatory constituents from Indian sedges, Cyperus scariosus R. Br. and Cyperus rotundus L. Pharmacog. Mag. 12(Suppl 4), S488-S496.

Kurihara, H., Sasaki, M., Hatano, M., 1994. A new screening method for glucosidase inhibitors and its application to algal extracts. Fisheries Sci. 60, 759-761.

Lakshmi, V., Mahdi, A.A., Ahmad, M.K., Agarwal, S.K., Srivastava, A.K., 2014. Antidiabetic activity of lupeol and lupeol esters in streptozotocin-induced diabetic rats. Bangladesh Pharm. J. 17(2), 138-146.

Lawan, A., Katsayal, U.A., Yaro, A.H., 2008. Anti-inflammatory and anti-nociceptive effects of the methanolic extract of the stem bark of Ficus vallis-Choudae (Moraceae). Afr. J. Pharm. Pharmacol. 2(10), 200-203.

Mahato, S.B., Kundu, A.P. 1994. ¹³C NMR spectra of pentacyclic triterpenoids - a compilation and some salient features. Phytochemistry 37(6), 1517-1575.

Malami, S., Kwanashie, H.O., Hussaini, I.M. 2010. Anticonvulsant effects of methanol extract of Ficus vallis-Choudae (Moraceae) stem bark. Niger. J. Pharm. Sci. 9(1), 44-51.

Mohammadhosseini, M., 2017. The ethnobotanical, phytochemical and pharmacological properties and medicinal applications of essential oils and extracts of different Ziziphora species. Ind. Crops Prod. 105, 164-192.

Mohammadhosseini, M., Sarker, S.D., Akbarzadeh, A., 2017. Chemical composition of the essential oils and extracts of Achillea species and their biological activities: A review. J. Ethnopharmacol. 199, 257-315.

Nakane, T., Maeda, Y., Ebihara, H., Arai, Y., Masuda, K., Takano, A., Ageta, H., Shiojima, K., Cai, S.-Q., Abdel-Halim, O.B., 2002. Fern constituents: Triterpenoids from Adiantum capillus-veneris. Chem. Pharm. Bull. 50(9), 1273-1275.

Oliver, B. 1960. Medicinal plants in Nigeria. Nigerian College of Arts and Science, Lagos, Nigeria.

Pervez, H., Ahmad M., Zaib S., Yaqub M., Naseer M.M., Iqbal J., 2016. Synthesis, cytotoxic and urease inhibitory activities of some novel isatin derived bis-Schiff bases and their copper(II) complexes. Med. Chem. Comm. 7(5), DOI: 10.1039/C5MD00529A.

Rimess, A., Previati, N., Wieckowski, M.R., Pinton, P., 2016. Mitochondrial reactive oxygen and inflammation: Molecular mechanism, diseases and promising therapies. Int. J. Biocem. Cell. Biol. 81(part B) 281-293.

Sridevi, H., Jayaraman, P., Pachaiyappan, P., 2015. Evaluation of α-glucosidase inhibitory action of isolated compound beta amyrin from Memecylon umbellatum. Int. J. Pharmacog. Phytochem. Res. 7(6) 1033-1038.

Vivien, J., Faure, J.J., 1995. Fruitiers sauvages d’Afrique - Espèces du Cameroun. Nguila-Kerou (Eds.), France, p. 416.

Weatherburn, M.W., 1967. Phenol-hypochloride reaction for determination of ammonia. Anal. Chem. 39, 971-974.

Yamamura, M., Wang, X.H., Ohmen, J.D., Uyemura, K., Rea, T.H., Bloom, B.R., Modlin, R.L., 1992. Cytokine patterns of immunologically mediated tissue damage. J. Immunol. 149, 1470-1475.

Yao, Y., Sang, W., Zhou, M., Ren, G., 2010. Antioxidant and alpha-glucosidase activity of colored grains in China. J. Agric. Food Chem. 58, 770-774.

Yesilada, E., Gurbuz, I., Shibata, H., 1999. Screening of Turkish anti-ulcerogenic folk remedies for anti-Helicobacter pylori activity. J. Ethnopharmacol. 66, 289-293.