ISOLATION, IDENTIFICATION AND BIOASSAY OF FLAVONOIDS FROM Bouea macrophylla GRIFF.

ISNA ATHIRAH OTHMAN; NORIZAN  AHMAT; MOHD ILHAM   ADENAN; ZURIATI  ZAHARI; AISYAH SALIHAH  KAMAROZAMAN

doi:10.55230/mabjournal.v51i4.15

Authors

ISNA ATHIRAH OTHMAN Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia; Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA, Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia
NORIZAN AHMAT
noriz118@uitm.edu.my
Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia; Centre of Foundation Studies, Universiti Teknologi MARA, Dengkil Campus, 43800 Dengkil, Selangor, Malaysia
MOHD ILHAM ADENAN Universiti Teknologi MARA Pahang, Lintasan Semarak, Bandar Jengka, 26400 Bandar Tun Razak, Pahang
ZURIATI ZAHARI Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia; Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA, Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia
AISYAH SALIHAH KAMAROZAMAN Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia; Centre of Foundation Studies, Universiti Teknologi MARA, Dengkil Campus, 43800 Dengkil, Selangor, Malaysia

Keywords:

Bouea, chromatography, flavonoids, glucose uptake activity, NMR

Abstract

Bouea macrophylla Griff., a species belonging to the Anacardiaceae family is a flowering plant native to Southeast Asia and also known as kundang, kundang daun besar, and setar in Malaysia. The fruit can be eaten raw or as a pickle, while the young leaves can be consumed as salads. It has been claimed to be able to accelerate wound healing, prevent cancer, reduce the risk of stroke, and be good for blood circulation. The previous study on the plant from the same genus, known as B. oppositofolia has shown the presence of various. The present study was designed to isolate and elucidate flavonoids from this plant. The twig extract of kundang was purified by using several chromatographic techniques including Vacuum Liquid Chromatography (VLC), Column Chromatography (CC), and preparative-Thin Layer Chromatography (pTLC). The structures of isolated compounds were characterized by using spectroscopic methods including Nuclear Magnetic Resonance (NMR), infrared (IR), and ultraviolet (UV) spectral data, as well as comparison with the data reported in the literature. Five flavonoids were isolated and purified from the twigs of B. macrophylla which includes one flavanonol known as garbanzol; one flavonol which is resokaempferol; one flavandiol characterized as catechin; and two flavandiol known as mollisacacidin and guibourtacacidin. The results of the glucose uptake experiment indicated that the extract and compounds tested affected the glucose uptake rate of the insulin-resistant C₂C₁₂ cell line as compared to the standard. This is the first report describing the elucidation of the stated compounds from B. macrophylla as well as its glucose uptake study.

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References

Al-Sheraji, S.H., Ismail, A., Manap, M.Y., Mustafa, S. & Yusof, R.M. 2012. Fermentation and non-digestibility of Mangifera pajang fibrous pulp and its polysaccharides. Journal of Functional Foods, 4(4): 933–940. DOI: https://doi.org/10.1016/j.jff.2012.07.001

Anandharajan, R., Jaiganesh, S., Shankernarayanan N.P., Viswakarma, R.A. & Balakrishnan, A. 2006. In vitro glucose uptake activity of Aegles marmelos and Syzygium cumini by activation of Glut-4, PI3 kinase and PPARgamma in L6 myotubes. Phytomedicine, 13: 434-441. DOI: https://doi.org/10.1016/j.phymed.2005.03.008

Dang, P.H., Nguyen, T.T., Le, T.H., Nguyen, H.X., Nguyen, M.T.T. & Nguyen N.T. 2018. A new bischromanone from the stems of Semecarpus caudata. Natural Product Research, 32(15): 1745–1750. DOI: https://doi.org/10.1080/14786419.2017.1399391

Drewes, S.E. & Ilsley, A.H. 1969. Isomeric leucofisetinidins from Acacia mearnsii. Phytochemistry, 8:1039-1042. DOI: https://doi.org/10.1016/S0031-9422(00)86352-9

Eboji, O.K., Borges, G., Harrington, L., Lin, W., Sofidiya, M.O. & Sowemimo, A.A. 2021. Catechin from Burkea africana Hook. exhibits in vitro inhibition of human telomerase activity. Natural Product Research, 35(24): 6175-6179. DOI: https://doi.org/10.1080/14786419.2020.1831497

Ediriweera, M.K., Tennekoon, K.H., Adhikari, A., Samarakoon, S.R., Thabrew, I. & de Silva, E.D. 2016. New halogenated constituents from Mangifera zeylanica Hook. F. and their potential anti-cancer effects in breast and ovarian cancer cells. Journal of Ethnopharmacology, 189: 165–174. DOI: https://doi.org/10.1016/j.jep.2016.05.047

Nel, R.J.J., Mthembu, M., Coetzeea, J., van Rensburg, H., Malan, E. & Ferreira, D. 1999. The novel flavan-3-ol, (2R,3S)-guibourtinidol and its diastereomers. Phytochemistry, 52(6): 1153–1158. DOI: https://doi.org/10.1016/S0031-9422(99)00348-9

Ng, F.S.P. 1989. Tree Flora of Malaya. Volume 4. Longman Malaysia.

Nik Azmin, N.F. 2017. Phytochemical studies of Gnetum microcarpum, Gnetum cuspidatum, Cynometra cauliflora, Bouea oppositifolia and their biological activities (Ph.D). Universiti Teknologi MARA.

Panthong, K., Sompong, R., Rukachaisirikul, V., Towatana N.H., Voravuthikunchai, S.P. & Saising, J. 2015. Two new triterpenes and a new coumaroyl glucoside from the twigs of Mangifera foetida Lour. Phytochemistry Letters, 11: 43–48. DOI: https://doi.org/10.1016/j.phytol.2014.11.007

Rana, A., Sharma, E., Rawat, K., Sharma, R., Verma, S., Padwad, Y. & Gulati, A. 2016. Screening and purification of catechins from underutilized tea plant parts and their bioactivity studies. Journal of Food Science and Technology, 53(11): 4023–4032. DOI: https://doi.org/10.1007/s13197-016-2406-6

Roux, D.G. & Bruyn, G.C.D. 1963. Isolation of 4’,7-dieiydroxyflavan-3,4-diol from Guibourtia coleosperma. Toxic Substances in Crop Plants, 87(1957): 439–444. DOI: https://doi.org/10.1042/bj0870439

Sun, S., Choi, Y.H., Na, C.S., Lee, D., Yoo, H.H., Hong C.Y., Ahn, B Y. & Dong, M.S. 2014. Estrogenic activity of a Rhus verniciflua extract and its major components. Journal of Functional Food, 11: 250-260. DOI: https://doi.org/10.1016/j.jff.2014.09.014

Tawaha, K., Sadi, R., Qa’dan, F., Matalka, K.Z. & Nahrstedt A. 2010. A bioactive prodelphinidin from Mangifera indica leaf extract. Zeitschrift fur Naturforschung - Section C Journal of Biosciences, 65C(5–6): 322–326. https://doi.org/10.1515/znc-2010-5-603 DOI: https://doi.org/10.1515/znc-2010-5-603

Tindale, M.D. & Roux, D.G. 1969. A phytochemical survey of the Australian species of Acacia. Phytochemistry, 8(9): 1713–1727. DOI: https://doi.org/10.1016/S0031-9422(00)85959-2

Wong, E., Mortimer, I.P. & Geissman, T.A. 1965. Flavonoid constituents of Cicer arietinum. Phytochemistry, 4(1): 89-95. DOI: https://doi.org/10.1016/S0031-9422(00)86150-6

Wong, C.Y., Al-Salami, H. & Dass, C.R. 2020. C2C12 cell model: its role in understanding of insulin resistance at the molecular level and pharmaceutical development at the preclinical stage. Journal of Pharmacy and Pharmacology, 72(12): 1667-1693. DOI: https://doi.org/10.1111/jphp.13359

Yamamoto, Y., Ito, A., Fujita, H., Nagamori, E., Kawabe, Y. & Kamihira, M. 2011. Functional evaluation of artificial skeletal muscle tissue constructs fabricated by a magnetic force-based tissue engineering technique. Tissue Engineering: Part A, 17(1-2): 107-114. DOI: https://doi.org/10.1089/ten.tea.2010.0312

Yu, Q., Zeng, K.W., Ma, X.L., Song F.J., Jiang Y., Tu, P.F. & Wang, X.M. 2016. Resokaempferol-mediated anti-inflammatory effects on activated macrophages via the inhibition of JAK2/STAT3, NF-κB and JNK/p38 MAPK signaling pathways. International Immunopharmacology, 38: 104–114. DOI: https://doi.org/10.1016/j.intimp.2016.05.010