Senyawa Isoflavonoid dari Akar Gitaan (Willughbeia coriacea Wall.)
DOI:
https://doi.org/10.25077/jrk.v15i1.686Keywords:
Willughbeia coriacea Wall, Apocynaceae, formononetin, isoflavonoidAbstract
Gitaan (Willughbeia coriacea Wall.) is an endemic plant that grows wild in the forests of Kalimantan. Traditionally, parts of this plant have been applied for fork-lore medication in Dayak tribe. However, scarce information both for secondary metabolites and biological activities of this plant has been reported, especially for flavonoids. This research was conducted to determine structure of flavonoid from ethyl acetate fraction of gitaan roots by spectroscopy analysis. The ethyl acetate fraction was purified by several chromatography techiques in order to isolate compound 1. On the basis of NMR analysis including DART-HRMS data and comparison with literature, an isoflavonoid obtained from the ethyl acetate fraction of gitaan roots is formononetin.
References
Pradityo, T., Santoso, N., Ervizal, D. & Zuhud, A. M., Etnobotani di kebun tembawang suku Dayak Iban, Desa Sungai Mawang, Kalimantan Barat. Agustus, 21(2): 183–198 (2016).
Lin, L., Yang, L. & Chou, C., Constituents from the stems of ecdysanthera rosea. J Chin Med, 13(4): 191–195 (2002).
Jain, S., Sharma, P., Ghule, S., Jain, A. & Jain, N., In vivo anti-inflammatory activity of Tabernaemontana divaricata leaf extract on male albino mice. Chin. J. Nat. Med., 11(5): 472–476 (2013).
Wangteeraprasert, R., Lipipun, V., Gunaratnam, M., Neidle, S., Gibbons, S. & Likhitwitayawuid, K., Bioactive compounds from Carissa spinarum. Phyther. Res., 26(10): 1496–1499 (2012).
Liang, S., Chen, H.-S., Du, J.-L., Wang, H.-P., Shen, Y. & Huang, M.-Z., Study on chemical constituents of Tabernaemontana divaricata. Acad. J. Second Mil. Med. Univ., 27(8): 892–4 (2006).
Lin, L.-C., Kuo, Y.-C. & Chou, C.-J., Immunomodulatory proanthocyanidins from Ecdysanthera utilis. J. Nat. Prod., 65(4): 505–508 (2002).
Byamukama, R., Namukobe, J., Jordheim, M., Andersen, Ø. M. & Kiremire, B. T., Anthocyanins from ornamental flowers of red frangipani, Plumeria rubra. Sci. Hortic. (Amsterdam)., 129(4): 840–843 (2011).
Heneidak, S., Grayer, R. J., Kite, G. C. & Simmonds, M. S. J., Flavonoid glycosides from Egyptian species of the tribe Asclepiadeae (Apocynaceae, subfamily Asclepiadoideae). Biochem. Syst. Ecol., 34(7): 575–584 (2006).
Zhang, J., Yin, Z. Q. & Liang, J. Y., A new isoflavonoid glycoside from the aerial parts of Trachelospermum jasminoides. Chin. J. Nat. Med., 11(3): 274–276 (2013).
Bhadane, B. S., Patil, M. P., Maheshwari, V. L. & Patil, R. H., Ethnopharmacology, phytochemistry, and biotechnological advances of family Apocynaceae: A review. Phyther. Res., 32(7): 1181–1210 (2018).
Tanjung, M., Tjahjandarie, T. S., Saputri, R. D., Harsono, A. & Aldin, M. F., A new cinnamyl acid derivative from the roots of Willughbeia coriacea wall. Nat. Prod. Sci., 26(1): 79–82 (2020).
Harsono, A., Rahman, A., Putri, R. J., Tjahjandarie, T. S., Saputri, R. D., Ahmat, N. & Tanjung, M., Isolation of lignans from the stem bark of Willughbeia coriacea and their cytotoxic activity. Trop. J. Nat. Prod. Res., 7(2): 2394–2396 (2023).
Rudiyansyah., Edwindar, F. & Ardiningsih, P., Secondary metabolites and antioxidant activity of methanol extract and fractions from the root of gitaan (Willughbeia coreacea wall). Al-Kimia, 11(2): (2023).
Sabaruddin, A., Wulandari, E. & Sulistyrati, H., Isolasi dan uji antimikroba ekstrak daun kersen. J. Mipa, 35(02): 157–164 (2012).
Gbaweng, A. J. Y., Daïrou, H., Zingué, S., Emmanuel, T., Tchinda, A. T., Frédérich, M. & Mbafor, J. T., Excelsanone, a new isoflavonoid from Erythrina excelsa (Fabaceae), with in vitro antioxidant and in vitro cytotoxic effects on prostate cancer cells lines. Nat. Prod. Res., 34(5): 659–667 (2020).
Cheenpracha, S., Chokchaisiri, R., Laphookhieo, S., Limtharakul, T. & Thepmalee, C., Rare prenylated isoflavonoids from the young twigs of Millettia extensa and their cytotoxic activities. RSC Adv., 12(47): 30359–30364 (2022).
Pu, W., Wang, D. & Zhou, D., Structural characterization and evaluation of the antioxidant activity of phenolic compounds from Astragalus taipaishanensis and their structure-activity relationship. Sci. Rep., 5(1): 13914 (2015).
Pan, C., Wang, H., Shan, H. & Lü, H., Preparative isolation and purification of calycosin and formononetin from Astragali radix using hydrolytic extraction combined with high speed countercurrent chromatography. J. Chromatogr. Sci., 59(5): 412–418 (2021).
Mykhailenko, O., Kovalyov, V., Kovalyov, S. & Krechun, A., Isoflavonoids from the rhizomes of Iris hungarica and antibacterial activity of the dry rhizomes extract. Ars Pharm., 58(1): 39–45 (2017).
Ong, S., Shanmugam, M., Fan, L., Fraser, S., Arfuso, F., Ahn, K., Sethi, G., et al., Focus on formononetin: anticancer potential and molecular targets. Cancers (Basel)., 11(5): 611 (2019).
das Neves, M. V. M., da Silva, T. M. S., de Oliveira Lima, E., da Cunha, E. V. L. & Oliveira, E. de J., Isoflavone formononetin from red propolis acts as a fungicide against Candida sp. Brazilian J. Microbiol., 47(1): 159–166 (2016).
Yu, L., Zhang, Y., Chen, Q., He, Y., Zhou, H., Wan, H. & Yang, J., Formononetin protects against inflammation associated with cerebral ischemia-reperfusion injury in rats by targeting the JAK2/STAT3 signaling pathway. Biomed. Pharmacother., 149: 112836 (2022).
Ren, J., Xu, H.-J., Cheng, H., Xin, W.-Q., Chen, X. & Hu, K., Synthesis and antitumor activity of formononetin nitrogen mustard derivatives. Eur. J. Med. Chem., 54: 175–187 (2012).
Mutai, P., Rigo, G. V. & Tasca, T., Synthesis and antigiardial activity of formononetin analogues. East Cent. African J. Pharm. Sci., 19(1–3): 22–7 (2019).
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