Phytoconstituents with contact toxicity and antifeedant activities from Englerodaphne subcordata (Meisn) Engl. (Thymelaeaceae) crude leaf extracts

Subject Areas : Natural Products: Isolation and Characterization

Albert Makenzi ¹ , Lawrence Manguro ² , Phillip Owuor ³

1 - Department of Chemistry, Maseno University, P.O. Box 333-40105 Maseno, Kenya
2 - Department of Chemistry, Maseno University, P.O. Box 333-40105 Maseno, Kenya
3 - Department of Chemistry, Maseno University, P.O. Box 333-40105 Maseno, Kenya

Received: 2023-06-19 Accepted : 2023-09-27 Published : 2023-09-01

Keywords:

References:

Abbot, W. S., 1925. A method of computing the effectiveness of an insecticide. J. Econ. Entomol. 18, 265-267.
Adeyemi, M.M., Adebote, D.A., Amupitan, J.O., Oyewale, A.O., Agbaji, A.S., 2010. Antifeedant activity of quercetin isolated from the stem bark of Bobgunnia Madagascarensis (Desv.) J.H., Kirkbr and Wiersema (Caesalpiniaceae). Aust. J. Basic Appl. Sci. 4, 3342-3346.
Ali, A., Hussain, J., Al-Rawali, A., Al-Harrassi, A., 2014. Two new and four known triterpenes fom Boswellia sacra  Fluckiger. Rec. Nat. Prod. 8, 407-411.
Ahsan, M., Haque, M.R., Hossain, M.D.B., Islam, S.N., Gray, A.I., Hassan, C.M., 2014. Cytotoxic dimeric quinolone-terpene alkaloids from the root bark of Zanthoxylum rhetsa. Phytochemistry 103, 8-12.
Aisya, L.S., Yun, Y.F., Herlina, T., Julachha, E., Zainuddin, A., Nurfarida, I., Hidayat, A.C., Supratman, V., Shiono, Y., 2017. Flavonoid compounds from the leaves of Kalonchoe prolifera and their cytotoxic activity against P-388 murine leukemia cells. Nat. Prod. Sci. 23, 139-145.
Arivoli, S., Tennyson, S., 2013. Antifeedant activity, developmental indices and morphogenetic variations of plant extracts against Spodoptera litura (Fab) (Lepidoptera: Noctuidae). J. Entomol. Zool. Studies 1, 87-96.
Beaumont, J.A., Edwards, T.J., Manning, J., Maurin, O., Rautenbach, M., Motsi, M.C., Fay, F. M., Chase, M.W., Van der Bank, M., 2009. Gnidia (Thymelaeaceae) is not monophyletic: Taxonomic implications for Thymelaeoideae and a partial new generic taxonomy for Gnidia. Botan J. Lin. Soc. 160, 412-417.
Berhanu, A., Asfaw, Z., Kelbessa, E., 2006. Ethnobotany of plants used as insecticides, repellents and antimalarial agents in Jabitehnan district, West Gojjam. Ethiop. J. Sci. 29, 87-92. 
Borris, R., Blasko, G., Cordell, G., 1988. Ethnopharmacologic and phytochemical studies of Thymelaeaceae. J. Ethnopharmacol. 24, 41-91.
Brinks, M., 2009. Gnidia subcordata Meisn, In: Brinks M & Achigan-Dako E G Prota 16: Fibres/Plantes à fibres [CD-Rom], PROTA, Wageningen, Netherlands.
Davila, M., Sterner, O., Hinojosa, N., 2014. Secondary metabolites from Podocarpus parlatorei Pilger. Bol. J. Chem. 31, 21-27.
Dubey, S.C., Suresh, M., Singh, B., 2007. Evaluation of Trichoderma species against Fusarium oxysporum sp. Ciceris for integrated management of chickpea wilt. Biol. Control 40 118-127.
Feleke, S., Brehane, A., 2005. Triterpene compounds from the latex of Ficus sur. Bull. Chem. Soc. Ethiop. 19, 307-310.
Feng, F., Ye, F.Z., Li, C.L., Liu, W.Y., Xie, N., 2012. New benzophenanthridine isoquinoline alkaloids from Macleaya cordata Chin. J. Nat. Med. 10, 378-382.
Finney, D.J., 1971. Statistical Method in Biological Assay Griffin. London, U.K.
He, W., Cik, M., Appendino, G., Puyvelde, L.V., Leysen, J.E., De Kimpe, N., 2002. Daphnane-type diterpene orthoesters and their biological activities. Rev. Med. Chem. 2, 185-200.
Huang, Z., Zhou, F.C., Xu, D., Afzal, M., Bashir, M.H., Ali, S., Freed, S., 2008. Antifeedant activities of secondary metabolites from Ajuga nipponensis against Plutella xylostella Pak. J. Bot. 40, 1983-1992.
Isman, M.B., 2006. Botanical insecticides, deterrents and repellents in modern agriculture and an increasingly regulated world. Annu. Rev. Entomol. 51, 45-66.
Iwasaki, H., Oku, H., Takara, R., Miyahira, H., Hanashiro, K., Yoshida, Y., Kamada, Y., Toyokawa, T., Takara, K., Inafuku, M., 2006. The tumor specific cytotoxicity of dihydronitidine from Toddalia asiatica. Cancer Chemother. Pharmacol. 58, 451-459.
Kim, M., Lee, S., Lee, H., 2000. Growth inhibition effects of Brazilian and oriental medicinal plants on human intestinal bacteria. Agric. Chem. Biotechnol. 43(1), 54-58.
Kosini, D., Nukenine, E.N., 2017. Bioactivity of novel botanical insecticide from Gnidia kaussiana against Callosobruchus maculatus (Coleoptera chrysomelidae) in stored Vigna subterranea (Fabaceae) grains. J. Insect Sci. 31, 1-7.
Kumar, K., Mishra, A.K., Dubey, N.K., Tripathi, Y.B., 2007. Evaluation of Chenopodium ambrosioides oil as a potential source of antifungal, antiaflatoxigenic and antioxidant activity. Int. J. Food Microbiol. 115, 159-164.
Kuo, R., Chen, C., Lin, A., Yang-Chang, W., Fang-Rong, C., 2014. A new phenanthrene alkaloid, romucosine, from Rollinia mucosa Bail. Chem. Inform. 35, 1-12. 
Kupchan, S.M., Baxter, Y.S.R.L., Hynes, H.R., 1977. Gnididione, new furano sesquiterpene from Gnidia latifolia. J. Org. Chem. 42, 348-350.
Kupchan, S.M., Shizuri, Y., Murae, T., Sweeny, J.G., Haynes, H.R., Shen, M., Barrick, J.C., Bryan, R.F., 1976. Gnidimacrin and gnidimacrin 20-palmitate, novel macrocyclic antileukemic diterpenoid esters from Gnidia subcordata. J. Am. Chem. Soc. 98, 5719-5720.
Ladan, Z., Amupitan, J.O., Oyewale, O.A., Okonkwo, E.M., Bamaiyi, L., Habila, N., Magaji, B., Ladan, E.O., 2013. Insecticidal activity of the leaf extract of Hyptis spicigera against Callosobruchus maculates on grains harvested in Zaria, Northern Nigeria. Int. J. Curr. Res. 5, 452-455.
da Liu, C., Chen, J., Wang, J.H., 2009. A novel kaempferol triglycoside from flower buds of Panax quinquefolium Chem. Nat. Compd. 45, 808-810.
Mabry, T.J., Markham, K.R., Thomas, M.B., 1970. The Systematic Identification of Flavonoids. Springer, Berlin, pp. 150-152.
Mallavadhani, U.V., Mahapatra, A., Raja, S., Manjula, C., 2003. Antifeedant activity of some pentacyclic triterpene acids and their fatty acid ester analogues. J. Agric. Food Chem. 51, 1952-1955.
Manguro, L.O.A., Kraus, W., Midiwo, J.O., 1996. A flavonol glycoside from Myrsine africana leaves. Phytochemistry 43, 1107-110.
Moussavi, N., Malterud, K.E., Mikolo, B., Dawes, D., Chandre, F., Corbel, V., Massamba, D., Overgaard, H.J., Wangensteen, H., 2015. Identification of chemical constituents of Zanthoxylum heitzii stem bark and their insecticidal activity against the malaria mosquito Anopheles gambiae. Parasit Vectors 8, 503-505.
Munkombwe, N.M., Galebotswe, P., Modibesane, K., Morebodi, N., 2003. Phenylpropanoid glycosides of Gnidia polycephala. Phytochemistry 64, 1401-1404.
Nyahanga, T., Jondiko, J.I., Manguro, L.O.A., Orwa, J.A., 2013. Antiplasmodial and larvicidal compounds of Toddalia asiatica root bark. J. Chem. Sci. 125, 1115-1121.
Obeng-Ofori, D., Reichmuth, C., 1997. Bioactivity of eugenol, a major component of essential oil of Ocimum suave (Wild.) against four species of stored-product Coleoptera. Int. J. Pest. Manag. 43, 89-94.
Oechslin, S.M., Konig, M., Oechslin-Merkeal., K., Wright, D., Kinghorn, A.D., Sticher, O., 1991. An NMR study of four benzophenanthridine alkaloids. J. Nat. Prod. 54, 519-524.
Ohmura, W., Doi, S., Aoyama, M., Ohara, S., 2000. Antifeedant activity of flavonoids and related compounds against the subterranean termite, Coptotermes formosanus Shiraki. J. Food Sci. 46, 149-153.
Okoye, N.N., Ajaghaku, D.L., Okeke, H.N., Ilodigwe, E.E., Nworu, S.C., Okoye, C.F.B., 2014. Beta-amyrin and alpha-amyrin acetate isolated from the stem bark of Alstonia boonei display profound anti-inflammatory activity. Pharm. Biol. 52, 1478-1486.
Olaniyan, O.D., van der Bank, M., Boatwright, J.S., Magee, A.R., Manning, J.C. 2020. A taxonomic revision of Englerodaphne Gilg (Thymelaeaceae: Thymelaeoideae). S. Afr. J. Bot. 130, 348-355. 
Omar, S.M., Ahmat, N., Fatini, N., Azmin, N., 2015. Three flavonol glycosides from Calliandra surinamensis Benth. Malaysian. J. Anal. Sci. 20, 1530-1534.
Rosenthal, G.A., 1986. The chemical defences of higher plants. Sci. Am. 254, 94-99.
Sannabommaji, T., Kumar, V., Poornima, D.V., Gajula, H., Rajashekar, J., Manjunatha, T., Basappa, G., 201 Phytochemical Analysis With Special Reference to Leaf Saponins in Gnidia glauca (Fresen.), in N. Kumar (Ed.). Biotechnological Approaches for Medicinal and Aromatic Plants, pp 281-286, Gilg, Springer Nature, Singapore.
Sathyadevi, M., Subramanian, S., 2015. Extraction, isolation and characterization of flavonoids from the fruits of Physalis peruviana (Linn) extract. Asian J. Pharm. Clin. Res. 8, 152-157. 
Souza, P.A., Marques, M.R., Mahmoud, P., Bolzani, V.S., Caputo, P.A., Canhete, G.M., Lette, B., Delima, D.P., 2010. Insecticidal effect of extracts from native plants to Mato Grosso do Sul Brazil on Sitophilus zeamais mots. (Coleopteran Curculionidae). Soc. Ent. Bras. 5, 1-5.
Sukumar, M., Rizo, J., Wall, M., Dreyfus, L.A., Kupersztoch, Y.M., Gierasch, L.M., 1995. The structure of Escherichia coli heat-stable enterotoxin by nuclear magnetic resonance and circular dichroism. Protein Sci. 4, 1718-1729.
Weinzierl, R.A., 2000. Botanical insecticides, soaps, and oils,’ In: Rechcigl, J. E., Rechcigl, N.A., (Eds) Biological and Biotechnological Control of Insect Pests. Lewis Publisher, New York.
Win, M.T., Pio, A.J., Flor, A.C., 2013. Insecticidal activity of crude plant extracts against Sitophilus zeamais spp. (Coleoptera: Curculionidae) and Callosobruchus chinensis (l.) (Coleoptera: Bruchidae) Philipp. Agric. Sci. 96, 154-162.
Zhang, W., Wang, Y., Geng, Z., Guo, S., Cao, J., Zhang, Z., Pang, X., Chen, Z., Du, S., Deng, Z., 2018. Antifeedant activities of lignans from stem bark of Zanthoxylum erratum DC against Tribolium castaneum. Molecules 617, 1-10.
Zhang, Y., Wang, D., Yang, L., Zhou, D., Zhang, J., 2014. Purification and characterization of flavonoids from the leaves of Zanthoxylum bungeanum and correlation between their structure and antioxidant activity. PLoS ONE 9, 1-3.