THE CHEMICAL CONSTITUENTS OF Caesalpinia pulcherrima
Nội dung chính của bài viết
Tóm tắt
Dried powder of Caesalpinia pulcherrima aerial parts collected in Tien Giang province, Vietnam, was macerated in methanol at room temperature to prepare the crude extract. This crude was separated into n-hexane, ethyl acetate, and methanol extracts by liquid‒liquid partition method. Then phytochemical investigations of the ethyl acetate extract of the Caesalpinia pulcherrima by chromatography technique led to the isolation of six compounds. Their chemical structures were elucidated by NMR and MS spectroscopic data analysis along with the comparison of their data with the published ones in the literature, including two phenolic (umbelliferone 1 and bergenin 2), one lignan 3, and three flavonoids (protosappanin A 4, isoliquiritigenin 5 and pulcherrimin 6). Compounds 1-5 were isolated from this plant for the first time
Từ khóa
Caesalpinia pulcherrima, flavonoid, phenolic compounds
Chi tiết bài viết
Tài liệu tham khảo
Cretin, B. N., Sallembien, Q., Sindt, L., Daugey, N., Buffeteau, T., Waffo-Teguo, P., Dubourdieu, D., & Marchal, A. (2015). How stereochemistry influences the taste of wine: Isolation, characterization and sensory evaluation of lyoniresinol stereoisomers. Anal Chim Acta., 12(888), 191-8. https://doi.org/10.1016/j.aca.2015.06.061
Deepika, S., Selvaraj, C.I., & Roopan, S.M. (2020). Screening bioactivities of Caesalpinia pulcherrima L. swartz and cytotoxicity of extract synthesized silver nanoparticles on HCT116 cell line. Mater Sci Eng C Mater Biol Appl., 106, 110279-89. https://doi.org/10.1016/j.msec.2019.110279
Dela Torre, G. L. T., Arollado, E. C., Atienza, A. A., & Manalo, R. A. M. (2017). Evaluation of antioxidant capacity and identification of bioactive compounds of crude methanol extracts of Caesalpinia pulcherrima (L.) Swartz. Indian J Pharm Sci, 79(1), 113–123.
Erharuyi, O., Imieje, V. O., Oseghale, I. O., Ubhenin, A. E., Falodun, A. B., & Choudhary, M. I. (2017). Identification of compounds and insecticidal activity of the root of pride of Barbados (Caesalpinia pulcherrima L). J. Appl. Sci. Envir. Manag., 21(2), 281-287.
Li, C. H., Zhang J.Y., Tuong T. M. L., Liu Y., Hoang X. N., & Gao J. M. (2020). Cassane diterpenoids from the aerial parts of Caesalpinia pulcherrima and their antifeedant and insecticidal activities against Mythimma separate and Plutella xylostella. J Agric Food Chem., 68(10), 4227–4236. https://doi.org/10.1021/acs.jafc.0c00853
Liu, J., Zhou, X., Wang, C., Fu, W., Chu, W., & Sun, Z. (2016). Total synthesis of protosappanin A and its derivatives via palladium catalyzed ortho C–H activation/C–C cyclization under microwave irradiation. Chemical Communications, 52(29), 5152–5155. https://doi.org/10.1039/C6CC01149G
McPherson D, Cordell GA, Soejarto D.D., Pezzuto J.M., Fong H.H.S. (1983). Peltogynoids and homoisoflavonoids from Caesalpinia pulcherrima. Phytochemistry, 22(12), 2835–2838. https://doi.org/10.1016/S0031-9422(00)97708-2
Meerungrueang, W., & Panichayupakaranant, P. (2014). Antimicrobial activities of some Thai traditional medical longevity formulations from plants and antibacterial compounds from Ficus foveolata. Pharm Biol., 52(9), 1104-9. https://doi.org/10.3109/13880209.2013.877493
Moteriya P. & Chanda S. (2020). Green synthesis of silver nanoparticles from Caesalpinia pulcherrima leaf extract and evaluation of their antimicrobial, cytotoxic and genotoxic potential (3-in-1 System). J Inorg Organomet Polym Mater, 30(10), 3920–3932. https://doi.org/10.1007/s10904-020-01532-7
Ogbeide O.K., Dickson V.O., Jebba R.D., Owhiroro D.A., Olaoluwa M.O., Imieje V.O., Erharuyi O., Owolabi B.J., Fasinu P., Falodun A. (2018). Antiplasmodial and acute toxicity studies of fractions and cassane-type diterpenoids from the stem bark of Caesalpinia pulcherrima (L.) Sw. Trop J Nat Prod Res., 2(4), 179-184. https://doi.org/10.26538/tjnpr/v2i4.5
Srinivas, K. V., Koteswara Rao, Y., Mahender, I., Das, B., Rama Krishna, K. V., Hara Kishore, K., & Murty, U. S. (2003). Flavanoids from Caesalpinia pulcherrima. Phytochemistry, 63(7), 789-93. https://doi.org/10.1016/s0031-9422(03)00325-x
Udomputtimekakul, P., Pompimon, W., Baison, W., Sombutsiri, P., Funnimid, N., Chanadee, A., & Apisantiyakom, S. (2017). Profiling of secondary metabolites in aerial parts of Phanera bracteata. American Journal of Plant Sciences, 8, 1100-1134. https://doi.org/10.4236/ajps.2017.85073
Warinhomhaun, S., Sritularak, B., Panapisal, V., & Charnvanich D. (2016). Comparative study of semi-purification methods of Caesalpinia sappan L. extract: Thin layer chromatography and free radical scavenging activity. Thai Journal of Pharmaceutical Sciences, 40, 76–79.
Yodsaoue, O., Karalai C, Ponglimanont C, Tewtrakul S, Chantrapromma S. (2011). Pulcherrins D–R, potential anti-inflammatory diterpenoids from the roots of Caesalpinia pulcherrima. Tetrahedron, 67(36), 6838–6846. https://doi.org/10.1016/j.tet.2011.06.087
Deepika, S., Selvaraj, C.I., & Roopan, S.M. (2020). Screening bioactivities of Caesalpinia pulcherrima L. swartz and cytotoxicity of extract synthesized silver nanoparticles on HCT116 cell line. Mater Sci Eng C Mater Biol Appl., 106, 110279-89. https://doi.org/10.1016/j.msec.2019.110279
Dela Torre, G. L. T., Arollado, E. C., Atienza, A. A., & Manalo, R. A. M. (2017). Evaluation of antioxidant capacity and identification of bioactive compounds of crude methanol extracts of Caesalpinia pulcherrima (L.) Swartz. Indian J Pharm Sci, 79(1), 113–123.
Erharuyi, O., Imieje, V. O., Oseghale, I. O., Ubhenin, A. E., Falodun, A. B., & Choudhary, M. I. (2017). Identification of compounds and insecticidal activity of the root of pride of Barbados (Caesalpinia pulcherrima L). J. Appl. Sci. Envir. Manag., 21(2), 281-287.
Li, C. H., Zhang J.Y., Tuong T. M. L., Liu Y., Hoang X. N., & Gao J. M. (2020). Cassane diterpenoids from the aerial parts of Caesalpinia pulcherrima and their antifeedant and insecticidal activities against Mythimma separate and Plutella xylostella. J Agric Food Chem., 68(10), 4227–4236. https://doi.org/10.1021/acs.jafc.0c00853
Liu, J., Zhou, X., Wang, C., Fu, W., Chu, W., & Sun, Z. (2016). Total synthesis of protosappanin A and its derivatives via palladium catalyzed ortho C–H activation/C–C cyclization under microwave irradiation. Chemical Communications, 52(29), 5152–5155. https://doi.org/10.1039/C6CC01149G
McPherson D, Cordell GA, Soejarto D.D., Pezzuto J.M., Fong H.H.S. (1983). Peltogynoids and homoisoflavonoids from Caesalpinia pulcherrima. Phytochemistry, 22(12), 2835–2838. https://doi.org/10.1016/S0031-9422(00)97708-2
Meerungrueang, W., & Panichayupakaranant, P. (2014). Antimicrobial activities of some Thai traditional medical longevity formulations from plants and antibacterial compounds from Ficus foveolata. Pharm Biol., 52(9), 1104-9. https://doi.org/10.3109/13880209.2013.877493
Moteriya P. & Chanda S. (2020). Green synthesis of silver nanoparticles from Caesalpinia pulcherrima leaf extract and evaluation of their antimicrobial, cytotoxic and genotoxic potential (3-in-1 System). J Inorg Organomet Polym Mater, 30(10), 3920–3932. https://doi.org/10.1007/s10904-020-01532-7
Ogbeide O.K., Dickson V.O., Jebba R.D., Owhiroro D.A., Olaoluwa M.O., Imieje V.O., Erharuyi O., Owolabi B.J., Fasinu P., Falodun A. (2018). Antiplasmodial and acute toxicity studies of fractions and cassane-type diterpenoids from the stem bark of Caesalpinia pulcherrima (L.) Sw. Trop J Nat Prod Res., 2(4), 179-184. https://doi.org/10.26538/tjnpr/v2i4.5
Srinivas, K. V., Koteswara Rao, Y., Mahender, I., Das, B., Rama Krishna, K. V., Hara Kishore, K., & Murty, U. S. (2003). Flavanoids from Caesalpinia pulcherrima. Phytochemistry, 63(7), 789-93. https://doi.org/10.1016/s0031-9422(03)00325-x
Udomputtimekakul, P., Pompimon, W., Baison, W., Sombutsiri, P., Funnimid, N., Chanadee, A., & Apisantiyakom, S. (2017). Profiling of secondary metabolites in aerial parts of Phanera bracteata. American Journal of Plant Sciences, 8, 1100-1134. https://doi.org/10.4236/ajps.2017.85073
Warinhomhaun, S., Sritularak, B., Panapisal, V., & Charnvanich D. (2016). Comparative study of semi-purification methods of Caesalpinia sappan L. extract: Thin layer chromatography and free radical scavenging activity. Thai Journal of Pharmaceutical Sciences, 40, 76–79.
Yodsaoue, O., Karalai C, Ponglimanont C, Tewtrakul S, Chantrapromma S. (2011). Pulcherrins D–R, potential anti-inflammatory diterpenoids from the roots of Caesalpinia pulcherrima. Tetrahedron, 67(36), 6838–6846. https://doi.org/10.1016/j.tet.2011.06.087