ISOLATION AND CHARACTERIZATION OF A NOVEL QUASSINOID COMPOUND FROMDICHLOROMETANE EXTRACT OF SIMABA CEDRON PLANCH SEEDS
DOI:
https://doi.org/10.17533/udea.acbi.331551Keywords:
1,4-Dehydrocedronolactone, quassinoids, Simaba cedron, SimaroubaceaeAbstract
In this paper we describe the chemical study of the dichloromethane extract of Simaba cedron Planch(Simaroubaceae) seeds. For the extracts preparation, ground seeds were full extracted with ethanol at roomtemperature; the solution obtained by this process was concentrated in vacuum until 500 ml of the total ethanolextract. This was further submitted to liquid-liquid partition using hexane and dichloromethane as solvents.Hexane and ethanol extracts were stored for further chemical studies. The dried dichloromethane extract wassubmitted to open column chromatographic separation (CC) using gradient from EP:CH2Cl2 (8:2) untilOEtAc:MeOH (9:1). 59 fractions were obtained and monitored by TLC. Crystals of a pure compound wereobtained from fraction SO-I-21B18A and its structure was characterized by conventional spectroscopic methods,such as, IR, 1H-NMR, 13C-NMR, DEPT-135, HMBC, HSQC, and NOESY, and by low and high resolution massspectrometry. The structure of this pure compound was established as the new C-19 quassinoid 1,4-dehirocedronolactone A.
Downloads
References
Arisawa M, Kinghorn AD, Cordell GA, Farnsworth NR.1983. Plant anticancer agents, XXIII, 6-·-senecioyloxy-chaparrin, a new antileukemic quassinoid from Simabamultiflora. Journal of the Natural Products, 46:218-221.
Arisawa M, Kinghorn AD, Cordell GA, Farnsworth NR.1983. Plant anticancer agent XXIV, alkaloid consti-tuents of Simaba multiflora. Journal of the NaturalProducts, 46:222-225.
Burkert U, Allinger N. 1982. Molecular Mechanics. ACSMonograph 177. American Chemical Society. Was-hington, D. C.
Clarke J. 2000. Materia Medica. Ed. Medi-T
GarcÌa-BH. 1992. Flora Medicinal de Colombia. Tomo I.Ed. Tercer Mundo. Colombia.Handa SS, Kinghorn AD, Cordell GA, Farnsworth NR.1981. Plant anticancer agent XXV. Constituents ofSaulamea soulameoides. Journal of the NaturalProducts, 46:359-364.
Hitotsuyanagi Y, Ozeki A, Itokawa H, de Mello Alves S,Takeya K. 2001. Cedronolactone E, a novel C19quassinoid from Simaba cedro.Journal of the Natu-ral Products, 46:1583-1584.
Moretti C, Bhatnagar S, Beloeil JC, Polonsky J. 1986.Two new quassinoids from Simaba multiflora ruits. Journal of the Natural Products, 49:440-444.Ozeki A, Hitotsuyanagui Y, Hashimoto E, Itokawa H, Takeya K,de Mello Alves S. 1998. Cytotoxic quassinoids from Simabacedron. Journal of the Natural Products, 61:776-780
Polonsky J. 1973. Quassinoid bitter principles.Fortschritte der Chemie Organischer Naturstoffe,30:102-150.RappÈ C, Casewit C. 1997. Mechanics across chemistry.University Science Books, Sulito
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2018 Actualidades Biológicas
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.
The authors exclusively authorize the Actualidades Biológicas journal to edit and publish the submitted manuscript if its publication is recommended and accepted, without this representing any cost to the Journal or the University of Antioquia.
All the ideas and opinions contained in the articles are sole responsibility of the authors. The total content of the issues or supplements of the journal is protected under the Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License, so they cannot be used for commercial purposes, but for educational purposes. However, please mention the Actualidades Biológicas journal as a source and send a copy of the publication in which the content was reproduced.
