PHYTOCHEMICAL STUDY OF THE RHIZOME OF Curcuma heyneana Val. of V. Zijp ISOLATION AND IDENTIFICATION OF TERPENOID COMPONENTS

• Main Author: Firman , Kurnia
• Format: Theses
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/8436
• Institution: Institut Teknologi Bandung

Abstract: <br /> <br /> <br /> <br /> <br /> Among the zingiberaceous plants of the genus Curcuma found in Indonesia, there are only C. xanthorrhiza Roxb., C. domestica Valet., and C. zedoaria (Bergius) Roscoe, whose chemical constituents and their biological activities have been investigated and reported in the literature. The chemical contituents which have been isolated and identified mainly consist of hydrocarbon and oxygenated mono- and sesquiterpenoids but none of these three species are reported containing diterpene. Of Curcuma zedoaria which has been intensively studied particularly in Japan, there has been proposed some possible biogenetic pathways of the formation of the sesquiterpenoids, and moreover, a biomimetic transformation of one sesquiterpene to other sesquiterpenes found in this plant has been carried out. In addition to the three Curcuma species mentioned above, C. heyneana Val. et V. Zijp, is widely used in traditional medicine and traditional cosmetics. It has been found that the juice pressed from the fresh rhizome showed an anthelmintic activity against pig Ascaris in vitro, and the main part of the activity was found to occur in its essential oil fraction. However, there is no available chemical information on this plant to date. <br /> <br /> <br /> <br /> <br /> The discovery and identification of chemical compounds the constituents of medicinal plant is one of the rational basis required for its use in modern medicine, in the form of its preparation or its extract, moreover, in the pure form of chemical compound. <br /> <br /> <br /> <br /> <br /> The objectives of the study is to isolate and to identify the chemical constituents of the rhizome and particularly the essential oil part of the fresh rhizome of C.heyneana, specially the terpenoids. It is hoped that the compounds isolated can be further subjected to the variety of biological tests for certain activities attributed to C. heyneana and other activities as well, to obtain a new therapeutic agent, and are also expected that the obtained compounds would be worthwhile for chemotaxononical and biogenetic studies of Curcuma spp. <br /> <br /> <br /> <br /> <br /> The essential oil prepared by steam distillation of the rasped fresh rhizome and the methylene chloride and benzene extracts of the air dried sliced rhizome were initially fractionated by column chromatography on silica gel eluted with gradient solvent of benzenechloroform-acetone or n-hexane-acetone. The fractionations obtained were then repeatedly separated by column, preparative thin-layer and preparative pressurized liquid chromatography. From the least polar fractions of the oil, by the combined GC-MS method there have been separated and detected 14 hydrocarbon monoterpenes and 29 hudrocarbon sesquiterpenes. By comparison of the mass-spectral and chromatographic data with those found in the references, ten of fourteen monoterpenes were identified as cyclofenchene, camphene, 0-pinene, sabinene, myercene, <br /> <br /> <br /> <br /> <br /> a-terpinene, limonene, 3-terpinene, p-cymene and terpinolene (XII-XXI) and nine of twenty nine sesquiterpenes were identified as a-copaene, S-elemene, a-cubebene, R-elemene, 3-caryophylllene, A-selinene, S-cadinene, a-muurolene and (-) calamenene (XXII-XXX). These compounds are found not only in Curcuma spp., <br /> <br /> <br /> <br /> <br /> but also in other zingiberaceous as well as other plants and they are thus not characteristic to the Curcuma species. <br />