Natural Product Research: Formerly Natural Product Letters First isolation of sesquiterpenes and flavonoids from Zingiber spectabile and identification of zerumbone as the major cell growth inhibitory component (original) (raw)

Growth Inhibition of Human Colon Carcinoma Cells by Sesquiterpenoids and Tetralones of Zygogynum calothyrsum

Journal of Natural Products, 2013

Bioassay-guided phytochemical investigation of Zygogynum calothyrsum using the human colon carcinoma cell lines COLO205 and KM12 led to the isolation of three new drimane-type sesquiterpenoids, 1β-p-hydroxy-E-cinnamoyldrimeninol (1), 1β-p-hydroxy-E-cinnamoyl-5α-hydroxydrimeninol (2), and methyl ether of 1β-p-hydroxy-E-cinnamoyl-12α-methoxydrimeninol (3). Also isolated was the known 1β-p-coumaroyloxypolygodial (4) together with two new tetralones, 3′-deoxyisozygolone A (5) and calothyrlone A (9), three known tetralones, isozygolone A (6), zygolone A (7), and 4′-O-methylzygolone A (8), and a known cinnamolide (10). Compounds 1, 7, and 8 demonstrated higher cytotoxicity against COLO205 (GI 50 18, 17, and 11 μM, respectively) and KM12 (GI 50 14, 14, and 17 μM, respectively) than the other compounds.

Bioactive Compounds from Zingiber montanum and Their Pharmacological Activities with Focus on Zerumbone

Applied Sciences, 2021

The genus Zingiber consists of about 85 species and many of these species are used as food, spices, and medicines. One of the species, Zingiber montanum (J. Koenig) Link ex A. Dietr. is native to Southeast Asia and has been extensively used as traditional medicines and food. The aim of this review was to collect and critically analyze the scientific information about the bioactive compounds and pharmacological activities of Z. montanum with focus on one of the main components, zerumbone (ZER). Various studies have reported the analysis of volatile constituents of the essential oils from Z. montanum. Similarly, many phenylbutanoids, flavonoids and terpenes were also isolated from rhizomes. These essential oils, extracts and compounds showed potent antimicrobial, anti-inflammatory and antioxidant activities among others. Zerumbone has been studied widely for its anticancer, anti-inflammatory, and other pharmacological activities. Future studies should focus on the exploration of vario...

Identification of Chemical Constituents of Zingiber zerumbet Rhizome Extract Using GC/MS

Journal of Biologically Active Products from Nature, 2020

Zingiber zerumbet (L.) Roscoe ex Sm. (family-Zingiberaceae) is an important medicinal herb. Though rhizome extract of this species has been used in traditional herbal medicine across the globe for the treatment of numerous diseases like worms, cough, leprosy, asthma and other skin diseases, the composition of the extract is not characterised properly till date. Thus, acetone extract of Zingiber zerumbet rhizome was subjected to Gas Chromatography-Mass Spectrometry (GC/MS) to analyze the phytoconstituents. A total of nine compounds were obtained out of which zerumbone was found to be the major constituent covering 64.58 % of the total area. Beside zerumbone, other important compounds like diacetone alcohol (10.64 %), α-humulene (8.93 %), caryophyllene oxide (5.68 %), humulene epoxide (3.18 %), Eudesm-7(11)-en-4-ol (2.87 %), aromadendrene oxide (1.98 %) were also found in the tested extract with some other compounds in trace amount. Among the compounds, terpenes were found to be the primary constituent of the extract. This finding revealed the presence of the high amount of terpenes in the rhizome of Z. zerumbet for the first time. The study indicated that Z. zerumbet is a good source of sesquiterpenes and oxygenated sesquiterpenes which can be used at industrial level for the production of pharmaceuticals, perfumes and flavouring agents.

Currant Review on Phytochemical & Pharmacological Importance of Zingiber Zerumbet L

CERN European Organization for Nuclear Research - Zenodo, 2022

Populations around the world use medicinal plants to treat numerous diseases and ethnopharmacological information serves as a starting point for developing new drugs. The evidence of the therapeutic properties of zerumbone from bitter ginger, which are mainly secondary metabolites, is important information that can help in the search to discover new drugs. From a commercial point of view, a positive aspect is that ginger is easy to cultivate and it has a lot of pharmacological properties. This review article highlights the phytochemical & pharmacological aspects of Zingiber zerumbet. The results from all the studies and research mentioned in this review paper are definitive evidences that ZER is a powerful compound in the treatment of cancer and several other diseases and it possesses different beneficial in vitro and in vivo biological activities. It is nevertheless essential to do more animal studies and human clinical trials to determine the efficacy, safety and usefulness of Zingiber zerumbet as an intended pharmaceutical drug.

Anticancer and Antioxidant activity of Zingiber officinale Roscoe rhizome

Indian journal of experimental biology, 2016

Dietary components present in foods, spices and herbs are source of natural compounds viz. phenols, flavonoids, tocopherols, ascorbic acid and carotenoids with potential benefits. Ginger is one such herb commonly used throughout the world as a spice for dietary as well as medicinal purpose since ancient period. Here, we investigated the methanolic extract of Zingiber officinale rhizome (ZOME) for anticancer activity against human cervical cancer HeLa cells and breast cancer MDA-MB-231 cells and antioxidant activity using 1,1-diphenyl-2-picryl hydroxyl (DPPH) scavenging assay, 2,2'-azinobis-3-ethylbenzothiozoline-6-sulfonic acid (ABTS) cation decolorization test. Antiproliferative activity was substantiated by 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl tetrazolium bromide (MTT) and colony formation assay for cell viability and cell proliferation, Hoechst staining was performed to examine apoptosis. Our results demonstrated that ZOME inhibited the proliferation and colony formation...

A survey on phytochemical composition and biological activity of Zygophyllum fabago from Iran

Advanced Pharmaceutical Bulletin, 2017

Zygophyllum fabago L. (Z. fabago) is a widespread perennial herb which is used as a medicinal plant in traditional medicine of Iran, Turkey and China. The present study was a survey on phytochemical constituents and biological activities of this plant. Methods: Methanolic extract of the roots was fractionated over a C-18 pre-packed cartridge (Sep-pak) and chromatographic separation was performed on a reversed-phase preparative HPLC. Structural elucidation of the isolated compounds was carried out using UV, 1 H-NMR and 13 C-NMR spectral analyses. Furthermore, the chemical compositions of the essential oil of the aerial parts were identified by GC-MS analysis. Antiproliferative and antioxidant activities of all extracts from aerials were determined by MTT and DPPH assays, respectively. Results: Phytochemical investigation on the plant roots led to the isolation and identification of two the 60% methanol-water Sep-pak fraction, a prenylated flavone glycoside, 6-C-prenyl-7-O-[ β-D-4'''-O-acetyl-glucopyranosyl-(1'''→2'')-β-D-glucopyranosyl] apigenin, which was named as a Zygocaperoside and also, other flavonoid, was named as the Isorhamnetin-3-O glucoside. None of the extracts showed antiproliferative effect against cancerous cells. However, among the extracts, methanolic extract indicated antioxidant activity. Moreover, essential oils of flowers and leaves of plant have high amounts of sesquiterpene hydrocarbons and diterpenoides. Conclusion: The results of present study introduce Z. fabago roots as a new source of flavonoid glycosides and suggest it as an appropriate candidate for further pharmacological studies.

A Review-Anti-Cancer Compounds from Medicinal Plants: Isolation, Identification, and Characterization

International Journal of Biosciences (IJB), 2020

Cancer presently exists as the major pathological state in developed and emergent nations equally which is characterized by the uncontrolled division of cells and is fatal. People prefer anticancer plant products to treat cancer due to the increased mortality related to undetected growth in addition to its toxic reactions to chemotherapy and radiotherapy. In recent years, eastern medicine provided a profitable substitute for allopathic medicine against cancer. There have been considerable researches on plants for treating cancer, and many of the plant products have been sold as anticancer medicine, depending on the conventional uses and experimental reports. The anticancer property of medicinal plants is due to their antioxidant activity which has been described in many reports. Thus, after isolation (by using chromatographic and crystallization techniques) and identification using LCMS spectra, IR, and NMR, many combinations of the active components can be prepared and should be further evaluated for their synergic effects. The development of a systemized dose and dosage procedure may perform an exceptional role in the cure of tumors. The rate at which cancer develops is a necessary and effective endeavor for the good health of human beings. Further investigations are required to analyze the mechanisms of anti-malignant action of active compounds from new plants and the use of standard herbal remedies.

Screening for Antitumor Activity of 11 Species of Indonesian Zingiberaceae Using Human MCF7 and HT29 Cancer Cells

Pharmaceutical Biology, 2003

We have screened 11 important species of Zingiberaceae, used as spices and for medicinal purposes in Indonesia, for their antitumor activity using human HT-29 colon cancer and MCF-7 breast cancer cells. They were Amommum cardamomum, Curcuma aeruginosa, C. longa, C. mangga, C. xanthorrhiza, Kaempferia galanga, K. pandurata, K. rotunda, Z. aromaticum, Z. cassumunar, and Zingiber officinale. Ethanol extracts of eight species showed strong inhibitory effect on the growth of the cancer cells when evaluated using the colorimetric tetrazolium salt assay. Since curcumin, a yellow pigment isolated from C. longa, has shown its potential anticancer activity in vitro and in vivo studies and is currently undergone clinical trial in the US, we used an extract of C. longa as a comparison. Extracts of K. pandurata and Z. aromaticum had very strong inhibitory activity against the two cell lines similar to those of C. longa. However, curcumin was not detectable in the extracts of those two plants. The ethanol extracts of the active species had less effect on the growth of a non-transformed human skin fibroblast cell line (SF 3169). Microscopic examination of cancer cells exposed to extracts of active species showed a characteristic morphology of apoptosis. Further study on Z. aromaticum and K. pandurata, including identification of bioactive compounds and elucidation of mechanism(s) likely to be operating, has been carried out.

IDENTIFICATION OF THE ISOLATED COMPOUNDS FROM Zingiber amaricans BL. RHIZOME

Indonesian Journal of Chemistry, 2010

Five extracts were obtained from extraction of rhizomes of Zingiber amaricans. Hexane, dichloromethane and methanol extracts were obtained by maceration, while dichloromethane and acetone extracts the resulted of soxhlet extraction. By column chromatography technique 2,6,9-humulantrien-9-one (zerumbone) was isolated as the major constituent of the hexane, dichloromethane and methanol extracts. The minor constituents were phytosterol mixtures isolated from hexane and dichloromethane extracts. The mixtures consisted cholesterol, campesterol, stigmasterol and β-sitosterol. The structure elucidations of zerumbone was confirmed by spectroscopic method, whereas the phytosterol mixtures was identified by gas chromatography-mass.