In vitro cytotoxic and antimicrobial effects of a novel peroxysesquiterpene glucoside from the rhizomes of Cyperus rotundus L (Cyperaceae)

Purpose: To study the antimicrobial and cytotoxic potential of a novel 3,9-peroxsesquiterpene-15-Oglucoside from Cyperus rotundus rhizomes, against HeLa cell line and selected strains of microorganisms. Methods: The rhizomes were macerated with methanol and fractionated with n-hexane, chloroform, ethyl acetate and butanol. High-performance liquid chromatography (HPLC) was performed together with chemical analysis of the fractions. The 3,9-peroxysesquiterpene-15-O-glucoside was purified through column chromatography of the ethyl acetate fraction, and its purity was determined via reversephase HPLC. Structural elucidation was done with Infrared (IR), proton-nuclear magnetic resonance (HNMR), carbon-13 nuclear magnetic resonance (13C NMR), and mass spectrometry (MS) spectroscopic analyses. Results: The isolated compound exhibited bactericidal and fungicidal activities against S. aureus and C. albicans at concentration, respectively, in the range of 32 – 100 μg/mL, while MTT assay results showed the cytotoxicity of the compound against eukaryotic (HeLa) cell line (IC50, 88.32 μg/mL). Conclusion: The isolated metabolite from the methanol extract of C. rotundus rhizome exhibits bactericidal, fungicidal, and cytotoxic potential. However, further studies are required to ascertain its suitability for use as a therapeutic agent. Keywords: Terpenoids, Column chromatography, Spectroscopy, Antimicrobial, Cytotoxicity, Cyperus rotundu

Phytochemical and Pharmacological Study of Valepotriates in Valeriana officinalis L. F.Valerianeceae Cultivated in Iraq

This study concerned with phytochemical investigation and methods of extraction and separation of active constituents from Valeriana officinalis plant cultivated in Iraq. Due to the large number of active constituents in Valeriana officinalis, it was necessary to make analytical study of its constituents to determine the chemical nature of these constituents and then determine the main classes (terpenes and iridoids) using chemical reagents specific for each class. Different organic solvents like ethanol (70%) used in soxhlet apparatus and hexane, ethyl acetate and methanol were used separately to extract the main active constituents by maceration. Through comparison between these solvents using thin layer chromatography (TLC), it has been found that hexane was best suited to extract most of the active constituents from the plant by maceration method. Analytical study showed that terpens was separated and purified using preparative TLC and preparative HPLC. Identification of isolated component (valtrate) from roots of plant was obtained using HPLC and PHPLC also depending on some material-specific constants such as infrared spectroscopy (FTIR). Results of analysis showed that Valeriana officinalis cultivated in Iraq is a good source of many constituents with different important pharmacological activities. The pharmacological study showed that the total organic plant extract has sleep induction effect when injected I.P. to experimental mice.  Key wards:  Valeriana officinalis, Valepotriate, Insomnia

Synthesis and anticancer activity evaluation of Novel 6 mercaptopurine derivatives.

A series of five (6- mercaptopurine derivatives) have been synthesized as disulfide, Schiff base, Oxadiazole and amide products and the activity as anticancer was evaluated against three types of cancer lines. The pilot studies indicated that compound 1, 2, 3, 4 and 5 were the active compounds, but only compound (1) reviewed in detail .The reaction progress and products purity were checked by thin layer chromatography. The target chemical structures of compounds and intermediates were proved by their physicochemical properties as melting points, infrared spectroscopy, and elemental microanalysis (CHNS) and proton nuclear magnetic resonance (H1NMR)  Keywords: cancer, 6 -mercaptopurine, disulfide, penicillamin

SYNTHESIS OF 4-BENZYLIDENE-2-(4-NITRO- PHENYL) - 4H-OXAZOL-5 -ONE DERIVATIVES WITH SUSPECTED BIOLOGICAL ACTIVITY

Oxazolones are five membered heterocyclic compounds containing nitrogen and oxygen as heteroatoms.The C-2 and C-4 positions of the oxazolone are crucial for their various biological activities. A series of oxazolone derivatives (1-11) have been synthesized as potential antibacterial and fungal agent. The newly synthesized compounds were evaluated. compounds have been prepared by the condensation of 4-nitrobenzoylglycine or benzoyl glycine  with aromatic aldehydes in the presence of ethanol, acetic anhydride and glacial acetic acid. The newly synthesized compounds were characterized by FTIR, ¹HNMR, C¹³NMR. Keywords:- Oxazolone, antibacterial and fungal agent, Synthesis

Antitumor and Quantitative Structure Activity Relationship Study for Dihydropyridones Derived from Curcumin

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Synthesis and Biological Evaluation of Two New Analogues of Gonadotropin Releasing Hormone (GnRH)D-alanine8 and D-alanine

So far synthesis of Gonadotropin Releasing Hormone (GnRH) analogues reported in the literature has clarified some aspects of structural activity of the naturally released GnRH. As a part of continuing efforts for further understanding of this relationship, the present investigation was undertaken which involved synthesis and biological evaluation of two GnRH analogues, firstly, by replacement of the amino acid L-Argenine in the 8th position at the backbone structure of the natural hormone by the amino acid D-Alanine; and secondly, by replacement of the amino acid L-Glycine in the 10th position by D-Alanine also at the backbone structure of the nature hormone, to obtain the following analogues respectively: PGlu-His-Trp-Ser-Tyr-Gly-Leu-DAla-Pro-Gly-NH2 (Analogue I: D-Alanine8 GnRH), PGlu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-DAla-NH2 (Analogue II: D-Alanine10 GnRH), which were synthesized by applying conventional solution method. Peptides were purified by several recrystallization using appropriate solvent and proved to be homogenous. Conformity of the synthetic procedure was achieved by applying different physico-chemical analyses including Melting Point (mp), Thin Layer Chromatography (Tlc.), Infrared Spectroscopy (IR), Elemental Analysis (CHN), Amino Acid Analysis (AAA), and Nuclear Magnetic Resonance (H1NMR).Preliminary biological activity of the two analogues was determined by testing their effects of parenteral administration on ascorbic acid depletion from the ovary of pseudopregnant mice and compared with that of natural GnRH hormone. Analogue II showed significant ascorbic acid depletion as compared to the native hormone while the percentage in ascorbic acid depletion after administration of analogue I were not significant as compared to the native hormone. Key Words: Gonadotropine releasing hormone, Peptide synthesis, Biological activity of GnR

Evaluation of Analgesic Activity of Newly Synthesized Phthalyl- tyrosyl-glycin Sodium

Alteration in the backbone structure of the endogenously released opioid peptides Leu5/Met5 enkephalins may result in compounds having comparable profile of pharmacological activity but with different physicochemical properties and side effects. Phthalyl amino acid and phthalyl esters are among the derivatives that have been synthesized and evaluated for their antibacterial and antifungal activities.This study was conducted to evaluate the possible analgesic activity of phthalyl-tyrosyl-glycin sodium that has been recently synthesized by our team.The study was carried out on 24 albino mice using hot plate method. The animals were allocated in to three groups; the first group received saline and represent a control group; the second group received morphine HCl as a standard drug; and the third group received phthalyl-tyrosyl-glycin sodium. The onset with which the animal lift his forearm and the number of jumps per 25 seconds were recorded for each group.    The results of this study showed that phthalyl-tyrosyl-glycin sodium resulted in significant improvement (P0.05) was observed in analgesia score but with significant delay in induced hyperalgesia.The results obtained in this study provide experimental evidences for the effectiveness of the prepared compound as analgesic with comparable effect to that of morphine. Key words: Phthalyl-tyrosyl-glycin sodium, phthalyl group, analgesi

Extraction, Identification and Isolation of B-sitosterol from Iraqi Wild Awsaj plant (Lycium barbarum) Using UAE (Probe and Bath) and two isolation technique (HPTLC and PHPLC)

Awsaj (Lycium barbarum) is a plant belong to family Solanaceae serves as a good source of bioactive compounds like phytosterols which have many important biological activity. Literature survey available so far revealed that there was no studies about Iraqi wild Awsaj phytosterols especially B-sitosterol, there for the objective of this study was to examine the efficiency of ultrasound assisted extraction (probe and bath) as compared to the conventional (Soxhlet) extraction method for extraction of phytosterols especially B-sitosterol from fruits, leaves, stems and roots of Iraqi wild Awsaj plant. This goal was achieved by comparing the extraction mass yield, also by a quick and easy approach for identification and quantification of bioactive B-sitosterol in four parts of Awsaj using high performance thin layer chromatography (HPTLC) which confirm the presence of B-sitosterol in four parts of Iraqi Awsaj plant and the results clarify that the root part of Iraqi Awsaj plant extracted by probe UAE give the highest concentration (0.610 mg/ml) of B-sitosterol followed by fruits (0.465mg/ml), leaves(0.405mg/ml) and the least was stems(0.275mg/ml); according to these; isolation and purification of B-sitosterol from petroleum ether fraction of Awsaj roots was done by preparative HPLC. The isolated compound (B-sitosterol) was identified by measuring melting point, FT-IR, TLC and preparative HPLC. Key words: Awsaj, ultrasound assisted extraction (UAE), B-sitosterol, high performance thin layer chromatography (HPTLC), preparative high performance liquid chromatography (PHPLC)

Phytochemical Investigation for the Main Active Constituents in Arctium lappa L. Cultivated in Iraq

Burdock ( Arctium lappa), is among the most popular plants in traditional medicine and it is associated with several biological effects. Literature survey revealed the presence of phenylpropanoid compounds .The most widespread are hydroxycinnamic acids ( mainly caffeic acid and chlorogenic acid) and lignans (mainly arctiin and arctigenin). This work will confirm the presence of these compounds in Arctium lappa, cultivated in Iraq, in both root and leaf samples.  The dried plant samples were extracted by soxhlet with 80% methanol then separated the main constituents by thin layer chromatography (TLC) and high performance liquid  chromatography (HPLC). Identification of the isolated compounds was carried out by UV, IR, and compared with reference standards using TLC, HPLC and  HPTLC. Keywords: Actium  lappa, hydroxycinnamic acid,  Lignan, Phytochemical

Synthesis of New Opioid Analgesic Peptide Analogues to Enkephalin (Leucine- and Methionine-Enkephalin)

A small number of researches were done in the design and synthesis of enkephalin analogues that are able to resist degradation effect of proteolytic enzymes with good bioavailability and half-lives.Through studying structure activity relationships we tried to incorporate phthalyl group, tryptophan and lysine amino acids in different positions in the basic backbone structure of the naturally occurring opioid Leu5- and Met5- enkephalin, in the hope that such insertion of these amino acids could induce interesting addition in the biological activity of these analogues with enhancement of their bioavailability, in addition to decrease side effects as addiction liability. These synthesized peptides are: • Analogue I: phthalyl-tyrosyl-glycel-tryptophan methyl ester. • Analogue II: Boc-tyrosyl-glycyl-phenylalanyl-lysine ethyl ester. HBr. According to the designed structures, the analogues were synthesized following the conventional solution method and they were identified using the following techniques: melting point, optical rotation, thin layer chromatography (TLC), infrared spectroscopy (IR), elemental analysis (CHN) and amino acid analysis. Key words: peptide, phthalyl, opoioid analgesic