scholarly journals SYNTHESIS OF 4-(4-METHOXY-PHENYL)-3-BUTENE-2-ON AND THE ACTIVITY TEST AS A FRUIT FLIES ATRACTANT

2010 ◽  
Vol 8 (2) ◽  
pp. 231-235 ◽  
Author(s):  
Deni Pranowo ◽  
Edhi Martono ◽  
Suputa Suputa ◽  
Muchalal Muchalal ◽  
Tutik D. Wahyuningsih ◽  
...  

4-(4-methoxyphenyl)-3-buten-2-on has been synthesized from p-anisaldehyde and acetone via aldol condensation. The reaction was performed at room temperature under basic condition for 12 hours to give brown solid of product (m.p 64-65 oC) in 66.19 % yield. p-anisaldehyde itself was produced from oxidation of anetol major component of anise oil by the use of potassium permanganate as a oxidator. The structure of the products was analyzed by FTIR, 1H NMR and GC-MS. Activity test of 4-(4-methoxyphenyl)-3-buten-2-on as an attractant was carried out in Sleman with methyl eugenol as a reference. The result showed that 4-(4-methoxyphenyl)-3-buten-2-on was inactive compound as a fruit flies attractant and some of fruit flies, i.e. Bactrocera papayae, B. carambolae, B. umbrosa and B. abdolonginqua was found on the test area.   Keywords: 4-(4-metoxy-phenyl)-3-butene-2-on, Bactrocera spp., attractant

2010 ◽  
Vol 6 (1) ◽  
pp. 99-103
Author(s):  
Deni Pranowo ◽  
Suputa Suputa ◽  
Tutik Dwi Wahyuningsih

4-(3,4-dimethoxyphenyl)-3-buten-2-on has been synthesized from veratraldehyde and acetone via aldol condensation. The reaction was performed at room temperature under basic condition for 24 hours to give brown solid of product (m.p 64-6 5oC) in 73.7% yield. Veratraldehyde itself was produced from alkylation of vanillin by the use of dimethylsulfate. The structure of the products was analyzed by FTIR, 1H NMR and GC-MS. Activity test of 4-(3,4-dimethoxyphenyl)-3-buten-2-on as an attractant was carried out in Sleman, Bantul and Kulon Progo with methyl eugenol as a reference. The result showed that 4-(3,4-dimethoxyphenyl)-3-buten-2-on was inactive compound as a fruit flies attractant and some of fruit flies, i.e. Bactrocera papayae, B. carambolae, B. umbrosa and B. abdolonginqua was found on the test area.   Keywords: 4-(3,4-dimetoxy-phenyl)-3-butene-2-on, Bactrocera spp., attractant


2019 ◽  
Vol 3 (2) ◽  
pp. 102
Author(s):  
Mulyadi Tanjung ◽  
Devina Oktari Rahayu ◽  
Tjitjik Srie Tjahjandarie

AbstrakToddalia asiatica merupakan tumbuhan perdu yang tersebar di Afrika, Asia, Madagascar, dan Australia (Hu et al., 2015). Senyawa metabolit sekunder yang ditemukan tumbuhan Toddalia asiatica L. adalah alkaloid. Ekstraksi senyawa alkaloid dari tumbuhan Toddalia asiatica L. dengan cara maserasi menggunakan pelarut metanol pada suhu kamar. Proses isolasi dilakukan melalui fraksinasi dan pemurnian menggunakan kromatografi kolom gravitasi, dan kromatografi radial. Hasil isolasi yang didapatkan merupakan senyawa alkaloid turunan furokuinolin yaitu skimmianin. Struktur senyawa alkaloid turunan furokuinolin yang  diketahui melalui analisa hasil spektroskopi UV, IR, 1D NMR (1H-NMR dan 13C-NMR),  serta 2D NMR (HMBC dan HMQC) dan uji aktivitas antikanker terhadap sel kanker murin leukemia P-388. Kata kunci : Alkaloid turunan furokuinolin, skimmianin, Toddalia asiatica L., antikanker AbstractToddalia asiatica L. is a bushy plant that spreads in Africa, Asia, Madagascar, and Australia (Hu et al., 2015). The secondary metabolite compound found in Toddalia asiatica L. is alkaloid. Extraction of alkaloid compounds from Toddalia asiatica L. by maceration using methanol at room temperature. The isolation process is diluted by fractionation and purification using column chromatography of gravity and radial chromatography. The result  of isolation is an alkaloid compound derived furokuinolin, skimmianin. The structure of alkaloid compounds derived from furokuinolin known through spectroscopic analysis including UV, IR, 1D NMR (1H-NMR and 13C-NMR), and 2D NMR (HMBC and HMQC) and the anticancer activity test against the cancer cells murine P-388.Key word :    Alkaloid  compound  derived  furokuinolin,  skimmianin,  Toddalia asiatica L., anticancer


2020 ◽  
Vol 840 ◽  
pp. 113-117
Author(s):  
Yuri Pradika ◽  
Deni Pranowo ◽  
Sabirin Matsjeh

Synthesis of 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone and its potential test as fruit flies attractant has been done. All of products were analyzed by FT-IR GC-MS, and 1H-NMR. Synthesis of 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone was carried out in three steps reaction. First, the bromination of vanillin was performed using KBrO3 and HBr in acidic condition. Second, aldol condensation of 5-bromovanillin with acetone using base catalyst NaOH 20%. Third, 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone was synthesized by reacting the reduction reaction of condensation aldol products with NaBH4 and NiCl2.6H2O in methanol solvent in mild condition. Based on FT-IR, GC-MS and 1H-NMR analyses, the synthesis of 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone has been successfully by selective hydrogenation reaction with 68% yield. Testing the result as attractant of fruit fly indicated that synthesized compound can be used as attractant.


2012 ◽  
Vol 12 (2) ◽  
pp. 146-151 ◽  
Author(s):  
Elfi Susanti VH ◽  
Sabirin Matsjeh ◽  
Tutik Dwi Wahyuningsih ◽  
Mustofa Mustofa ◽  
Tri Redjeki

Synthesis of flavones and their derivatives has attracted considerable attention due to their significant pharmaceutical effects. 7-hydroxy-3',4'-dimethoxyflavone has been synthesized and its antioxidant activity has been investigated. Flavone was synthesized by oxidative cyclization of chalcone. 2',4'-dihydroxy-3,4-dimethoxychalcone was prepared by Claisen-Schmidt condensation of 2,4-dihydroxyacetophenones with 3,4-dimethoxybenzaldehydes in the presence of aqueous solution of sodium hydroxide and ethanol at room temperature. Oxidative cyclization of 2',4'-dihydroxy-3,4-dimethoxychalcone was done by using I2 catalyst in DMSO to form 7-hydroxy-3',4'-dimethoxyflavone. The synthesized compounds were characterized by means of their UV-Vis, IR, 1H-NMR and 13C-NMR spectral data. The compound was tested for their antioxidant activities by DPPH method.


2011 ◽  
Vol 332-334 ◽  
pp. 2036-2039 ◽  
Author(s):  
Qing Kai Wang ◽  
Hong Jun Zang ◽  
Fang Yang ◽  
Bo Wen Cheng ◽  
Yuan Lin Ren ◽  
...  

A series of novel thiazolium halogenide ionic liquids were synthesized by using 4-methylthiazole or 4-methyl-5-thiazoleethanol and halohydrocarbons as materials. The compounds were characterized and analyzed by elemental analysis, 1H NMR and DSC.The solubilities of the ionic liquids in organic dissolvents were observed, meanwhile the conductivities and melting points were measured. The results show that these ionic liquids have high conductivity in water and have good solubility in traditional polar solvents, such as H2O, ethanol and acetonitrile. And the thiazolium halogenide are room temperature ionic liquids, due to their low melting points.


2009 ◽  
Vol 131 (3) ◽  
pp. 286-293 ◽  
Author(s):  
Roger I. Vargas ◽  
Jaime C. Piñero ◽  
Ronald F. L. Mau ◽  
John D. Stark ◽  
Mark Hertlein ◽  
...  
Keyword(s):  

2001 ◽  
Vol 36 (3) ◽  
pp. 259-267 ◽  
Author(s):  
Mary L. Cornelius ◽  
Jian J. Duan ◽  
Russell H. Messing

Methyl eugenol is an extremely effective attractant for male oriental fruit flies, Bactrocera dorsalis (Hendel). Field experiments were conducted in a commercial guava orchard to determine whether the presence of methyl eugenol-baited traps affected the distribution and abundance of female oriental fruit flies near the traps. Captures of females on spheres did not increase within the vicinity of methyl eugenol-baited traps. Captures of males were significantly greater on spheres hung in trees containing methyl eugenol-baited traps than on spheres hung in other trees. An experiment was conducted to determine if methyl eugenol would influence the dispersal of unmated, sexually mature female oriental fruit flies. There were no significant differences in the numbers of marked or wild females captured on traps at different distances from the methyl eugenol lure. This study did not find any evidence that the presence of methyl eugenol-baited traps in orchards would affect female abundance in the vicinity of traps.


1995 ◽  
Vol 73 (4) ◽  
pp. 471-482 ◽  
Author(s):  
Craig Anderson ◽  
André L. Beauchamp

The 1H NMR signals of the Ru(III) species present in solution are considerably broadened and shifted by paramagnetism, but they can be used to follow chloride displacement in the trans-[RuCl4Im2]− ion. This anion remains predominant for several hours at room temperature in D2O, but its signals are progressively replaced by those of a monoaqua [RuCl3(D2O)Im2] complex. Over a period of days, two new sets of peaks appear, corresponding to two isomers of [RuCl2(D2O)2Im2]+. The same behaviour is observed for the 1-methyl-and 4-methylimidazole analogues. These reactions can be driven backwards by addition of KCl, but [RuCl4Im2]− is not quantitatively regenerated in solution even for 6 M NaCl. Within several months, the [RuCl2(D2O)2Im2]+ isomers further aquate to a single species [RuCl(D2O)3Im2]2+. In CD3OD, displacement of the first chloride of [RuCl4Im2]− takes place faster, over several hours, but substitution stops at the [RuCl3(CD3OD)Im2] stage. In DMSO, substitution occurs very slowly. The [RuCl3(DMSO)Im2]:[RuCl4Im2]−mixture (1:2) obtained after 12 days starts to show very slow reduction to two Ru(II) species, one of which precipitates as yellow crystals. From X-ray diffraction work (monoclinic, P21/n, a = 9.951, b = 8.564, c = 10.527 Å, β = 92.95°, R = 0.033), the compound was identified as [RuCl2(DMSO-d6)2Im2], where the metal has a trans-trans-trans coordination and the DMSO ligands are S-bonded. Keywords: paramagnetic ruthenium anion, solvolysis, chloro complexes.


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