Nitrogen Heterocyclic Compound Research Articles

املاح الفلزات الانتقالية الأولى للدايازونيوم المشتق من مركب حلقي غير متجانس للنيتروجين تحضيرو تشخيص و الفعالية الحيوية

يتضمن البحث تحضيرمعقدات لايونات الكروم (III) والمنغنيز (II) والحديد (III) والكوبلت (II) والتيكل (II) والنحاس (II) والخارصين (II) مع (3- امينو -2- کلوروبیریدین) ديازونيوم ذات الصيغة [Cl-C5H3N=N]n[MXm], حيث ان n=2 او 3 و 4=m او 6 للايونات ثنائية او ثلاثية التكافؤعلى التوالي . شخصت المعقدات المحضرة بوساطة الامتصاص الذري والتحليل الدقيق للعناصر .C.H.N والتوصيلية الكهربائية وطيف الاشعة تحت الحمراء والاطياف الالكترونية وطيف الرنين النووي المغناطيسي للبروتون وقياسات الحساسية المغناطيسية بالاضافة الى التحاليل الحرارية TGA و DTA اظهرت القياسات ان معقدات العناصر ثنائية التكافؤ تكون بنسبة مولية 1:2 (ليكند: فلز) وتمتلك شكل هندسي رباعي السطوح حول الايون الفلزي في حين تمتلك ايونات الفلزات ثلاثية التكافؤ شكل هندسي ثماني السطوح وبنسبة مولية (1:3) (ليكند: فلز) . ودرست الفعالية الحيوية تجاه نوعين من البكتريا Gram, positive (Staphylococcus aureus) , Gram, negative (Klebsieiaella pneumonia)) حيث اظهرت المعقدات 2 و 3 و 5 و 6 فعالية متوسطة في حين المعقدان 1 و 7 اظهرتا فعالية عالية مقارنة مع المادة القياسية.

Biodegradation of Quinoline by a Newly Isolated Salt-Tolerating Bacterium Rhodococcus gordoniae Strain JH145.

Quinoline is a typical nitrogen-heterocyclic compound with high toxicity and carcinogenicity which exists ubiquitously in industrial wastewater. In this study, a new quinoline-degrading bacterial strain Rhodococcus sp. JH145 was isolated from oil-contaminated soil. Strain JH145 could grow with quinoline as the sole carbon source. The optimum growth temperature, pH, and salt concentration were 30 °C, 8.0, and 1%, respectively. 100 mg/L quinoline could be completely removed within 28 h. Particularly, strain JH145 showed excellent quinoline biodegradation ability under a high-salt concentration of 7.5%. Two different quinoline degradation pathways, a typical 8-hydroxycoumarin pathway, and a unique anthranilate pathway were proposed based on the intermediates identified by liquid chromatography–time of flight mass spectrometry. Our present results provided new candidates for industrial application in quinoline-contaminated wastewater treatment even under high-salt conditions.

The performance and pathway of indole degradation by ionizing radiation

Indole is a typical recalcitrant aromatic nitrogen heterocyclic compound, which usually exists in coal chemical wastewater, and cannot be effectively removed by conventional wastewater treatment process. In this study, ionizing radiation was applied for the degradation of indole in aqueous solution. The effect of absorbed dose (1, 2, 3 and 5 kGy), initial concentration of indole (10, 20, 40 and 100 mg/L) and pH (3, 5, 7 and 9) on the degradation of indole was investigated. The results showed that the removal efficiency of indole was 99.2% at its initial concentration of 10 mg/L, absorbed dose of 2 kGy, and pH of 5. In addition, quenching experiments confirmed that three reactive species, including hydroxyl radical, hydrated electron and hydrogen radical, contributed to indole degradation. Five intermediate products were identified during indole degradation, including 3-methylindole, 3-methylinodle radicals, hydroxylation inodole, anilinoethanol and isatoic acid. The possible pathway of indole degradation was proposed. The acute toxicity and chronic toxicity of intermediate products of indole degradation were significantly reduced, except for 3-methylindole. In summary, ionizing radiation is alternative technology for the degradation of indole in coal chemical wastewater.

Insilico docking studies, Synthesis and Characterization on Nitrogen and Oxygen Containing Heterocyclic Compound (1,3,4 –Oxadiazole) with promising Antimicrobial and anti-inflammatory activity: Invitro&invivo.

Insilico docking studies, Synthesis and Characterization on Nitrogen and Oxygen Containing Heterocyclic Compound (1,3,4 –Oxadiazole) with promising Antimicrobial and anti-inflammatory activity: Invitro&invivo.

Growth Inhibition of Phaeocystis Globosa Induced by Luteolin-7-O-glucuronide from Seagrass Enhalus acoroides.

Enhalus acoroides (E. acoroides) is one of the most common species in seagrass meadows. Based on the application of allelochemicals from aquatic plants to inhibit harmful algal blooms (HABs), we used E. acoroides aqueous extract against harmful algae species Phaeocystis globosa (P. globosa). The results showed that E. acoroides aqueous extract could significantly inhibited the growth of P. globosa, decrease the chlorophyll-a content and photosynthetic efficiency (Fv/Fm) values of P. globosa, followed by vacuolization, plasmolysis, and the destruction of organelles. Twelve types of major chemical constituents were identified in E. acoroides aqueous extracts by ultraperformance liquid chromatography-high resolution mass spectrometry (UPLC-HRMS), including six flavonoids, two homocyclic peptides, two long-chain aliphatic amides, one tannin, and one nitrogen heterocyclic compound. Flavonoids were the characteristic chemical constituents of E. acoroides aqueous extract. Furthermore, the antialgal activity of luteolin-7-O-glucuronide (68.125 μg/mL in 8 g/L E. acoroides aqueous extract) was assessed. The EC50–96 h value was 34.29 μg/mL. In conclusion, the results revealed that luteolin 7-O-glucuronide was one of the antialgal compounds of E. acoroides aqueous extract, with potential application as novel algaecide.

4(3H)-Quinazolinone derivatives: Promising antibacterial drug leads

Emergence of drug resistance has created unmet medical need for the development of new classes of antibiotics. Discovery of new antibacterial agents with new mode of action remains a high priority universally. 4(3H)-quinazolinone, a fused nitrogen heterocyclic compound has emerged as a biologically privileged structure, possessing a wide range of biological properties viz. anticancer, antibacterial, antitubercular, antifungal, anti-HIV, anticonvulsant, anti-inflammatory and analgesic activities. Promising antibacterial properties of quinazolinones have enthused the medicinal chemists to explore and develop this fused heterocyclic system for new antibacterial agents. Utilization of quinazolinone core for the design and synthesis of new antibacterial agents has recently gained momentum. This review aims to provide an overview of the structures and antibacterial activity of various 4(3H)-quinazolinone derivatives covering various aspects of in vitro and in vivo pharmacological activities and structure activity relationships (SARs).

Anaerobic bioaugmentation hydrolysis of selected nitrogen heterocyclic compound in coal gasification wastewater

Anaerobic bottle experiments were conducted in parallel for 120 consecutive days to perform the bioaugmentation hydrolysis of selected nitrogen heterocyclic compounds (NHCs) in coal gasification wastewater. Due to enhancement with PAC and Fe(OH)3@PAC, quinoline, pyridine, and indole were hydrolyzed more effectively. The addition of PAC and Fe(OH)3@PAC improved the coagulation capacity of microorganisms, which laid a solid foundation for the removal of selected NHCs and the adverse environmental conditions. Anaerobic degradation of the NHCs occurred first through hydrogenation, then through the opening of the nitrogen heterocycles, followed by the release of ammonia nitrogen and finally the opening of the benzene rings. Enriched Acinetobacter, Levilinea, Comamonas, and Longilinea were the main functional groups responsible for the anaerobic biodegradation of the selected NHCs.

Biodegradation of Quinoline by Hydrogel Beads of Activated Sludge in the Air-Lift Bioreactor

Quinoline is a nitrogen heterocyclic compound (NHC) with a molecular formula of C9H7N. Microbial degradation of quinoline occurs under both aerobic and anaerobic conditions. In this study, the aerobic biodegradation of quinoline was investigated with activated sludge which was taken from a municipal sewage wastewater treatment plant in the air-lift bioreactor (ALBR).The activated sludge was entrapped in poly-vinyl-alcohol-calcium alginate (PVA-Ca alginate) hydrogel beads. The optimal conditions for microbial cells entrapment, such as Ca-alginate concentration, biomass concentration in the hydrogel bead and bead size, were determined with concerning to improve the quinoline degradation rate. Also, the initial quinoline concentration was determined. The optimum temperature and initial pH for quinoline degradation were 30°C and pH 7–8, respectively. During the biodegradation process, the culture broth became yellow and brown in turn, which indicated that several intermediates were generated. The results showed that the diversity of microbial cells improves and accelerates the quinoline biodegradation. The repeated use of the hydrogel beads for quinoline degradation was performed and the results revealed that the beads were active and intact up to 4 successive cycles without breakage or loss their stability in the continuous mode. Thus, (PVA-Ca alginate) hydrogel beads have great potential to be a matrix for the cell immobilization in quinoline biodegradation. The various initial concentrations of quinoline (50, 100, 250, and 500mg/L) were completely degraded in batch-mode experiments; under optimal conditions: PVA conc., 80%w/v; calcium alginate conc., 20%w/v; initial biomass concentration the hydrogel bead, 3mL / 10 mL of gel solution; and the hydrogel bead size, about 3mm in diameter, at different time intervals (4, 6, 10, and 14h), respectively.

The enhancement of pyridine degradation by Rhodococcus KDPy1 in coking wastewater.

Pyridine is a typical nitrogen heterocyclic and recalcitrant organic compound in coking wastewater. The pyridine-degrading bacterial strain KDPy1 was isolated from aerobic sludge in a coking wastewater treatment plant. The homology analysis based on 16S rDNA sequences suggested that KDPy1 belongs to Rhodococcus sp. The optimum temperature and pH for pyridine degradation by KDPy1 were 37°C and 7-8, respectively. The strain KDPy1 degraded 1442 mg/L of pyridine nearly 99.6% after 48 h, and the high concentration of 1442 mg/L pyridine did not show an inhibitory effect on its degradation. The degradation kinetics of pyridine were fitted with the Monod model. Furthermore, KDPy1 was capable of degrading pyridine efficiently in the synthetic wastewater containing quinoline and phenol. KDPy1 could degrade pyridine and reduce the total organic carbon in the real coking wastewater. These results showed that KDPy1 had a potential for improving the removal of pyridine from coking wastewater.

The Photochemistry of Purine in Ice Analogs Relevant to Dense Interstellar Clouds

Abstract The aromatic nitrogen heterocyclic compound purine is the core structural framework of many important biomolecules, particularly nucleobases. Purine and purine derivatives have been observed in carbonaceous chondrites, and it has been hypothesized that the exogenous delivery of these compounds, along with many other biologically relevant compounds, may have played a role in the emergence of life. Numerous experiments in our laboratory have demonstrated that the nucleobases used by life to encode genetic material could have been produced abiotically under astrophysically relevant conditions. Specifically, the UV photoprocessing of pyrimidine and purine in simple ices of astrophysical interest has resulted in the production of all five biological nucleobases, namely, uracil (RNA), cytosine (RNA and DNA), thymine (DNA), adenine (RNA and DNA), and guanine (RNA and DNA). Additionally, follow-up work has examined the photochemistry of pyrimidine in more complex astrophysical ice mixtures to better understand the formation of these compounds under realistic conditions. In this work, we examine the photochemistry of purine in more complex ices of astrophysical interest and compare our results with those from simpler ice mixtures. We also examine the effects of competing parallel synthesis of organic compounds in the ices (unrelated to purine). Finally, we discuss the astrophysical and astrobiological implications of our findings.

Research on the degradation mechanism of pyridine in drinking water by dielectric barrier discharge

Pyridine, an important chemical raw material, is widely used in industry, for example in textiles, leather, printing, dyeing, etc. In this research, a dielectric barrier discharge (DBD) system was developed to remove pyridine, as a representative type of nitrogen heterocyclic compound in drinking water. First, the influence of the active species inhibitors tertiary butanol alcohol (TBA), HCO3−, and CO32− on the degradation rate of pyridine was investigated to verify the existence of active species produced by the strong ionization discharge in the system. The intermediate and final products generated in the degradation process of pyridine were confirmed and analyzed through a series of analytical techniques, including liquid chromatography–mass spectrometry (LC–MS), high performance liquid chromatography (HPLC), ion chromatography (IC), total organic carbon (TOC) analysis, ultraviolet (UV) spectroscopy, etc. The results showed that the degradation of pyridine was mainly due to the strong oxidizing power of ozone and hydroxyl radical produced by the DBD system. Several intermediate products including 3-hydroxyl pyridine, fumaric acid, 2, 3-dihydroxypyridine, and oxalic acid were detected. Nitrogen was removed from the pyridine molecule to form nitrate. Through analysis of the degradation mechanism of pyridine, the oxidation pathway was deduced. The study provided a theoretical and experimental basis for the application of DBD strong ionization discharge in treatment of nitrogen heterocyclic compounds in drinking water.

Melamine Induces Oxidative Stress in Mouse Ovary.

Melamine is a nitrogen heterocyclic triazine compound which is widely used as an industrial chemical. Although melamine is not considered to be acutely toxic with a high LD50 in animals, food contaminated with melamine expose risks to the human health. Melamine has been reported to be responsible for the renal impairment in mammals, its toxicity on the reproductive system, however, has not been adequately assessed. In the present study, we examined the effect of melamine on the follicle development and ovary formation. The data showed that melamine increased reactive oxygen species (ROS) levels, and induced granulosa cell apoptosis as well as follicle atresia. To further analyze the mechanism by which melamine induces oxidative stress, the expression and activities of two key antioxidant enzymes superoxide dismutase (SOD) and glutathi-one peroxidase (GPX) were analyzed, and the concentration of malondialdehyde (MDA) were compared between control and melamine-treated ovaries. The result revealed that melamine changed the expression and activities of SOD and GPX in the melamine-treated mice. Therefore, we demonstrate that melamine causes damage to the ovaries via oxidative stress pathway.

모델 콜타르 유분 중에 함유된 질소고리화합물의 추출에 관한 메탄올과 포름아마이드의 비교

The separation of nitrogen heterocyclic compound (NHC) contained in a model coal tar fraction was compared by the methanol and formamide extraction. The model coal tar fraction comprising four kinds of NHC (NHCs : quinoline, iso-quinoline, indole, quinaldine) and three kinds of bicyclic aromatic compound (BACs : 1-methylnaphthalene, 2-methylnaphthalene, dimethylnaphthalene), biphenyl and phenyl ether was used as a raw material. The aqueous solution of methanol and formamide were used as solvents. A batch-stirred tank was used as the raw material - a solvent contact unit of this work. Independent of the solvent used, the distribution coefficient of NHCs sharply increased by decreasing the initial volume ratio of water to the solvent and increasing the equilibrium operation temperature, whereas, the selectivity of NHCs in reference to BACs decreased. Decreasing the initial volume ratio of solvent to feed resulted in deteriorating distribution coefficients, but the selectivity of NHCs in reference to BAC was almost the constant. The distribution coefficient of NHCs by the methanol extraction was 3∼5 times higher than that of NHCs by the formamide extraction, inversely, the selectivity of NHCs based on BACs by the formamide extraction was 3∼7 times higher than that of NHCs by the methanol extraction. Furthermore, two different solvent extraction methods by adding the extraction processing speed to the balance between solvency and selectivity of NHCs were compared.

EVALUATION OF ANTIMICROBIAL ACTIVITY OF PRYMIDINE DERVATIVE OF SOME BACTERIA PATHOGENS FROM URINARY TRACT

The current the study is carried out investigate of antimicrobial activity of uracil isophenol compound against some bacteria pathogens causing UTI infection . The urine sample were collecting to hospitals in Najaf of (AL Sadr Medical City ) for the period from (2 in July 2013 to 2 in September 2013 up) The results were as follows: The proportion of isolated bacteria is E.coli 40% higher and the proportion of bacteria isolated is Staphylococcus aureus 32% and isolation of bacteria Pseudomonas.aeruginosa 28% in addition to some of the genera were diagnosed. . In the course of the program directed towards the synthesis of fused nitrogen heterocyclic compound and as an extension of efforts directed towards the development of convenient synthetic approaches for the synthesis one of pyrimidine derivatives called uracil isophenol with an expected broad spectrum of biological activity. Studies have shown that uracil isophenol exhibit various biological activities. In biological study was to demonstrate in trial the new compound "uracil isophenol" in different concentration observed the following E.coli exhibit sensitivity to all concentration with differ inhibition zone size ; but the same zone size for (10,15,20) mg/ml the inhibition area was reached for 21 mm . in spite of difference in concentration. While Staphylococcus aureus also sensitive and the zone larger than E.coli ,and have the same zone size of E.coli of concentration(3)mg/ml was reached for 15 mm . While Pseudomonas.aeruginosa also exhibit sensitivity but less than others except for (25) mg/ml it have inhibition zone was reached for size of 25 mm . Results were compared with control groups were analyzed statistically by results analysis system completely random ANOVA and LSD.

Fluorous receptor-facilitated solid phase microextraction

Solid phase microextraction (SPME) is a widely accepted solvent-free extraction technique that usually uses a polymer sorbent as the extraction phase. In this work, we have developed receptor-doped fluorous films for solid phase microextraction. The hydrophobic and lipophobic properties of the fluorous films in principle reduce the polymer–water distribution coefficients of solutes other than those that can form noncovalent interactions with the fluorous receptor. This strategy should improve extraction selectivity. We found that the addition of a fluorous carboxylic acid (Krytox 157 FSH) to a fluorous film (Teflon AF 2400) increased the polymer–water distribution coefficients of quinoline, a nitrogen heterocycle. We studied the effects of receptor concentration and solute concentration on the distribution coefficients based on 96-well vessel SPME. We then coated this receptor doped fluorous polymer on a stainless steel fiber for SPME. Compared to a commonly used SPME fiber made of polydimethylsiloxane (PDMS), it showed a preference for the nitrogen heterocyclic compound over a non-heterocyclic control, phenol. To our knowledge, this is the first reported receptor-doped fluorous SPME.

9성분계 모델 콜타르 흡수유 중에 함유된 질소고리화합물의 메탄올 추출

9성분계 모델 콜타르 유분 중에 함유된 질소고리화합물(NHC)의 분리를 분배평형에 의해 검토했다. 원료로서는 NHC group (NHCs; quinoline (Q), iso-quinoline (iQ), indole (In), quinaldine(Qu)), 2환 방향족 화합물 group (BACs; 1-methylnaphthalene (1MN), 2-methylnaphthalene (2MN), dimethylnaphthalene (DMN)), biphenyl (Bp)과 phenyl ether (Pe)로 제조한 모델 콜타르 유분을, 용매로서는 메탄올 수용액을 각각 사용했다. 액-액 접촉 장치로서는 회분 교반기를 각각 사용했다. 평형조작 온도가 상승함에 따라 NHCs의 분배계수는 증가했으나, 역으로 BACs를 기준한 NHCs의 선택도는 감소했다. 초기 물/용매의 체적비가 감소함에 따라 BACs를 기준한 NHCs의 선택도는 급격히 감소했으나, NHCs의 분배계수는 증가했다. 일정 조건하에서, 각 group별 분배계수와 BACs를 선택도의 순서는 NHCs > Bp > BACs > Pe와 NHCs > Bp > Pe를 각각 나타냈다. 또한 전체 성분에 대한 분배계수의 순서는 In > iQ = Q > Qu > Bp > 1MN = 2MN > Pe > DMN을 나타냈다. 메탄올 추출에 의해 얻어진 NHCs의 최대 수율과 BACs를 기준한 NHCs의 최대 선택도는 각각 94%, 23이었다. 본 연구를 통해 얻어진 실험적 결과를 이용하여 콜타르 중에 함유된 NHCs의 회수공정을 검토했다. The separation of nitrogen heterocyclic compound (NHC) contained in a model coal tar fraction of nine components system was investigated by distribution equilibrium. The model coal tar fraction comprising NHC group (NHCs; indole (In), quinoline (Q), iso-quinoline (iQ), quinaldine(Qu)), bicyclic aromatic compound group (BACs; 1-methylnaphthalene (1MN), 2-methylnaphthalene (2MN), dimethylnaphthalene (DMN)), biphenyl (Bp) and phenyl ether (Pe) and the aqueous methanol were used as the raw materials and the solvent of this work, respectively. A batch-stirred tank was used as the liquid-liquid contact unit of this work. The distribution coefficient of NHCs increased by increasing the equilibrium operation temperature, whereas the selectivity of NHCs with respect to BACs decreased. Decreasing the initial volume ratio of water to the solvent resulted in deteriorating the selectivity of NHCs in reference to BACs, but improving the distribution coefficients of NHCs. At a fixed experimental condition, the sequence of the distribution coefficient and the selectivity with reference to BACs for each groups was increased in order of NHCs > Bp > BACs > Pe and NHCs > Bp> Pe, respectively. Also, the sequence of the distribution coefficient for entire compounds was in order of In > iQ = Q > Qu > Bp > 1MN = 2MN > Pe > DMN. The maximum yield of NHCs and the selectivity of NHCs based on BACs obtained by methanol extraction were 94 and 23%, respectively. Furthermore, the recovery process for NHCs from coal tar was studied by using the experimental results from this work.

Synthesis and Crystal Structure of New Nitrogen Heterocyclic Compound

Synthesis and Crystal Structure of New Nitrogen Heterocyclic Compound

Mechanistic aspects of nitrogen-heterocyclic compound adsorption on bamboo charcoal

Adsorption of three nitrogen-heterocyclic compounds (NHCs), pyridine, indole, and quinoline, on a new porous carbonaceous adsorbent, bamboo charcoal (BC), is investigated. Different structures and surface properties of BC are created by HNO3 and NaOH treatment as well as by microwave (MW) radiation. HNO3 treatment decreases surface area, micropore volume, and surface hydrophobicity, whereas NaOH treatment increases surface area and micropore volume. MW treatment dramatically increases hydrophobicity and fraction of aromatic structure. Adsorption isotherms of NHCs are nonlinear and better fitted by Freundlich model (FM) compared with Langmuir model (LM) and Polanyi–Manes model (PMM). The maximum adsorption capacities for pyridine, indole, and quinoline reach 42.92, 93.24, and 91.74mgg−1, respectively, at an initial concentration of 200mgL−1. Surface area, hydrophobicicty, and electrostatic and π–π electron-donor–acceptor (EDA) interactions are accountable for NHC adsorption. A model relating NHC adsorption (log K) and adsorbent–adsorbate physicochemical properties is developed to measure the relative contribution of these interactions giving the sequence of surface area>hydrophobic interaction>electrostatic interaction>π–π EDA interaction.

TOXIC EFFECTS STUDY OF MELAMINE ON ALGAE

Melamine is an organic nitrogen heterocyclic compound. It becomes a big problem to the health of people and pets because it is an additive to pet-foods and milks for illegality profits. If melamine releases into the environment, it maybe disturb water ecosystem balance by direct toxic effects on plants and animals, so it should meet the requirements for hazard assessment. Planktonic algae have fundamental importance in proper structure and function of the whole ecosystem, it plays an essential role in the water environment. Moreover, planktonic algae are sensitive indicators for testing different effects of substances discharged into the water. Therefore, the investigations on the influence of toxic substance on unicellular algae have been generally accepted. The purpose of this test is to determine the effects of melamine on the growth of fresh water microalgae (green algae). Exponentially growing test algae were exposed to the melamine in batch cultures over a period of normally 72h, growth inhibition were quantified from measurements of the algal biomass density as a function of time. In the algae reproduction inhibition test, the 94-3000 mg/L concentrations of melamine were applied, melamine was examined to determine the effect concentration (EC) and EC50 (0—72h) values calculated concentrations that would inhibit growth by 50% as compared to the control treatment, they were estimated based on growth curve area (EbC50) and growth rate (ErC50). Toxic effects of melamine to algae were determined in an algal growth inhibition test with Pseudokirchneriella subcapitata and Scenedesmus obliquus. The results indicated that the growth of two species was inhibited in different degree by melamine; the higher the concentration used, the greater the toxic effect; the toxic influence of melamine to S. obliquus increased with exposure duration. EbC50 values for 72h of melamine on inhibition of P. subcapitata and S. obliquus growth were 537.67 and 485.17 mg/L respectively, it appeared to be a low harmful substance. Two algae species growth rates were decreased with an increase of melamine concentration; according to estimated EC20 and EC10 values, it concluded that S. obliquus was more susceptive to melamine as compared to P. subcapitata, and appeared to be a clearly creeping effect.

Liquid Membrane Permeation of Nitrogen Heterocyclic Compounds Contained in Model Coal Tar Fraction

We investigated the separation of nitrogen heterocyclic compound (NHC) contained in a model coal tar fraction comprising four kinds of NHC [indole (In), quinoline (Q), iso-quinoline (iQ), quinaldine (Qu)], three kinds of bicyclic aromatic compound (BAC) [1-methylnaphthalene (1MN), 2-methylnaphthalene (2MN), dimethylnaphthalene (DMN) mixture with ten structural isomers (DMNs; regarded as one component)], biphenyl (Bp) and phenyl ether (Pe) by liquid membrane permeation (LMP). A batch-stirred tank was used as the permeation unit. An aqueous solution of saponin and n-hexane were used as the liquid membrane and the outer oil phase, respectively. Yield and selectivity of individual NHC was much larger than that of BAC, Bp and Pe. Increasing the initial mass fraction of the saponin to the membrane solution () and the initial volume fraction of O/W emulsion to total liquid in a stirred tank () resulted in deteriorating the yield of individual NHC, but increasing the stirring speed (N) resulted in improving the yield of each NHC. With increasing , the selectivity of each NHC based on DMNs increased. Increasing and N resulted in decreasing the selectivity of individual NHC based on DMNs. At an experimental condition fixed, the sequence of the yield and selectivity in reference to DMNs for each NHC was Q > Qu = iQ > In. Furthermore, we compared LPM method with methanol extraction method in view of the separation efficiency (yield, selectivity) of NHC.