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Home > Synthesis, Characterization and Biological Studies of New Ferrocene Based Guanidines

Synthesis, Characterization and Biological Studies of New Ferrocene Based Guanidines

Thesis Info

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Author

Gul, Rukhsana

Program

PhD

Institute

Gomal University

City

Dera Ismail Khan

Province

KPK

Country

Pakistan

Thesis Completing Year

2013

Thesis Completion Status

Completed

Subject

Chemistry

Language

English

Link

http://prr.hec.gov.pk/jspui/bitstream/123456789/2107/1/2369S.pdf

Added

2021-02-17 19:49:13

Modified

2024-03-24 20:25:49

ARI ID

1676727514498

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Four series of trisubstituted ferrocenyl guanidines g(1-18), h (1-18), i (1-6) & j (1-6) of general formula [RC6H5CONC(HN''C6H4C5H4FeC5H5)(HN''''C6H5R1)] where R=3-Cl and R1= H, 3- CF3, 4-CF3, 4-NO2, 4-CH3, 2-CH3, 2,6-C2H5, 2-OCH3, 3-OCH3, 2-Cl, 2,3- (Cl)2, 2,4- (Cl)2, 2,5- (Cl)2, 2,6- (Cl)2, 3,4- (Cl)2, 3,5- (Cl)2, 2,4,5- (Cl)3, 2,4- (Br)2 have been synthesized and characterized by using elemental analysis, FT-IR, multinuclear (1H and C) NMR spectroscopy, UV-Visible spectrophotometery and cyclic voltammeter. Single crystal XRD was used for structural elucidation of some of the synthesized ferrocenyl guanidines. Based on the single crystal X-ray analysis most of the synthesized ferrocenyl guanidine have been stabilized by intermolecular as well as intramolecular hydrogen bonding and possesses interesting supramolecular chemistry having cylindrical cavities and empty spaces. In addition, a tetra substituted ferrocenyl guanidine (N-isopropyl-N-(4-ferrocenylphenyl)-N''-(2, 6-diethylphenyl)-N''''-benzoyl guanidine) has also been synthesized and fully characterized. The preliminary investigation of the anticancer potency of the synthesized ferrocenyl guanidines has been carried out by determining their ability to bind with DNA and by the free radical scavenging activity. The DNA interaction studies performed by cyclic voltammetry and UV-Visible spectroscopy are in close agreement with the binding constants K (0.79 - 5.4) ×105 M-1 (CV) and (0.72 - 5.1) ×105 M-1 (UV-Visible). The results reveal that the ferrocenyl guanidines have strong binding ability with DNA as compared to the guanidines having no ferrocene. The presence of ferrocene is concluded to enhance the DNA binding activity of guanidines. This may be due to the fact that in the presence of ferrocene the delocalization of lone pair of nitrogen extended to Cp ring of ferrocene due to which the nitrogen become more polarized, stable and favorable for electrostatically bind with negatively charged DNA. The binding constants results show that the compounds having ferrocene at para position have slightly larger binding constants values as compared to the meta-ferrocenyl guanidines. This may be due to more delocalization of electron when the Cp ring of ferrocene is at para position. The compounds having electron withdrawing groups on the phenyl ring also have higher binding constant values as compared to those compounds having electron donating groups. This may also be due to the delocalization of lone pair of nitrogen on phenyl ring and making the nitrogen more polar. The free radical scavenging potentials of the selected synthesizes compounds was determined on a UV-Visible spectrophotometer by using DPPH as a free radical. The activity of ferrocene incorporated guanidines was found to be higher than guanidines without ferrocene. The compounds which have electron withdrawing groups showed an increase in the free radical scavenging potency. This might be due to the stabilization of resulting guanidine free radical in the presence of electronegative groups. Antimicrobial activities of the selective synthesized compounds were tested against five representatives, gram-positive (Staphylococcus aureus, Pseudomonas aerugnosa and Bacillus subtilis) and gram-negative (Klebsiella pneumonia and Escherchia coli) bacterial strains by disc diffusion method. Three fungal strains, fusarium moniliforme, aspergillus fumigates, aspergillus flavus were tested by using well diffusion method. The results revealed that the compounds having ferrocene and electron withdrawing groups showed moderate to good antibacterial activity as compared to the standard drug penicillin used. Significant antifungal activity was observed against aspergillus flavus and good against fusarium moniliforme and aspergillus fumigatus. The antifungal activity of these compounds was found comparable with the standard drug used (Terbinafin). Other compounds having electron donating groups were found to have a moderate or less activity against the tested bacteria and fungi. Exact mechanism of the structure-activity relationship was not yet developed but this might be due to a decrease in basicity, in turn an increase in the lipophilicity of the compounds in the presence of ferrocene and electron withdrawing substituents. Lipophilic compounds have more penetrating power across the cell membrane.
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مولانا حیدر زمان صدیقی

مولانا حیدر زمان صدیقی
اسی مہینہ میں پاکستان کے ایک خط سے یہ افسوس ناک اطلاع ملی کہ جنوری کے آخری عشرہ میں مولانا حیدر زمان صدیقی نے وفات پائی، مرحوم سے صرف علمی مراسلت رہتی تھی، اس لئے ان کے ذاتی حالات کم معلوم ہیں، ایک زمانہ میں اُن کا قیام پٹھان کوٹ میں تھا، مگر ہندوستان کی تقسیم کے بعد سے ہری پور ضلع ہزارہ میں منتقل ہوگئے تھے، مرحوم بڑی صلاحیتوں کے مالک تھے، اور اپنی علمی وتصنیفی زندگی کے ابتدائی ہی دور میں ایک خاص حلقہ میں اچھی خاصی شہرت حاصل کرلی تھی، اسلامی تعلیمات کی روشنی میں جدید دور کے سیاسی و معاشی مشکلات کا حل اُن کا خاص موضوع تھا، اس موضوع پر وہ معارف اور دوسرے رسالوں میں برابر مضامین لکھتے رہتے تھے، اور اسلامی مسائل کے جدید مفسرین کے برخلاف ان کا قلم بڑی حد تک محتاط واقع ہوا تھا، متفرق مضامین کے علاوہ مستقل تصانیف میں غالباً صرف ایک کتاب اسلام کا نظریہ سیاست اس کی قلمی یادگار ہے، مرحوم کی ذات سے بڑی توقعات وابستہ تھیں، لیکن افسوس موت نے ان کو پوری ہونے کا موقع نہیں دیا، اﷲ تعالیٰ اس خادم دین کو اپنی مغفرت سے نوازے۔
(شاہ معین الدین ندوی، فروری ۱۹۵۲ء)

 

PENERAPAN PEMBELAJARAN KOOPERATIF MODEL GROUP INVESTIGATION (GI) UNTUK MENINGKATKAN MOTIVASI DAN HASIL BELAJAR BIOLOGI

Model pembelajaran mempengaruhi motivasi dan hasil belajar Biologi siswa sekolah menengah atas. Berdasarkan observasi awal, diketahui bahwa pembelajaran Biologi di kelas X-1 SMA Negeri 7 Malang memiliki beberapa ciri, yaitu (1) motivasi belajar siswa cenderung kurang, (2) dalam menyelesaikan suatu tugas, siswa dengan karakteristik yang sama cenderung mengelompok sehingga terbentuk kelompok homogen yang tidak seimbang di kelas, dan (3) metode ceramah yang diterapkan oleh guru tidak menarik minat siswa sehingga mempengaruhi hasil belajarnya. Berdasarkan kondisi tersebut maka dilakukan penelitian dengan menggunakan pembelajaran kooperatif model Group Investigation (GI) untuk meningkatkan motivasi dan hasil belajar Biologi siswa. Jenis penelitian ini adalah penelitian tindakan kelas dengan menggunakan pendekatan kualitatif dan dirancang dalam dua siklus. Hasil penelitian menunjukkan penerapan pembelajaran kooperatif model GI dapat meningkatkan motivasi dan hasil belajar Biologi siswa. Motivasi belajar siswa meningkat sebesar 31, 48% yaitu dari 46, 15% dengan kategori cukup pada siklus I menjadi 77, 63% dengan kategori baik pada siklus II. Hasil belajar siswa juga mengalami peningkatan, terlihat dari nilai rata-rata siswa sebesar 81, 94% pada siklus I menjadi 89, 18% pada siklus II dan siswa yang tuntas belajar juga mengalami peningkatan dari 79, 49% pada siklus I menjadi 97, 44 % pada siklus II. Hasil angket juga menunjukkan bahwa siswa menyukai dan lebih termotivasi untuk belajar Biologi setelah mengikuti pembelajaran dengan pembelajaran kooperatif model GI.

Effect of Organic and Inorganic Amendments in Reducing Bioavailability of Heavy Metals from Textile Industry Effluent

As the sense of fashion and modernism improves day by day the requests for apparel and clothing also increases. Hence, different kinds of garments, clothing and home textiles are industrialized to fulfill the increasing demands. Faisalabad; a city of Pakistan, is known for its different material enterprises. On the opposite side, this city additionally involved plentiful rural land. In Faisalabad irrigation is commonly done by reused sewage water from these textile units due to scarcity of better quality water. Agriculturists use surplus water to raise their crops as they consider it a healthier spring of nutrients, taking as substitution of excellent quality water round of the year. Heavy metals, i.e. lead, chromium, cadmium, and copper etc. are present in textile dyes which are used to assemble the dyestuffs. These metals which have been moved to the surroundings are noxious and can piled up` in the human body, water bodies and may incorporate in to the soil. To reclaim the metal degraded soils different practices are existing, amongst one is to incorporate organic and inorganic amendments in polluted soils to lessen the entry of metals into food chain by immobilizing them. Considering these evidences, a project was designed to observe the effect of organic and inorganic amendments to diminish the uptake of lethal metals in plants from textile effluent. Three tests were performed. In the first investigation the effluent acquired from different textile mills situated at different locations in Faisalabad and physico-chemical characterization of these effluent samples was done to check the pollution load. Heavy metal substances were also resolute in these samples by using atomic absorption spectrophotometer. The results revealed that all the effluent samples had a substantial quantity of pollutants especially chromium (Cr) metal which was present in higher concentration as compared to other heavy metals. On the basis of results, it was determined that Dawood Textile Industry generated more polluted effluent containing high contents of Cr and drained out it in the main drains without treatment. Hence effluent was collected from Dawood Textiles to use it for irrigation in second and third experiments. In second experiment accumulation of Cr in shoots and roots of spinach was checked. In third trial effectiveness of poultry manure (PM) and gypsum to immobilize the Cr was checked. Vegetables were reaped at maturity. Growth and physiological parameters were analyzed. Plant samples were also examined for Cr and micronutrients concentration. The post-harvest soil was tested for chemical analysis and Cr concentration was also analyzed at the completion of the trial. The outcomes of various concentration of textile water 0, 10, 25, 50 and 100% on growth of spinach revealed that control plants had improved growth as there was no stress of effluents while major decrease in growth was noted in plants where 100% textile effluent was applied. Cr concentration was also high in plants irrigated with 100% textile effluent. The organic and inorganic amendments were reduced the uptake of Cr and also improved growth and physiology of plants. Moreover, from different levels of both the amendments poultry manure @ 1% with the combination of 50% textile effluent concentration proved to be more operative in dropping the uptake of Cr to different plant parts.