Yusuf Zai, Samina Khan
(2015)
Synthesis, Characterization And
Microbial Activity Of New Thiazole,
Thiazolidinone, Thiadiazole And
Phenylacrylohydrazide Substituted
Coumarin Derivatives.
PhD thesis, Universiti Sains Malaysia.
Abstract
Thiazol, thiazolidinon, thiadiazol, fenilakrilohidrazid dan kumarin merupakan
sebahagian daripada kelas sebatian heterosiklik yang mempunyai kepentingan dalam
bidang perubatan dan farmakologi. Dalam kajian ini enam siri daripada 67 sebatian
kumarin baru yang aktif secara biologi telah disintesis dengan mencantumkan unit
thiazol, thiazolidinon, thiadiazol dan fenilakrilohidrazid ke dalam rangka kumarin
untuk meningkatkan kegunaannya sebagai agen terapeutik yang penting. Semua
terbitan yang telah disintesis dicirikan menggunakan teknik spektroskopik seperti IR,
1D NMR (1H dan 13C) dan analisis CHN bersama LC-MS. Struktur terbitan terpilih
telah dipastikan lebih dengan lanjut menggunakan teknik spektroskopik 2D NMR
(COSY, HMQC dan HMBC). Di samping itu, analisis pembelauan X-Ray telah
digunakan bagi mengesahkan struktur sebatian yang diperolehi adalah kristal
tunggal. Struktur semua bahan permulaan yang disintesis telah disahkan dengan
membandingkan data spektroskopi tersebut dengan yang telah dilaporkan dalam
literatur. Sukatan takat lebur telah dijalankan kepada semua sebatian bagi memeriksa
ketulenan mereka.
Thiazoles, thiazolidinones, thiadiazoles, phenylacrylohydrazides and
coumarins, are few of the very important classes of heterocyclic compounds having
great medicinal and pharmacological importance. In the present study, six series of
67 new biologically active coumarin derived compounds have been synthesized by
substituting thiazole, thiazolidinone, thiadiazole and phenylacrylohydrazide units
into the coumarin core, in order to increase their use as important therapeutic agents.
The structures of all the new compounds were characterized by spectroscopic
techniques such as, IR, 1D NMR (1H and 13C) and CHN analysis together with LCMS.
The structures of the selective compounds from each series were further
confirmed by 2D NMR (COSY, HMQC and HMBC) spectroscopic techniques. In
addition to this X-Ray diffraction analysis was used to confirm, the structures for
those compounds obtained as single crystals. The structures of all the synthesized
starting materials were confirmed by the comparison of their spectroscopic data with
those already reported in literature. Melting point measurements was done for all the
synthesized compounds, in order to check their purity.
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