Synthesis and biological evaluation of optically active conjugated gamma- and delta-lactone derivatives

Sezer, Serdar
GUNEL, Aslihan
Tanyeli, Cihangir
An efficient synthesis of racemic and both enantiomeric forms of heteroaryl substituted gamma- and delta-lactone derivatives derived from allyl and homoallyl alcohol backbones has been accomplished via ring closing metathesis reaction. 2-Heteroaryl substituted allyl and homoallyl alcohols have been efficiently resolved through enzymatic method with high ee (97-99%) and known stereochemistry. Antimicrobial and antioxidant activities of target lactones were evaluated.


Synthesis of chiral diene systems via ring closing enyne metathesis and their applications in diels-alder reactions
Çayır, Merve; Tanyeli, Cihangir; Department of Chemistry (2010)
The main subject of this thesis is synthesis of chiral diene systems via Ring Closing Enyne Metathesis (RCEM). Furan and thiophene carbaldehydes were chosen as starting compounds. As a result of allylation and propargylation reaction of these aldehydes targeting racemic heteroaryl substituted homoallylic and homopropargylic alcohols were synthesized. Enantiomerically enriched alcohols were obtained by enzymatic resolution method with different enzymes (PS-II, Lipozyme) with the high enantiomeric excess valu...
Synthesis of Bishomoinositols and an Entry for Construction of a Substituted 3-Oxabicyclo[3.3.1]nonane Skeleton
BARAN, ARİF; Bekarlar, Merve; Aydin, Gokay; NEBİOĞLU, MEHMET; ŞAHİN, Ertan; Balcı, Metin (2012-02-03)
1,3,3a,7a-Tetrahydro-2-benzofuran was used as key compound for the synthesis of various bishomoinositol derivatives. The diene was subjected to an epoxidation reaction for further functionalization of the diene unit. The bisepoxide obtained was submitted to a ring-opening reaction with acid in the presence of water. Various bishomoinositols were synthesized. However, when the reaction was carried out in the presence of acetic anhydride, a substituted 3-oxabicyclo[3.3.1]nonane skeleton was formed. The mechan...
Synthesis and characterization of a new soluble conducting polymer and its electrochromic devices
Sahin, Elif; Sahmetlioglu, Ertugrul; Akhmedov, Idris M.; Tanyeli, Cihangir; Toppare, Levent Kamil (Elsevier BV, 2006-10-01)
A new polythiophene derivative was synthesized by both chemical and electrochemical oxidative polymerization of 1-(perfluorophenyl)-2,5-di(2-thienyl)-1H-pyrrole (FPTPy). The structures of both the monomer and the soluble polymer were elucidated by nuclear magnetic resonance (H-1-NMR) and fourier transform infrared (FTIR). Polymer of FPTPy was also synthesized via potentiostatic electrochemical polymerization in acetonitrile (AN)/NaClO4/LiClO4 (0.1 M:0.1 M) Solvent-electrolyte couple. Characterizations of th...
Synthesis of aromatic poly(pyridinium salt)s and their electrochromic properties
Keshtov, M. L.; UDUM, YASEMİN; Toppare, Levent Kamil; Kochurov, V. S.; Khokhlov, A. R. (Elsevier BV, 2013-05-15)
Synthesis of a series of new conjugated electrochromic polymeric pyridinium salts containing main-chain triphenylamine and their electrochromic properties were demonstrated. All polymers exhibit intense UV absorptions at 336-338 nm in DMF and 340-343 nm in thin film form and fluorescence centered at 410-438 nm in DMF and 460-461 nm in thin film form. The electrochromic properties of the films were investigated by electrochemical and spectroelectrochemical methods. Reversible redox signals with stable electr...
Synthesis and characterization of rare earth borophosphates
Özdil, Yasemin; Kızılyallı, Meral; Department of Chemistry (2004)
In this thesis, solid state reactions of Ln2O3, Y2O3, B2O3 and (NH4)2HPO4 were investigated to synthesize LnBP2O8 (Ln= Dy, Ho, Er) and YBP2O8 type of borophosphates which were not reported before. The products were analyzed by XRD, IR, DTA, SEM and EDX methods. In the first part of this thesis, synthesis of YBP2O8 through the solid state reaction of Y2O3 + 4(NH4)2HPO4 + B2O3 have been studied in the range 800-1140 °C. Orthophosphates of Dysprosium, Holmium, Erbium and Yttrium have tetragonal xenotime (YPO4)...
Citation Formats
M. ŞARDAN, S. Sezer, A. GUNEL, M. AKKAYA, and C. Tanyeli, “Synthesis and biological evaluation of optically active conjugated gamma- and delta-lactone derivatives,” BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, pp. 5814–5818, 2012, Accessed: 00, 2020. [Online]. Available: