EN
Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound
Öz
This article describes the design, synthesis, purification and characterization of a new BODIPY-quinoline compound (6). The molecular design strategy is based on the placement of azido substituents at the 3 and 5 positions of the BODIPY skeleton, preparation of propargyl-quinoline compound (5) and the click reaction between distyryl-BODIPY (4) and propargyl-quinoline (5). The structures of all the new compounds were confirmed by MALDI-MS, 1H and 13C NMR spectroscopic techniques. This combination allows the formation of binding sites for metal ions. Thus, the BODIPY-quinoline compound presented in this study is promising for the development of novel fluorescent sensors. The presented synthetic strategy can also be used to synthesize other BODIPY derivatives needed for various applications.
Anahtar Kelimeler
Destekleyen Kurum
Karabuk University
Proje Numarası
KBÜBAP-24-DS-103
Etik Beyan
There are no ethical issues after the publication of this manuscript.
Teşekkür
I am grateful for the financial support from Scientific Reseach Unit of Karabuk University (Grant No. KBÜBAP-24-DS-103)
Kaynakça
- [1]. Dai, Y, Sun, J, Zhang, X, Zhao, J, Yang, W, Zhou, J, Gao, Z, Wang, Q, Yu, F, Wang, B. 2024. Supramolecular assembly boosting the phototherapy performances of BODIPYs. Coordination Chemistry Reviews; 517: 216054.
- [2]. Yilmaz, RF, Derin, Y, Misir, BA, Atalay, VE, Tutar, ÖF, Ökten, S, Tutar, A. 2023. Synthesis and spectral properties of symmetrically arylated BODIPY dyes: Experimental and computational approach. Journal of Molecular Structure; 1291: 135962.
- [3]. Joshi, DK, Betancourt, F, Pilkington, M, Yan, H. 2023. Neutral BODIPY derivatives as photosensitizers. Journal of Photochemistry and Photobiology A: Chemistry; 442: 114770.
- [4]. Gündüz, EÖ, Gedik, ME, Günaydın, G, Okutan, E. 2022. Amphiphilic Fullerene-BODIPY Photosensitizers for Targeted Photodynamic Therapy. ChemMedChem; 17 (6): e202100693.
- [5]. Kırpık, H, Kose, M, Elmes, RBP, Karabork, M. 2024. BODIPY- imine based fluorescence “turn on” chemosensor for selective sensing of Hg2+. Journal of Photochemistry and Photobiology A: Chemistry; 451: 115541.
- [6]. Huang, PJ, Kumarasamy, K, Devendhiran, T, Chen, YC, Dong, TY, Lin, MC. 2021. BODIPY-based hydroxypyridyl derivative as a highly Ni2+-selective fluorescent chemosensor. Journal of Molecular Structure; 1246: 131281.
- [7]. Ksenofontova, KV, Kerner, AA, Ksenofontov, AA, Shagurin, AY, Bocharov, PS, Lukanov, MM, Kayumov, AR, Zhuravleva, DE, Iskhakova, ZI, Molchanov, EE, Merkushev, DA, Khodov, IA, Marfin, YS. 2022. Amine-Reactive BODIPY Dye: Spectral Properties and Application for Protein Labeling. Molecules; 27 (22): 7911.
- [8]. Guseva, GB, Antina, EV, Berezin, MB, Pavelyev, RS, Kayumov, AR, Sharafutdinov, IS, Lisovskaya, SA, Lodochnikova, OA, Islamov, DR, Usachev, KS, Boichuk, SV, Nikitina, LE. 2020. Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application. Journal of Photochemistry and Photobiology A: Chemistry; 401: 112783.
Ayrıntılar
Birincil Dil
İngilizce
Konular
Makromoleküler ve Malzeme Kimyası (Diğer)
Bölüm
Araştırma Makalesi
Yazarlar
Yayımlanma Tarihi
26 Eylül 2025
Gönderilme Tarihi
10 Kasım 2024
Kabul Tarihi
10 Nisan 2025
Yayımlandığı Sayı
Yıl 2025 Cilt: 21 Sayı: 3
APA
Yıldırım Sarıkaya, S. (2025). Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science, 21(3), 35-42. https://doi.org/10.18466/cbayarfbe.1582319
AMA
1.Yıldırım Sarıkaya S. Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science. 2025;21(3):35-42. doi:10.18466/cbayarfbe.1582319
Chicago
Yıldırım Sarıkaya, Semiha. 2025. “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”. Celal Bayar University Journal of Science 21 (3): 35-42. https://doi.org/10.18466/cbayarfbe.1582319.
EndNote
Yıldırım Sarıkaya S (01 Eylül 2025) Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science 21 3 35–42.
IEEE
[1]S. Yıldırım Sarıkaya, “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”, Celal Bayar University Journal of Science, c. 21, sy 3, ss. 35–42, Eyl. 2025, doi: 10.18466/cbayarfbe.1582319.
ISNAD
Yıldırım Sarıkaya, Semiha. “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”. Celal Bayar University Journal of Science 21/3 (01 Eylül 2025): 35-42. https://doi.org/10.18466/cbayarfbe.1582319.
JAMA
1.Yıldırım Sarıkaya S. Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science. 2025;21:35–42.
MLA
Yıldırım Sarıkaya, Semiha. “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”. Celal Bayar University Journal of Science, c. 21, sy 3, Eylül 2025, ss. 35-42, doi:10.18466/cbayarfbe.1582319.
Vancouver
1.Semiha Yıldırım Sarıkaya. Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science. 01 Eylül 2025;21(3):35-42. doi:10.18466/cbayarfbe.1582319