Design, Synthesis, and Biological Evaluation of Curcumin--sitosterol Conjugate a Potential Candidate for Breast Cancer Therapy

Year 2022, Volume: 9 Issue: 2, 866 - 880, 31.12.2022

Sevinç İlkar Erdağı

https://doi.org/10.35193/bseufbd.1097088

Abstract

In this study, a novel steroidal conjugate was prepared via a convenient click chemistry technique. -sitosterol (BS), a widely distributed phytosterol throughout the plant kingdom, was chosen as a steroidal component. It is known that BS uses in the stabilization of cell membranes and has beneficial effects in different diseases. On the other hand, curcumin (CUR), a phenolic compound, was used as a phytochemical agent with a variety of biological activities. The steroidal conjugate (BS-CUR) was achieved in high yield using azide-alkyne cyclization reaction. The structure of BS-CUR was elucidated by using FTIR, NMR, HRMS, and fluorescence spectroscopy techniques. In vitro cytotoxicity assays of the BS-CUR conjugate were evaluated against human breast cancer (MDA-MB-231) and healthy mouse fibroblast cell line (L929), respectively. The preliminary evaluation indicated that BS conjugate exhibited good cytotoxicity compare with the native compounds, CUR and BS. The BS-CUR conjugate could be considered a potential compound for further design and synthesis of highly effective anticancer agents.

Keywords

Curcumin, Cytotoxicity, Steroidal conjugate, -Sitosterol

Thanks

The author would like to thank Prof. Dr. Ufuk YILDIZ (Kocaeli University, Chemistry Department) for his suggestions and for allowing the use of facilities at the Chemistry Research Laboratory to be used in this study.

Meme Kanseri Tedavisi için Potansiyel Bir Aday Olan Kurkumin--Sitosterol Konjugatının Tasarımı, Sentezi ve Biyolojik Değerlendirmesi

Abstract

Bu çalışmada, klik kimyası tekniği ile yeni bir steroidal konjugat hazırlandı. Bitki dünyasında yaygın olarak kullanılan bir fitosterol olan -sitosterol (BS) steroidal bir bileşen olarak seçildi. BS'nin hücre zarlarının stabilizasyonunda kullanıldığı ve farklı hastalıklarda faydalı etkileri olduğu bilinmektedir. Fenolik bir bileşik olan kurkumin (CUR) ise çeşitli biyolojik aktivitelere sahip bir fitokimyasal ajan olarak kullanıldı. Steroidal konjugat (BS-CUR), azid-alkin halkalaşma reaksiyonu kullanılarak yüksek verimle elde edildi. BS-CUR'nin yapısı FTIR, NMR, HRMS ve floresans spektroskopi teknikleri kullanılarak aydınlatıldı. BS-CUR konjugatının anti-kanser ve biyouyumluluk analizleri, sırasıyla insan meme kanseri (MDA-MB-231) ve sağlıklı fare fibroblast (L929) hücre hatlarına karşı değerlendirildi. Ön değerlendirme, BS konjugatının, doğal bileşikler CUR ve BS ile karşılaştırıldığında iyi sitotoksisite sergilediğini gösterdi. BS konjugat, yüksek potansiyele sahip anti-kanser ajanlarının daha ileri tasarımı ve sentezi için umut verici bir ajan olarak düşünülebilir.

Keywords

Kurkumin, Steroid, Steroidal Konjugat, -Sitosterol

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