Synthesis and Cytotoxic Activities of a Curcumin Analogue and Its bis-Mannich Derivatives

Yerdelen, Kadir Özden; Gül, Halise İnci; Sakagami, Hiroshi; UMEMURA, Naoki; Sukuroglu, Murat

doi:10.2174/1570180812666150213225134

Makale Tam Makale Uluslararası 2015

Synthesis and Cytotoxic Activities of a Curcumin Analogue and Its bis-Mannich Derivatives

Kadir Özden Yerdelen, Halise İnci Gül, Hiroshi Sakagami, Naoki UMEMURA, Murat Sukuroglu

LETTERS IN DRUG DESIGN & DISCOVERY Cilt 12 · Sayı 8 · ss. 643–649 · 01.01.2015

DOI ile aç

Özet

Mannich bases (2-6) of curcumin analogue 1, [1,5-bis(4-hydroxy-phenyl) penta-1,4-dien-3-one], were synthesized. Their cytotoxicity against human HL-60 promyelocytic leukemia and HSC-2, HSC-3, and HSC-4 oral squamous carcinoma cell lines, as well as against normal oral cells was evaluated. Mannich bases 2-5 displayed more potent cytotoxicity than curcumin and curcumin analogue 1 towards malignant cells with high PSE values (93.7-136.6). PARP1 cleavage assay demonstrated the induction of apoptosis of HSC-2 cells by the most potent and tumor selective compound 4, which is a bis Mannich base having N-methyl piperazine moieties. The results obtained suggest that preparation of Mannich bases of a curcumin analogue 1 was a useful chemical modification for cytotoxicity and tumour-selectivity for the compounds synthesized, and apoptosis can be one of the possible mechanisms of action for the cytotoxicity.

Anahtar kelimeler

STABILITY cytotoxicity anticancer BIOLOGICAL EVALUATION Mannich bases JURKAT CELLS MONO CORRESPONDING AZINE DERIVATIVES 1-ARYL-3-PHENETHYLAMINO-1-PROPANONE HYDROCHLORIDES 3-AROYL-4-ARYL-1-PHENETHYL-4-PIPERIDINOLS CANCER CELLS PARP1 PSE SI POTENTIAL ANTICANCER AGENTS BASES

Atıf için künye

Yerdelen, K. Ö., Gül, H. İ., Sakagami, H., UMEMURA, N., & Sukuroglu, M. (2015). Synthesis and Cytotoxic Activities of a Curcumin Analogue and Its bis-Mannich Derivatives. LETTERS IN DRUG DESIGN & DISCOVERY, 12(8), 643–649. https://doi.org/10.2174/1570180812666150213225134

BibTeX

@article{yerdelen2015-19881,
  author = {Yerdelen, Kadir Özden and Gül, Halise İnci and Sakagami, Hiroshi and UMEMURA, Naoki and Sukuroglu, Murat},
  title = {Synthesis and Cytotoxic Activities of a Curcumin Analogue and Its bis-Mannich Derivatives},
  journal = {LETTERS IN DRUG DESIGN & DISCOVERY},
  year = {2015},
  volume = {12},
  number = {8},
  pages = {643--649},
  issn = {1570-1808},
  doi = {10.2174/1570180812666150213225134},
  url = {https://akademik.atauni.edu.tr/yayinlar/19881-synthesis-and-cytotoxic-activities-of-a-curcumin-analogue-and-its-bis-mannich}
}