19506-84-4Relevant academic research and scientific papers
Amino acid conjugates of aminothiazole and aminopyridine as potential anticancer agents: Synthesis, molecular docking and in vitro evaluation
Ali, Tahir,Imran, Muhammad,Li, Jing Bo,Li, Shupeng,Nadeem, Humaira,Naz, Shagufta,Sarwar, Sadia,Shah, Fawad Ali,Tan, Zhen
, p. 1459 - 1476 (2021/04/19)
Purpose: The development of resistance to available anticancer drugs is increasingly becoming a major challenge and new chemical entities could be unveiled to compensate this therapeutic failure. The current study demonstrated the synthesis of 2-aminothiazole [S3 (a-d) and S5(a-d)] and 2-aminopyridine [S4(a-d) and S6(a-d)] derivatives that can target multiple cellular networks implicated in cancer development. Methods: Biological assays were performed to investigate the antioxidant and anticancer potential of synthesized compounds. Redox imbalance and oxidative stress are hallmarks of cancer, therefore, synthesized compounds were preliminarily screened for their antioxidant activity using DPPH assay, and further five derivatives S3b, S3c, S4c, S5b, and S6c, with significant antioxidant potential, were selected for investigation of in vitro anticancer potential. The cytotoxic activities were evaluated against the parent (A2780) and cisplatin-resistant (A2780CISR) ovarian cancer cell lines. Further, Molecular docking studies of active compounds were performed to determine binding affinities. Results: Results revealed that S3c, S5b, and S6c displayed promising inhibition in cisplatin-resistant cell lines in comparison to parent cells in terms of both resistance factor (RF) and IC50 values. Moreover, S3c proved to be most active compound in both parent and resistant cell lines with IC50 values 15.57 μM and 11.52 μM respectively. Our docking studies demonstrated that compounds S3c, S5b, and S6c exhibited significant binding affinity with multiple protein targets of the signaling cascade. Conclusion: Anticancer activities of compounds S3c, S5b, and S6c in cisplatin-resistant cell lines suggested that these ligands may contribute as lead compounds for the development of new anticancer drugs.
Synthesis and study of modified polyvinyl alcohol containing amino acid moieties as anticancer agent
Samir, Ali H.,Saeed, Ruwaidah S.,Matty, Fadhel S.
, p. 286 - 294 (2018/03/21)
A series of new phthalimides compounds[3-7]a-i were synthesized from reaction of Malic anhydride, phthalic anhydride, nitro phthalic anhydride, 2-phenyl-4H-benzo[d][1,3]oxazin-4-one, 2-(4-nitrophenyl)-4H-benzo[d][1,3]oxazin-4-one with different amino acids as glycine, alanine, valine, leucine, isoleucine, serine, threonine, tyrosine and Phenyl alanine [1]a-i under fusion conditions. Compounds [3-7]a-i react with SOCl2 in the presence of benzene to produce compounds [8-12]a-i. Chemical modification of Poly(vinyl alcohol)were obtained by reaction of PVA with compounds [8-12]a-i using the dimethyl formamide to give compounds [13-17]a-i. The structure of the synthesized compounds was characterized by their analytical and spectral data as, IR spectra, 1H, 13C-NMR, Elemental analysis (CHN), UV-Vis Spectroscopy, Scanning electron microscopy (SEM), Antibacterial activity were screened via two kinds of bacteria. Also, anticancer activity were examined for most of the modified polyvinyl alcohol.
Synthesis of Quaternary α-Fluorinated α-Amino Acid Derivatives via Coordinating Cu(II) Catalytic α-C(sp3)-H Direct Fluorination
Wei, Qiang,Ma, Yao,Li, Li,Liu, Qingfei,Liu, Zijie,Liu, Gang
supporting information, p. 7100 - 7103 (2018/11/24)
A coordinating, copper-catalyzed direct α-C(sp3)-H fluorination method has been developed to prepare vital quaternary α-fluorinated α-amino acid derivatives. A Cu(II) catalytic SET oxidative addition mechanism is proposed, involving a key fluoride-coupled Cu(II) charge transfer complex. The protocol can tolerate a rich variety of α-amino acids, for which the auxiliary group is removed in high yield and substituted for the direct preparation of dipeptide derivatives with detachable, single absolute configurations of the target compounds.
Synthesis and evaluation of some N-Mannich bases of isoindole-1,3(2H)-dione derivatives as potential antimicrobial, anthelmintic and insecticidal agents
Bamnela, Rita,Shrivastava
, p. 1128 - 1135 (2014/09/30)
A series of some novel N-Mannich bases of benzimidazolyl substituted 1H-isoindole-1,3(2H) dione have been synthesized by cyclo-condensation of phthalic anhydride with different amino acids and thereafter, condensed with o-phenylenediamine following the Mannich protocol with different amines and formaldehyde to yield the titled compounds 5a-k. The structures of the newly synthesized compounds have been confirmed by FTIR, 1H NMR, mass spectral studies and elemental analyses. All the synthesized compounds have been evaluated for their in vitro antimicrobial, anthelmintic and insecticidal activities against selected microbes, helminthes and insects, compared to standard drugs streptomycin, nystatin, piperazine hydrochloride and cypermethrin respectively. Synthesized compounds 5d, 5j and 5k have shown promising activity against all selected microbes, helminthes and insects, while 5b is strongly toxic against S. aureus, 5g and 5k against B. subtilis, 5i against K. pneumoniae, 5a against T. viride and C. albicans, and 5h against A. niger. Compounds 5f, 5h, 5j, and 5k exhibited good antifungal activity, while 5b, 5g, 5e and 5i are sufficiently toxic for selected bacterial strains. Compounds 5a, 5b, 5c, 5e and 5f are strongly toxic against selected helminthes, while 5a, 5b, 5f, 5g, 5h and 5i have shown promising insecticidal activity.
