Design, synthesis and cytotoxicity of novel hexacyclic saframycin-ecteinascidin analogs
| Autor: | Lu Xiangran, Baohe Guan, Xuan Pan, Zhanzhu Liu |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Stereochemistry
Antineoplastic Agents 010402 general chemistry 01 natural sciences Biochemistry Levodopa chemistry.chemical_compound Inhibitory Concentration 50 Structure-Activity Relationship Amide Cell Line Tumor Side chain Moiety Structure–activity relationship Humans Physical and Theoretical Chemistry Cytotoxicity IC50 Antibiotics Antineoplastic 010405 organic chemistry Chemistry Cytotoxins Organic Chemistry Tryptophan Isoquinolines 0104 chemical sciences Design synthesis Drug Design Drug Screening Assays Antitumor Human cancer |
| Zdroj: | Organicbiomolecular chemistry. 18(2) |
| ISSN: | 1477-0539 |
| Popis: | Two series of novel hexacyclic skeletons and their thirty-four derivatives were prepared from l-tryptophan and l-DOPA. The cytotoxicities of these compounds were tested against four human cancer cell lines HCT-116, HepG2, BGC-823 and A2780. Compounds with the tetrahydro-β-carboline moiety in the left-half of the hexacyclic skeleton showed more potent cytotoxicity with IC50 values in the range of 10-7-10-9 M. Compound 20 with the 4-methoxybenzamide side chain showed potent cytotoxicity towards HepG2 with an IC50 value of 1.32 nM. Compounds 29 and 30 with 2-pyridine amide and (2E)-3-(3-thifluoromethyl-phenyl)acrylic amide side chains showed selective cytotoxicity towards A2780 with IC50 values of 1.73 nM and 7 nM, respectively. |
| Databáze: | OpenAIRE |
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