A series of 21 new analogues of C-12 dithiocarbamate andrographolide was designed and synthesized from natural andrographolide isolated from a common Thai plant, Andrographis paniculata. The reaction used to manipulate the andrographolide scaffold was conducted in one pot under mild reaction conditions. This avoided toxic catalysts and gave nearly quantitative yields of new analogues, generally without by-products and can be easily scaled -up for industrial processing. All new analogues were evaluated against nine cancer cell lines, some analogues exhibited greater selective cytotoxic activity to MCF-7 cancer cell than that of the parent andrographolide and cancer drugs.
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http://dx.doi.org/10.1016/j.bmcl.2020.127263 | DOI Listing |
Chem Asian J
October 2024
Green Chemistry for Fine Chemical Production and Environmental Remediation Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Pathumwan, Bangkok, 10330, Thailand.
N,N-didodecylammonium N,N-didodecyldithiocarbamate (AmDTC-CC) underwent self-assembly to form a CatAnionic vesicular nanoreactor in water. AmDTC-CC can be readily prepared by condensation between N,N-didodecylamine and carbon disulfide. Previously, the cascade Michael addition/hemiketalization/retro-Claisen fragmentation was reported, but it required petroleum-based organic solvents as reaction media.
View Article and Find Full Text PDFComput Struct Biotechnol J
May 2022
Center of Excellence in Biocatalyst and Sustainable Biotechnology, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
A global crisis of coronavirus disease 2019 (COVID-19) pandemic caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has impacted millions of people's lives throughout the world. In parallel to vaccine development, identifying potential antiviral agents against SARS-CoV-2 has become an urgent need to combat COVID-19. One of the most attractive drug targets for discovering anti-SARS-CoV-2 agents is the main protease (M), which plays a pivotal role in the viral life cycle.
View Article and Find Full Text PDFBioorg Med Chem Lett
July 2020
Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi 20131, Thailand; The Research Unit in Synthetic Compounds and Synthetic Analogues from Natural Product for Drug Discovery (RSND), Burapha University, Chonburi 20131, Thailand. Electronic address:
A series of 21 new analogues of C-12 dithiocarbamate andrographolide was designed and synthesized from natural andrographolide isolated from a common Thai plant, Andrographis paniculata. The reaction used to manipulate the andrographolide scaffold was conducted in one pot under mild reaction conditions. This avoided toxic catalysts and gave nearly quantitative yields of new analogues, generally without by-products and can be easily scaled -up for industrial processing.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
October 2017
Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.
In the title compound, [Zn(CHNOS)(CHN)], the Zn atom exists within a NS donor set defined by two chelating di-thio-carbamate ligands and a pyridyl- atom derived from a terminally bound 4-pyridine-aldazine ligand. The distorted coordination geometry tends towards square-pyramidal with the pyridyl-N atom occupying the apical position. In the crystal, hydroxyl-O-H⋯O(hydrox-yl) and hydroxyl-O-H⋯N(pyrid-yl) hydrogen-bonding give rise to a supra-molecular double-chain along [1-10]; methyl-C-H⋯π(chelate ring) inter-actions help to consolidate the chain.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
September 2016
Centre for Crystalline Materials, Faculty of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.
The asymmetric unit in the title binuclear compound, [Cd(CHNOS)(CHN)]·2HO, comprises a Cd atom, two di-thio-carbamate (dtc) anions, a monodentate 3-pyridine-aldazine ligand and a lattice water mol-ecule. The binuclear mol-ecule is constructed by the application of inversion symmetry. One dtc ligand simultaneously chelates one cadmium atom and bridges the centrosymmetric mate, while the other dtc ligand is chelating only.
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