ChemInform Abstract: (1-Pyrenylmethyl)amino Alcohols, a New Class of Antitumor DNA Intercalators. Discovery and Initial Amine Side Chain Structure- Activity Studies.

SummaryIn 8 patients on no oral intake and with parenteral alimentation, administration of cephalosporins with N-methyl-thiotetrazole side chain (moxalactam, cefamandole), was associated with prolongation of prothrombin time, appearance in the circulation of descarboxy-prothrombin (counter immunoelectrophoresis and echis carinatus assay) and diminution of protein C. Acute administration of 10 mg vitamin Ki was followed by the transient appearance of vitamin K1 2,3-epoxide, indicating an impaired hepatocellular regeneration of vitamin K1 from the epoxide. Impaired hepatic vitamin K1 metabolism, tentatively ascribed to the N-methyl-thiotetrazole group, is one (but possibly not the only) cause of bleeding complications and depression of vitamin K1dependent procoagulants in patients treated with the new class of cephalosporins.

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Hybrid Imidazole-Pyridine Derivatives: An Approach to Novel Anticancer DNA Intercalators

Current Medicinal Chemistry ◽

10.2174/0929867326666181220094229 ◽

2020 ◽

Vol 27 (1) ◽

pp. 154-169 ◽

Cited By ~ 7

Author(s):

Claudiu N. Lungu ◽

Bogdan Ionel Bratanovici ◽

Maria Mirabela Grigore ◽

Vasilichia Antoci ◽

Ionel I. Mangalagiu

Keyword(s):

Experimental Data ◽

Antimicrobial Properties ◽

Qsar Model ◽

Therapeutic Effectiveness ◽

Computational Results ◽

Pyridine Derivatives ◽

Quadruplex Dna ◽

Dna Intercalators ◽

Structure Activity ◽

G Quadruplex

Lack of specificity and subsequent therapeutic effectiveness of antimicrobial and antitumoral drugs is a common difficulty in therapy. The aim of this study is to investigate, both by experimental and computational methods, the antitumoral and antimicrobial properties of a series of synthesized imidazole-pyridine derivatives. Interaction with three targets was discussed: Dickerson-Drew dodecamer (PDB id 2ADU), G-quadruplex DNA string (PDB id 2F8U) and DNA strain in complex with dioxygenase (PDB id 3S5A). Docking energies were computed and represented graphically. On them, a QSAR model was developed in order to further investigate the structure-activity relationship. Results showed that synthesized compounds have antitumoral and antimicrobial properties. Computational results agreed with the experimental data.

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Evaluation of Cytotoxic and Tyrosinase Inhibitory Activities of 2-phenoxy(thiomethyl) pyridotriazolopyrimidines: In Vitro and Molecular Docking Studies

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520620666200627212128 ◽

2020 ◽

Vol 20 (14) ◽

pp. 1714-1721

Author(s):

Hatem A. Abuelizz ◽

El Hassane Anouar ◽

Mohamed Marzouk ◽

Mizaton H. Hasan ◽

Siti R. Saleh ◽

...

Keyword(s):

Molecular Docking ◽

Kojic Acid ◽

Docking Studies ◽

Breast Adenocarcinoma ◽

Amino Acid Residues ◽

New Class ◽

Structure Activity ◽

Tyrosinase Inhibitors ◽

Mcf 7

Background: The use of tyrosinase has confirmed to be the best means of recognizing safe, effective, and potent tyrosinase inhibitors for whitening skin. Twenty-four 2-phenoxy(thiomethyl)pyridotriazolopyrimidines were synthesized and characterized in our previous studies. Objective: The present work aimed to evaluate their cytotoxicity against HepG2 (hepatocellular carcinoma), A549 (pulmonary adenocarcinoma), MCF-7 (breast adenocarcinoma) and WRL 68 (embryonic liver) cell lines. Methods: MTT assay was employed to investigate the cytotoxicity, and a tyrosinase inhibitor screening kit was used to evaluate the Tyrosinase (TYR) inhibitory activity of the targets. Results: The tested compounds exhibited no considerable cytotoxicity, and nine of them were selected for a tyrosinase inhibitory test. Compounds 2b, 2m, and 5a showed good inhibitory percentages against TYR compared to that of kojic acid (reference substance). Molecular docking was performed to rationalize the Structure-Activity Relationship (SAR) of the target pyridotriazolopyrimidines and analyze the binding between the docked-selected compounds and the amino acid residues in the active site of tyrosinase. Conclusion: The target pyridotriazolopyrimidines were identified as a new class of tyrosinase inhibitors.

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Relationship of 25-hydroxyvitamin D3 side chain structure to biological activity.

Journal of Biological Chemistry ◽

10.1016/s0021-9258(19)42004-8 ◽

1975 ◽

Vol 250 (1) ◽

pp. 226-230

Author(s):

M F Holick ◽

M Garabedian ◽

H K Schnoes ◽

H F DeLuca

Keyword(s):

Biological Activity ◽

Chain Structure ◽

Side Chain ◽

Relationship Of

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AROCALCIFEROLS: A NEW CLASS OF SIDE-CHAIN ANALOGS OF l,25(OH)2D3

Vitamin D ◽

10.1515/9783110850345-048 ◽

1991 ◽

pp. 165-166

Keyword(s):

Side Chain ◽

New Class

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Structure-Activity Relationships of Sandalwood Odorants: Synthesis of a New Campholene Derivative

Natural Product Communications ◽

10.1177/1934578x1000500902 ◽

2010 ◽

Vol 5 (9) ◽

pp. 1934578X1000500

Author(s):

Iris Stappen ◽

Joris Höfinghoff ◽

Gerhard Buchbauer ◽

Peter Wolschann

Keyword(s):

Structural Changes ◽

Great Influence ◽

Complete Loss ◽

Side Chain ◽

Side Chains ◽

Quaternary Carbon ◽

Structural Modifications ◽

Structure Activity ◽

Highly Sensitive ◽

Sandalwood Odorants

Structural modifications of natural (-)-( Z)-β-santalol have shown that the sandalwood odor impression is highly sensitive, even to small structural changes. Particularly, the substitution of the quaternary carbon is of great influence on the scent. Epi-compounds with side chains in the endo-position possess sandalwood odor in only a few derivatives, whereas modifications at this side chain, as well as modification at the bicyclic ring systems mostly lead to a complete loss of sandalwood fragrance.

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