SYNTHESIS OF DERIVATIVES OF 1,2-DICHLORO-4-BENZENESULFONAMIDO-5-NITROBENZENE AND THEIR USE IN THE CHEMOTHERAPY OF SPONTANEOUS CANCERS

1965 ◽  
Vol 43 (5) ◽  
pp. 1454-1459 ◽  
Author(s):  
D. W. Woolley ◽  
T. Van Der Hoeven
Keyword(s):  
Active Substance ◽  
Quaternary Ammonium ◽  
Water Solubility ◽  
Parent Compound ◽  
Para Position ◽  
Methyl Groups ◽  
Chlorine Atoms ◽  
Derivatives Of ◽  
Ionizable Groups

A series of compounds related to 1,2-dichloro-4-benzenesulfonamido-5-nitrobenzene has been synthesized. These included derivatives in which ionizable groups had been placed in the para position of the benzenesulfonamido portion to confer on the compounds water solubility at physiological pH. Thus, carboxyl and quaternary ammonium groupings were introduced in this position. Water solubility was also conferred by introduction at the same position of non-ionizable groups such as polyhydroxyalkylamido groups. Additional relatives of the parent compound in which the chlorine atoms were replaced by methyl groups, and in which para-substituted benzenesulfonamido groups replaced those in the 4 and 5 positions, were synthesized. These compounds were tested for their ability to cure permanently the spontaneous mammary cancers of two strains of mice. All compounds were tested in combination with 1,2-dimethyl-4-(p-carboxyphenylazo)-5-hydroxybenzene. The most active substance found was 1,2-dichloro-4-(p-carboxybenzenesulfonamido)-5-nitrobenzene.

BODIPY Fluorophores for Membrane Potential Imaging

2019 ◽  
Author(s):  
Jenna Franke ◽  
Benjamin Raliski ◽  
Steven Boggess ◽  
Divya Natesan ◽  
Evan Koretsky ◽  
...  
Keyword(s):  
Mammalian Cells ◽  
Water Solubility ◽  
Water Soluble ◽  
Voltage Sensitivity ◽  
Chemical Transformations ◽  
Direct Modification ◽  
Biological Compatibility ◽  
Meso Position ◽  
Ionizable Groups ◽  
Boron Center

Fluorophores based on the BODIPY scaffold are prized for their tunable excitation and emission profiles, mild syntheses, and biological compatibility. Improving the water-solubility of BODIPY dyes remains an outstanding challenge. The development of water-soluble BODIPY dyes usually involves direct modification of the BODIPY fluorophore core with ionizable groups or substitution at the boron center. While these strategies are effective for the generation of water-soluble fluorophores, they are challenging to implement when developing BODIPY-based indicators: direct modification of BODIPY core can disrupt the electronics of the dye, complicating the design of functional indicators; and substitution at the boron center often renders the resultant BODIPY incompatible with the chemical transformations required to generate fluorescent sensors. In this study, we show that BODIPYs bearing a sulfonated aromatic group at the meso position provide a general solution for water-soluble BODIPYs. We outline the route to a suite of 5 new sulfonated BODIPYs with 2,6-disubstitution patterns spanning a range of electron-donating and -withdrawing propensities. To highlight the utility of these new, sulfonated BODIPYs, we further functionalize them to access 13 new, BODIPY-based voltage-sensitive fluorophores. The most sensitive of these BODIPY VF dyes displays a 48% ΔF/F per 100 mV in mammalian cells. Two additional BODIPY VFs show good voltage sensitivity (≥24% ΔF/F) and excellent brightness in cells. These compounds can report on action potential dynamics in both mammalian neurons and human stem cell-derived cardiomyocytes. Accessing a range of substituents in the context of a water soluble BODIPY fluorophore provides opportunities to tune the electronic properties of water-soluble BODIPY dyes for functional indicators.

Para-position derivatives of fungal anthelmintic cyclodepsipeptides engineered with Streptomyces venezuelae antibiotic biosynthetic genes

2004 ◽  
Vol 22 (7) ◽  
pp. 848-855 ◽  
Author(s):  
Koji Yanai ◽  
Naomi Sumida ◽  
Kaoru Okakura ◽  
Tatsuki Moriya ◽  
Manabu Watanabe ◽  
...  
Keyword(s):  
Para Position ◽  
Streptomyces Venezuelae ◽  
Biosynthetic Genes ◽  
Derivatives Of

Infrared Spectra of Some Chloro Derivatives of s-Triazine

1966 ◽  
Vol 20 (3) ◽  
pp. 159-160 ◽  
Author(s):  
T. S. Herman
Keyword(s):  
Infrared Spectra ◽  
Triazine Ring ◽  
Chlorine Atoms ◽  
Vibrational Assignments ◽  
Fundamental Frequencies ◽  
Bending Mode ◽  
Chloro Derivatives ◽  
Derivatives Of

The effects of chlorine atoms on the fundamental frequencies of the s-triazine ring are discussed and the vibrational assignments in the region 1600–700 cm−1 are extended. The variation in the position of the C3N3-ring bending mode in the region near 810 cm−1 is discussed.

scholarly journals New derivatives of a natural nordentatin

2020 ◽  
Vol 18 (1) ◽  
pp. 890-897 ◽  
Author(s):  
Tin Myo Thant ◽  
Nanik Siti Aminah ◽  
Alfinda Novi Kristanti ◽  
Rico Ramadhan ◽  
Hnin Thanda Aung ◽  
...  
Keyword(s):  
Cell Line ◽  
Parent Compound ◽  
T47d Cell ◽  
Positive Control ◽  
Inhibition Assay ◽  
Anticancer Activities ◽  
Methanol Fraction ◽  
T47d Cell Line ◽  
Ft Ir ◽  
Derivatives Of

AbstractNew derivatives were obtained from natural nordentatin (1) previously isolated from the methanol fraction of Clausena excavata by an acylation method. Herein, we report ten new pyranocoumarin derivatives 1a–1j. Their structures were elucidated based on UV-vis, FT-IR, NMR, and DART-MS data. The α-glucosidase inhibition and anticancer activities of nordentatin (1) and its derivatives were also evaluated. The α-glucosidase inhibition assay exhibited that the derivatives 1b, 1d, 1e, 1f, 1h, 1i, and 1j possess higher inhibitory activity for α-glucosidase with IC50 values of 1.54, 9.05, 4.87, 20.25, 12.34, 5.67, and 2.43 mM, whereas acarbose was used as the positive control, IC50 = 7.57 mM. All derivatives exhibited a weak cytotoxicity against a cervical cancer (HeLa) cell line with the IC50 between 0.25 and 1.25 mM. They also showed moderate to low growth inhibition of a breast cancer (T47D) cell line with IC50 values between 0.043 and 1.5 mM, but their activity was lower than that of the parent compound, nordentatin (1) (IC50 = 0.041 mM).

Reduction of voltage-activated K+ currents by forskolin is not mediated via cAMP in pleural sensory neurons of Aplysia

1990 ◽  
Vol 64 (5) ◽  
pp. 1474-1483 ◽  
Author(s):  
D. A. Baxter ◽  
J. H. Byrne
Keyword(s):  
Adenylate Cyclase ◽  
Sensory Neurons ◽  
Water Solubility ◽  
Membrane Current ◽  
Peak Amplitude ◽  
Bath Application ◽  
Voltage Dependent ◽  
K Current ◽  
Derivatives Of ◽  
K Currents

1. Forskolin is often used to activate adenylate cyclase in studies relating adenosine 3',5'-cyclic monophosphate (cAMP) to the modulation of membrane current. There is growing concern, however, that some actions of forskolin are independent of cAMP. With the use of two-electrode voltage-clamp techniques, we compared the effects of analogues of cAMP to the effects of forskolin on K+ currents in somata of sensory neurons that were isolated from pleural ganglia of Aplysia californica. 2. Analogues of cAMP did not reduce the peak amplitude of either the transient K+ current (IA) or the voltage-dependent K+ current (IK.V). Analogues of cAMP did reduce the previously described cAMP-sensitive S K+ current (IK.S). In contrast, forskolin reduced the peak amplitude of both IA and IK.V. Furthermore, both IA and IK.V were reduced by 1,9-dideoxy-forskolin, a derivative of forskolin that does not activate adenylate cyclase. These results indicate that the effects of forskolin and 1,9-dideoxy-forskolin on IA and IK.V were not mediated via cAMP. 3. Bath application of a modified form of forskolin (7-deacetyl-6-[N-acetylglycyl]-forskolin), which has enhanced water solubility and activates adenylate cyclase, reduced IK.S, but did not alter either IA or IK.V. Thus it appears that certain derivatives of forskolin can be used to activate adenylate cyclase and avoid some of the nonspecific actions on membrane current that are associated with forskolin.

Discovery of novel quaternary ammonium derivatives of (3R)-quinuclidinyl carbamates as potent and long acting muscarinic antagonists

2011 ◽  
Vol 21 (11) ◽  
pp. 3457-3461 ◽  
Author(s):  
Maria Prat ◽  
María Antonia Buil ◽  
Maria Dolors Fernández ◽  
Jordi Castro ◽  
Juan Manuel Monleón ◽  
...  
Keyword(s):  
Quaternary Ammonium ◽  
Muscarinic Antagonists ◽  
Long Acting ◽  
Derivatives Of

scholarly journals Quaternary Ammonium Derivatives of ω-Amino Acids

1953 ◽  
Vol 1 (3) ◽  
pp. 142-145
Author(s):  
R. L. Stedman ◽  
S. L. Engel ◽  
I. M. Bilse
Keyword(s):  
Amino Acids ◽  
Quaternary Ammonium ◽  
Derivatives Of

Novel, Potent, and Orally Active Substance P Antagonists: Synthesis and Antagonist Activity of N-Benzylcarboxamide Derivatives of Pyrido[3,4-b]pyridine

1995 ◽  
Vol 38 (16) ◽  
pp. 3106-3120 ◽  
Author(s):  
Hideaki Natsugari ◽  
Yoshinori Ikeura ◽  
Yutaka Kiyota ◽  
Yuji Ishichi ◽  
Takenori Ishimaru ◽  
...  
Keyword(s):  
Substance P ◽  
Active Substance ◽  
Antagonist Activity ◽  
Substance P Antagonists ◽  
Orally Active ◽  
Derivatives Of
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