A Sensitive HPTLC method for Estimation of Swertiamarin in Enicostemma littorale Blume,Swertia chirata (Wall) Clarke,and in formulations containing E. littorale

JPC – Journal of Planar Chromatography – Modern TLC - Swertiamarin is a secoiridoid glucoside present in members of the Gentianaceae family, including Swertia chirata (Wall) Clarke, S....     

Asymmetric synthesis of α-hydroxy carboxylic acids: direct oxidation of chiral amide enolates using 2-sulfonyloxaziridines

The direct oxidation of chiral amide enolates to optically active mandelic acid using 2-sulfonyloxaziridine $\text{1}$ is described. The diastereoselectivity is counterion dependent.     

Mass spectral fragmentation patterns of heterocycles. IV . Tetracyclic phenothiazines. IX. Electron impact promoted mass spectral fragmentation of pyrrolo[3,2,1-kl]phenothiazine

The mass spectral fragmentation patterns of pyrrolo[3, 2, 1-kl]phenothiazine ( 1 ) and its 1, 10-dideuterioderi-vative [2] are reported. The site of deuterium substitution in 2 was established by examination of its ¹³C nuclear magnetic resonance spectrum. The heteroaromatic stability of 1 to electron impact is exemplified by the occurrence of the molecular ion as the base peak and the formation of a reasonably intense M²⁺ ion. An intense M-1 ion is also observed. The more abundant fragment ions appear to result from sulfur ionization. Fragment ions arising from ionization of the nitrogen constitute only a small fraction of the total ion current. Proposed fragmentation pathways of 1 are supported by the detection of appropriate metastable ions, exact mass measurements, and electron impact spectrum of 2 .     

Synthesis and X-ray structural analysis of a unique Co-crystallization complex of [NaSal]2DB24C8 and [KSal]2DB24C8

Sodium salicylate (NaSal where Sal=2-hydroxybenzoate), when mixed with dibenzo-24-crown-8 (DB24C8) yields a bimetallic complex [NaSal]₂DB24C8 in most polar organic media, while potassium salicylate (KSal) under similar conditions shows a tendency to yield 11 or 21 complexes depending upon medium or synthesis. However, the presence of both NaSal and KSal together results in a unique mixed cation complex of composition NaKSal₂DB24C8. This product melts sharply (190-92°C) without decomposition, displays IR spectral characteristics comparable to those of [Na(Sal)]₂DB24C8, and is stable in aqueous media as shown by the detectable cation effect on the UV absorption bands of Sal and DB24C8. Single crystal X-ray analysis of NaK(Sal)₂DB24C8 reveals that the system represents a co-crystallization complex of individual (KSal)₂DB24C8 and (NaSal)₂DB24C8 molecules. The crystals are monoclinic,P2₁/c,a=19.976(2) Å,b=9.031(1) Å,c=25.541(5) Å,=122.065(9)°, ų,T=298 K,Z=2+2, CuK =1.5418 Å, and 2 (2.5°–100°). FinalR factor for the 3012 observed reflections (F>3) is 0.092. Both the Na₂- and K₂-molecules possess crystallographic centers of symmetry with one metal and its associated anion on each side of the crown ring. However, the conformations of the crowns are very different in the two molecules, with the K₂-crown being nearly planar and the Na₂-crown being quite puckered. Four oxygen atoms from the DB24C8 (KO, 2.680–2.908 Å) and three carboxyl oxygen atoms (KO, 2.472–2.708 Å) from separate salicylate ions coordinate with each potassium. Three oxygens from the crown (NaO, 2.536–2.65 Å) and three carboxyl oxygens (NaO, 2.31–2.563 Å) coordinate with each sodium. The salicylate ions lie on opposite sides and nearly perpendicular (77.2°, Na₂-molecule; 82.7° K₂-molecule) to each crown but coordinate to both of the metal ions within a molecule. The K⁺K⁺ and Na⁺Na⁺ distances in the respective molecules are 3.95 and 3.34 Å. Supplementary Data relating to this article are deposited with the British Library as Supplementary Publication No. SUP 82044 (18 pages).     

Solvent extraction of Co/II/ with isonitrosobenzoylacetone into chloroform

A rapid and selective method has been developed for the extraction of Co/II/ with isonitrosobenzoylacetone into chloroform. The effect of various parameters on the extraction coefficient value such as effect of pH, time of equilibration, effect of various cations and anions have been evaluated. The stoichiometry of metal to reagent determined by the method of substoichiometric extraction was found to be 12. It was further supported by the slope ratio method.     

A facile one‐pot synthesis of novel substituted 1,2,3,4‐tetrahydropyrimidine,part 2: Synthesis of 1‐(aralkyl/aryl)‐3‐(alkyl/aralkyl/aryl)‐5‐aroyl‐1,2,3,4‐tetrahydropyrimidines

1‐(Aralkyl/aryl)‐3‐(alkyyaralkyl)‐5‐aroyl‐1,2,3,4‐tetrahydropyrimidines ( 2a‐c ) have been synthesized by dethiomethylation of 5‐aroyl‐6‐methylthio‐1,2,3,4‐tetrahydropyrimidines ( 1a‐c ). An alternative one‐pot synthetic strategy has been developed for the title compounds 2a‐t by the reaction of enaminones 3 with pri mary amine and formaldehyde in refluxing methanol in good yields.     

Claisen Rearrangement: A Preparatively Useful Route to Substituted O-Hydroxy-benzaldehydes

Abstract: A simple method for the preparation of various substituted o-hydroxybenzaldehydes is reported.     

Zeolite‐Supported One‐Pot Synthesis of Bis‐azetidinones under Microwave Irradiation

In an attempt to synthesize antibacterial agents effective against gram‐positive and gram‐negative bacteria, the efficient synthesis of novel bis‐azetidinones ( 3a–j ) has been established. Thus, cycloaddition reaction of substituted bis‐imines with chloroacetylchloride under microwave irradiation in the presence of zeolite yielded bis‐azetidinones ( 3a–j ). Structures of the synthesized compounds have been elucidated on the basis of their elemental analysis and spectral data (IR, ¹H‐NMR, ¹³C‐NMR, and mass spectra). The synthesized bis‐azetidinones were screened for their antibacterial activity against five microorganisms: Bacillus subtilis, Proteus vulgaris, Staphylococcus aureus, Klebsiella pneumoniae, and Escherichia coli. They were found to exhibit good to moderate antibacterial activity.     

Isolation and biological evaluation of chromone alkaloid dysoline,a new regioisomer of rohitukine from Dysoxylum binectariferum

The chromone alkaloid dysoline (1), a new regioisomer of rohitukine (2) along with rohitukine and rohitukine-N-oxide (3) were isolated from the stem barks of Dysoxylum binectariferum. The structure of dysoline (1) was determined by extensive 2D-NMR studies and the absolute configuration was established by NOESY and CD spectra. Dysoline (1) consisted of a 5,7-dihydroxy-2-methylchromone nucleus substituted with a 2′-hydroxylated N-Me piperidine ring at the C-6 position. Dysoline differs from rohitukine by the position of the piperidine ring on the chromone nucleus. Dysoline displayed promising cytotoxicity in HT1080 fibrosarcoma cells with an IC₅₀ of 0.21 μM, and also displayed significant inhibition of proinflammatory cytokines TNF-α and IL-6.     

Molecular diversity from aromatics. A tandem oxidative dearomatization,cycloaddition and reactivity modulation in excited states: synthesis of tricyclo[5.3.1.0]undecanes and bicyclo[4.2.0]octanes from common precursors

Stereoselective route to tricyclo[5.3.1.0^1,5]undecane and bicyclo[4.2.0]octane ring systems present in the molecular structure of tricycloillicinone, cedrenoids and endiandric acid, elysiapyrones, respectively, is described. A tandem oxidative dearomatization of o-hydroxymethylphenol, π⁴s+π²s cycloaddition, reactivity modulation in excited state and ring-closing metathesis are the key features of our approach.