Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 40B

NUMBER 2

FEBRUARY 2001

CONTENTS

Papers

89

Chemical transformation of lapachol to dehydroiso-a-lapachone and related quinones

 

Pahup Singh*, Renuka Jain & Vivek Krishna

Chemical transformation of lapachol to dehydroiso-a-lapachone, dehydroiso-b-lapachone, a-lapachone, b-lapachone and dehydro-a-lapachone in a single step synthesis by the reaction with sodium nitrite and glacial acetic acid and to di- and tribromo derivatives by the reaction with bromine in chloroform has been achieved.

 

 

 

93

Synthesis of 3-methoxy-5-hydroxy-3¢, 4¢-methylenedioxy-6¢¢,6¢¢-dimethylpyrano[2¢¢, 3¢¢: 7, 8]flavone

 

 

3-Methoxy-5-hydroxy-3¢, 4¢-methylenedioxy-6¢¢,6¢¢-dimethyl­pyrano[2¢¢, 3¢¢:7, 8]flavone 7 has been synthesised from phloroacetophenone in several steps.

 

 

M Amzad Hossain

 

 

 

 

96

Synthesis and 1H and 13C NMR spectral analysis of some spirolactones of 2, 4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones

Synthesis and spectral analysis of a few substituted spiro­lactones starting from 2,4-diaryl-3-azbi­cyclo[3.3.1]
nonan-9-ones 1 is described.

 

 

M Ganesan, N Chandrasekara &

K Ramarajan*

 

101

Reactivity of heterocyclic ketones towards chlorination by chloramine-T—A kinetic study

Based on the experimental observations, a suitable mechanism for the chlorination of 1-hetera-2, 6-diphenylcyclohexan-4-ones by chloramine-T (CAT) has been proposed and the reactivity of ketones explained.

 

 

K Selvaraj*, V Venkateswaran, K Ramarajan & T Mohamed Ikramudden

 

 

 

 

 

 

 

108

Anionic ring-opening polymerization of d,l-lactide

 

 

Poly-d,l-lactide (PLA) homopolymer has been prepared by anionic ring-opening polymerization of d,l-lactide by potassium poly(ethyleneglycol-200)ate.

 

 

 

Zhixue Zhu, Xianmo Deng* &

Chengdong Xiong

 

 

 

 

 

113

Synthesis of hemin and prophyrin derivatives and their evaluation for anticancer activity

 

Sham M Sondhi*, Nidhi Singhal,

Rajeshwar P Verma, Sudershan K Arora &

Sunanda G Dastidar

N-Ethylaminoadenosine, histamine, 2-amino-2-thia­zo­line, 4-aminoantipyrine, sulphathiazole and a number of 3, 4-diaryl-2-iminothiazolines are coupled with hemin using EDC as a coupling agent. The synthesized mono and bis coupled hemin derivaties have been evaluated for anticancer activity.

 

 

 

120

Synthesis and antimicrobial activity of 1-[3-methoxy-4-[4-chlorophenylthioethoxy]-5-iodophenyl]prop-2-ene-1-one and its intermediates

 

B Ram*, B Balram, D Subhadra &

P K Sai Prakash

The synthesis and antimicrobial activity of the title compound and its intermediates are reported.

 

 

 

 

124

Synthesis of new 4-thiazolidinones bearing potentially active heteryl moieties

 

 

Synthesis of new 4-thiazolidinones with 1, 4-benzo-thiazinyl moiety (4A) and imidazolyl moiety (4B) has been carried out for the first time. The newly synthesized compounds have been screened to evaluate their microbial activity.

 

 

 

V S Ingle, A R Sawale, R D Ingle &

R A Mane*

 

 

 

 

129

Comparative QSAR studies with molecular negentropy, molecular connectivity, STIMS and TAU indices: Part II—General anaesthetic activity of aliphatic hydrocarbons, halocarbons and ethers

The study reveals that increase in molecular bulk (Nv) and decrease in branchedness (B) are conducive to general anaesthetic activity. Moreover, important contributions of branchedness, shape factors (STIMS like NX, NY and NB) and functionality (F of TAU) towards the activity suggest that the nonspecific nature of general anaesthetic actions requires further evaluation.

 

 

Kunal Roy*, Dipak Kumar Pal, A U De &

Chandana Sengupta

 

Notes

136

Synthesis of an intermediate for A-ring of 19-nor-1a, 25-dihydroxyvitamin D3 analogues

 

 

An optically active intermediate 5b for the A-ring of 19-nor-1a, 25-dihydroxyvitamin D3 has been synthesized in 9 steps starting from D(+)-xylose 6.

 

 

 

Yong Wu*, Mei Guan, Tao Ji & Li Cheng

 

139

Synthesis of novel oxeteno[2,3-a]carbazole derivatives

 

R Balamurali & K J Rajendra Prasad*

A convenient synthesis of 3, 4-dihydro-2-phenyl­oxeteno[2,3-a]carbazoles 3 from 1-oxo-1, 2, 3, 4-tetra­hydrocarbazoles 1 through 2-benzylidine-1-oxo-1,2,3,4-
tetrahydrocarbazoles 2 is described.

 

 

 

 

 

142

A simple synthesis of hydroxyisoflavones

Simple synthesis of hydroxyisoflavanones by employing (HCHO)n and (C2H5)2 NH as a base is reported.

 

 

 

Panchanan Gouda* & S K Grover

 

 

 

 

145

Trimethylchlorosilane/acetyl chloride induced metal mediated chemoselective chlorination of 16-dehydro-20-oxopregnanes

Chemoselective chlorination of 16-dehydropregnenolone
acetate through in situ generation of MnCl4 species has been described.

 

 

 

Saroj Hazarikaa & P K Chowdhury*

 

 

 

 

148

NaBrO3-FeCl3 as a new reagent for oxidation of benzylic and secondary alcohols to carbonyl compounds

NaBrO3 combined with FeCl3 is found to be an efficient reagent for the conversion of benzylic and secondary alcohols into aldehydes and ketones, respectively.

 

 

 

Ahmad Shaabani* & Shahram Ajabi

 

152

Butyltriphenylphosphonium tetraborate (BTPPTB) as a selective reducing agent for the reduction of imines, enamines and oximes and reductive alkylation of aldehydes or ketones with primary amines in methanol or under solid-phase conditions

The reagent 1 in methanol or under solvent-free conditions is very useful for the reduction of imines, enamines and oximes or reductive amination of aldehydes or ketones and reductive methylation of amines.

 

 

 

Abdol Reza Hajipour*,

Iraj Mohammadpoor-Baltork &

Mohammadreza Noroallhi

 

 

 

 

157

Deoximation of oximes to carbonyl compounds through  in situ  generation of nitrosyl chloride

Oximes are effectively deoximated to regenerate the carbonyl compounds by a system comprising NaNO2 and acetyl chloride at room temperature.

 

 

Papori Goswami & P K Chowdhury*

 

 

 

 

159

Synthesis and fungitoxicity of fluorinated 1,2,4-trazolo- and thiadiazolo[3, 2-b]oxadia-zoles

 

 

Harendra Singh*, Manoj Kumar Srivastava, Brij Kishore Singh, Sanjay Kumar Singh & Garima Dubey

2-Amino-5-aryl-1, 3, 4-oxadiazole 1, undergoes regioselective condenssation with KSCN to give 2a-e and with aryl isothiocyanates to give 2d-i in methanol. Thioureas 2 on reaction with ethanol and iodine, till the decolourisation of iodine yield 4. These compounds have been tested in vitro for their fungicidal activity against Cephalosporium saccharii, Aspergillus niger and Fusarium oxysporum.

 

 

 

 

163

Synthesis and biological activity of new benzimidazoles

 

 

N P Shetgiri* & S V Kokitkar

A series of 1-[(4-(4¢-substituted)-phenyl-3-alkyl/
aralkylthio-4H-1, 2, 4-triazol-5-yl)ethyl]-2-methyl-1H-benzimidazoles (6aa-6ag, 6ba-6bg, 6ca-6cg) has been synthesized, characterized and screened for their antimicrobial activity.

 

167

Two new flavone glycosides from Polygonum vivparum L.

Two new flavone glycosides, 5, 4¢-dimethoxyl 6, 7-methylenedioxyflavone-3-O-b-d-xylopyranoside (vivpa-rum A) and 3¢-hydroxy-5, 4¢-dimethoxy-6, 7-methyl-
ene­dioxyflavone-3-O-
b-d-xylopyranoside (vivparum B), have been isolated and their structures elucidated by chemical and spectral analysis.

 

 

Shangzhen Zheng*, Kanglan Li, Jinxin Wang, Tong Shen & Xuwei Shen

 

 

 

 

170

A flavonoid diglycoside from Punica granatam

 

 

 

 

 

 

Rashmi Srivastava, Deepa Chauhan* &

J S Chauhan

 

 

 

 

173

Volatile components of Arbutus unedo fruits by GC-MS

Ethyl acetate extracts of Arbutus unedo fruits are concentrated to a small volume and subjected to analyze the chemical constituents by gas chromatography-mass spectrometry (GC-MS).

 

 

Nurettin Yayli*, F Ahmet Ayaz,

Mustafa Küçükislamolu & Arzu Aytekin

 

 

 

 

 

Authors for correspondence are indicated by (*)

 

 

 

January

February

March

April

May

June

July

August

September

October

November

December