Indian Journal of Chemistry

Sect. B. Organic Chemistry including Medicinal Chemistry

VOL. 41B

NUMBER 5

MAY 2002

CONTENTS

	Rapid Communications
1012		Regio- and stereoselective synthesis of isoxazolines via cycloaddition reactions using pregnenolone as chiral auxiliary	Asymmetric synthesis of 3-phenyl-5-(R)-(hydroxy-methyl)-2-isoxazoline has been achieved in good yield via 1,3-dipolar cycloaddition reaction of nitrile oxide with pregnenolone acrylate.
		Utpal Sharma, Utpal Bora, Apurba Chetia, Romesh C Boruah* & Jagir S Sandhu
	Papers
1015		A short and enantioselective synthesis of N-terminal components of bestatin, amastatin and microginin
		Prodeep Phukan
1019		3-Trimethylsilylbicyclo[3.2.1]oct-2-ene in the synthesis of functionalized bicyclo[3.2.1]octane systems
		Govindagouda S Patil &Gopalpur Nagendrappa*

1025	Lipase catalyzed esterification of free hydroxyl groups of b-cyclodextrin and its derivatives	Modification of hydroxyl groups of b-cyclodextrin and its methyl and hydroxyl derivatives through lipase catalyzed reaction using Rhizomucor miehi lipase in n-heptane at 50^oC has been carried out and extent of esterification determined by^1H NMR is discussed.
	H H Pattekhan & S Divakar*
1028	Coupling in the absence of tertiary base : A method for the deprotonation of hydrochloride salts of peptide esters to free amino peptide esters	Y = OMe or OEt
	Subramanyam J Tantry, K Ananda & V V Suresh Babu*
1032	Microwave promoted selective preparation of acetals and esters from aldehydes
	Ruli Borah, Dipok J Kalita & Jadab C Sarma*
1039	Kinetic studies on oxidation of Gly-Val-Gly, Gly-Phe-Gly and Ala-Val-Gly using Mn(III)	Fragments of human elastin sequences GVG,GFG and AVG have been synthesized and subjected to kinetics of oxidation with Mn(III). A first order dependence of rate on both [Mn(III)] and [TP] is observed. A tentative mechanism involving the reaction of tripeptide with Mn(III) in the rate limiting step is suggested.
	B K Kempe Gowda, K S Rangappa & D Channe Gowda*

1045	Kinetics and mechanism of the ninhydrin reaction with nickel(II)-tryptophan complex in aqueous and aqueous-micellar solutions Kabir-ud-Din*, Mohd Akram & Zaheer Khan	Effect of micelles on the reaction rate of ninhydrin with [Ni(II)-trip]^+ complex has been stuied.
1052	Synthesis of the prodrug ibuprofen b-d-gluco-pyranoside and its biological evaluation as a better moiety than the parent drug	Ibuprofen b-d-glucopyranoside, the prodrug of ibuprofen has been synthesised. It shows better anti-inflammatory and analgesic activity and a lesser gastrointestinal toxicity in comparison to ibuprofen.
	M S Y Khan* & R M Khan
1056	Synthesis and termiticidal activity of pyrazolo-pyrimidine derivatives: N^1-nicotinoyl-4'-(sulpha/ substituted phenylazo)-1,2-diazole-4,6-dimethyl-pyrimidin-5–one	A novel series of fused heterocycle pyrazolopyrimidine namely N^1-nicotinoyl-4'-(sulpha/substituted phenylazo)- 1,2-diazole-4,6-dimethylpyrimidin-5-one has been synthesised by condensation of sulpha/substituted phenylazo-1,3-dimethyl-2,4,6-pyrimidine trione with nicotinic acid hydrazide. The compounds have been screened for termiticidal activity. A few compounds have shown excellent activity against termites (Odentotermes obesus).
	Y Singh*, S S Nayal, B S Rawat & Mahesh Pal
1061	New long chain alcohol and ester from Papaver somn ferum (Poppy) seeds	Two new compounds, methyl (19Z)-pentacosenoate and 8-heptacosanol have been isolated from the seeds of Papaver somniferum and characterised by spectral analysis.
1 2
	S K Agarwal*, Sushma Verma, Sudhir S Singh & Sushil Kumar

Notes
1064	Removal of some commonly used protecting groups in peptide syntheses by catalytic transfer hydrogenation with formic acid and 10% palladium on carbon	Formic acid, a good solvent for most peptides, is used as a convenient hydrogen donor for catalytic transfer hydrogenation with 10% Pd-C for the removal of some commonly used protecting groups in peptide synthesis is described.
Xaa = amino acid or peptide derivative Y = Z, 2-ClZ, Bom, Obzl or NO2
	D Channe Gowda*
1068	Lipase catalyzed esterification of cresols	Lipase catalysed synthesis of m- and p-cresol esters with organic acids of carbon chain lengths C2-C18 has been carried out.
	C V Suresh Babu, N G Karanth &S Divakar*
1072	Reduction of oximes with sodium borohydride - copper (II) sulfate in methanol	Reduction of aldoximes and ketoximes with sodium borohydride in methanol reflux results in corresponding primary and secondary amines in good yields.
	H Surya Prakash Rao* & B Bharathi
1075	Fischer cyclization over molecular sieves in presence of microwave irradiation
	M Radha Kishan, N Srinivas, S J Kulkarni* & K V Raghavan

1078	Pinacol coupling of aromatic aldehydes & ketones using Zn-ZnCl2 under ultrasound	The coupling reaction of aromatic aldehydes and ketones leading to pinacols has been carried out using Zn-ZnCl2 in 50% aq. THF under ultrasound in 5-77% yield.
	Hong-Jun Zang, Ji-Tai Li^*, Ning Ning, Na Wei & Tong-Shuang Li
1081	Environmentally safe and facile solid state regeneration of carbonyl compounds from oximes by silica supported MnO2 under microwave irradiation	An efficient method for solvent free “dry” state conversion of oximes to corresponding carbonyl compounds using silica supported MnO2 under microwave irradiation is reported. The deoximation has been tested for at least twelve runs with just air drying the reagent after each run and with reproducible yields.
	Bhushan M Khadilkar* & Virendra R Madyar
1083	Protection of amino group as N-phthalyl derivative using microwave irradiation	The amino groups for various substrates have been protected as N-phthalyl derivatives using solvent free neat condition under microwave exposure.
	Bhushan M Khadilkar* & Virendra R Madyar

1086	Enamine derivatives of 1,2,3,4-tetrahydro-7,8-dimethoxy-1-p-tosyl-1-benzazepin-5-one as potential antiinflammatory agents	1, 2, 3, 4-Tetrahydro-7, 8-dimethoxy-1-p-tosyl-1-benzazepines 2-4 have been prepared by reacting 1 with secondary amines.
	Lingaiah Nagarapu* & N Venkateswara Rao
1088	Novel diterpenoids and aliphatic compounds from Thuja orientalis	Two diterpenoids 1 and 2 of labdane group and five long chain aliphatic compounds have been isolated from the hexane extract of leaves of Thuja orientalis. The compounds have been identified on the basis of spectral and chemical evidences.
	B K Mehta*, Vibha Nagar, Satish Shitut, Sanjay Nagar & Sanjay Sharma
1093	Secondary metabolites from the Gorgonian Echinomuraceae splendens (Thomson & Simpson)	Two xanthine derivatives, caffeine (1,3,7-trimethyl-xanthine 1) and its 2-O-methyl analog 2, N-methylpyrazole-5-carboxylic acid 3 and a tetrahydroxysterol, 1b, 3b, 5a, 6b-tetrahydro-xycholes-ane 4 have been isolated from the methanol extract of the Gorgonian Echinomuraceae splendens.
	P S Parameswaran*, C G Naik, M Govenkar & V R Hegde

1099		Isolation of 3b-hydroxyolean-12-ene, friedelin and 7-methoxy-4¢-5-dihydroxyisoflavone from dry and fresh leaves of Shorea robusta		The 3b-hydroxyolean and related triterpenoids from the petroleum extract of dry leaves and an isoflavone have been isolated from the acetone extract of the fresh leaves of Shorea robusta.
		S M S Chauhan*, Mamta Singh & Luxmi Narayan
	1100		Additions and Corrections
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