Indian Journal of Chemistry

http://www.niscair.res.in; http://nopr.niscair.res.in

Total visitors: 7693 since 02-08-2011

Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 50B

NUMBER 8

August 2011

CONTENTS

Papers

 

 

 

1075

Sodium borohydride/methoxydiethylborane media­­ted syn-1,3-stereoselective total synthesis of Herbarumin-III

 

A simple and efficient stereoselective total synthesis of 10-membered macrolide, herbarumin-III is described. The key steps involved in this synthesis are the selective terminal alkylation of ethyl acetoacetate with ethyl bromide, Sharpless epoxidation, NaBH4/Et2BOMe mediated stereoselective syn-1,3-asymmetric reduction, esterification and olefin metathesis.

 

 

 

 

 

 

 

 

 

 

J S Yadav*, G Narasimhulu, Y Vikram Reddy, B V Subba Reddy & Ahmad Al Khazim Al Ghamdi

 

Discovery Laboratory, Organic Chemistry Division-I, Indian Institute of Chemical Technology, CSIR,

Hyderabad 500 007, India

 

 

 

 

 

 

1083

Iodine/AcCl-catalyzed Prins-Ritter reaction: Syn­the­sis of 4-amido tetrahydropyrans

 

Homoallylic alcohols, carbonyl compounds and nitriles undergo a smooth tandem Prins-Ritter type cyclization in the presence of iodine/AcCl at room temperature to produce 4-acetamido tetrahydro­pyrans in high yields with all cis-selectivity.

 

 

P Srinivasan, P T Perumal* & S Raja

 

 

Organic Chemistry Division, Central Leather Research Institute (CSIR), Adyar, Chennai 600 020, India

 

 

 

 

 

 

 

 

 

 

 

 

1092

Enantiospecific first total synthesis of cucumin-H

 

Enantiospecific first total synthesis of the linear triquinane sesquiterpene cucumin H has been accomplished, which established the stereo­structure as well as the absolute configuration of the natural product.

 

 

 

 

 

A Srikrishna* & Dattatraya H Dethe

Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India

 

 

 

 

 

 

1107

Design, synthesis and pharmacological evaluation of 1,3,4-oxadizole derivatives of aryl acetic acid as anti-inflammatory and analgesic agents

 

A series of substituted 1,3,4-oxadiazole derivatives (2a-e and 4a-e) have been synthesized from diphenyl acetic acid hydrazide under various reaction conditions. These compounds have been tested in-vivo for their anti-inflammatory and analgesic activities. The compound 2-[(5-diphenylmethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(3-chloro-4-fluro-phenyl)-acetamide, 4b emerged as the most active compounds of the series, and are moderately more potent than standard drug ibuprofen.

 

 

          .

 

 

Mohammad Amir*, Khalid Saifullah & Wasim Akhter

 

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hamdard University, New Delhi 110 062, India

 

 

 

 

 

1112

Chemical Constituents from Cassia occidentalis Linn.

 

The compounds isolated from the seeds of Cassia occidentalis Linn. have been characterized as 5,7-dihydroxyflavone-5-O-β-d-xylopyra- nosyl-7-O-α-l-rhamno­pyrano­syl-(1®3)-O-α-l-arabinopyranoside 1, 3,5,7,3˘,4˘-pentahydroxy flavone-3-O-α-l-rhamnopyranosyl-7-O-β-d-glucopyranosyl-(1®3)-O-β-d-xylopyranoside 2 and 5,7,3˘,4˘-tetra­hydroxy-6-methoxyfla­vone-5-O-α-l-arabinopyranosyl-(1®4)-O-α-l-rhamnopyranosyl-(1®3)-O-β-d-galactopyranoside 3 respectively.

 

 

 

R N Yadava* & D K Satnami

 

Natural Products Laboratory, Department of Chemistry, Dr. H. S. Gour University, Sagar 470 003, India

 

 

 

 

 

 

 

Notes

 

 

 

1119

Biotransformation of curcumin to vanillin

Vanillin production from curcumin by Rhodococcus rhodochrous MTCC 265 has been reported.

 

 

 

Bharti, Anand A L Nagpure & Rajinder K Gupta*

 

University School of Biotechnology, Guru Gobind Singh Indraprastha University, Sector 16C,

Dwarka, New Delhi 110 075, India

 

 

 

 

 

 

 

1123

A simple and efficient bromoazidation of alkenes using PTT and TMSN3 in ionic liquid

 

A simple and efficient one-pot method has been described for the bromo­azidation of alkenes using phenyltrimethylammonium tribro­mide (PTT) and TMSN3 in ionic liquid. The bromoazides have been obtained in good to excellent yield from various alkenes such as styrenes, chalcones and cycloalkenes at room temperature.

 

 

 

 

Anil Kumar*, M Sudershan Rao & Vibhor Mehta

 

Chemistry group, Birla Institute of Technology and Science, Pilani 333 031, India

 

 

 

 

 

 

 

1128

An efficient and simple synthesis of tetraketones catalyzed by Yb(OTf)3-SiO2 under solvent free conditions

 

A novel and efficient three-component one-pot condensation method has been described for the synthesis of tetraketones using Yb(OTf)3-SiO2 and amine as catalytic system under solvent free conditions. Tetraketones are obtained in high yield (73-88%) and the catalyst can be reused.

 

 

 

 

V Kameshwara Rao, Muthyala Manoj Kumar & Anil Kumar*

 

Chemistry Group, Birla Institute of Technology and Science, Pilani 333 031, India

 

 

 

 

 

 

 

 

 

 

 

 

1136

Chemical composition and antimicrobial activity of the essential oil from the rhizome of Canna indica Linn.

 

Certain rare compounds geosmin, luciferin, 9-cedranone, dodecenyl succinic anhydride are found to be present in rhizome oil. Diterpenes constitute 7.14%, including the very rarely occurring monocyclic diterpene 4,8,13-duvatriene-1,3-diol.

 

 

 

A K Indrayan*, N K Bhojak, Nikhil Kumar, Ajat Shatru & Abhishek Gaur

 

Natural Products Laboratory, Department of Chemistry, Gurukula Kangri University, Hardwar 249 404, India

 

 

 

 

 

 

 

1140

Synthesis and anticancer activity of some new series of 1, 4-dihydropyridine derivatives

 

A series of new 1,4-dihydrodropyridine derivatives have been synthesized. The newly synthesized compounds have been screened for preliminary anticancer activity against HepG2 (Liver), Hela  (Cervical), MCF-7 (Breast) cancer cells.

 

 

 

 

 

X =   O,S

R =   4-OH-3-OCH3-Ph,    4-OH-Ph ,   4-OCH3-Ph

 

 

R Surendra Kumar, A Idhayadhulla, A Jamal Abdul Nasser* & K Murali

 

P. G. & Research Department of Chemistry, Jamal Mohamed College, Tiruchirappalli 620 020, India

 

 

 

 

 

Authors for correspondence are indicated by (*)