Indian Journal of Chemistry: Sec B- Organic Chemistry including Medicinal Chemistry

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Published by: NISCAIR (CSIR)

Subjects: Chemistry

Indian Journal of Chemistry (Section B) is published by the National Institute of Science Communication and Information Resources (NISCAIR)-CSIR, New Delhi. This journal publishes articles in Organic and Medicinal Chemistry. It includes full length papers, notes and communications and short reviews. The monthly issues covers articles in organic reaction mechanism, theoretical organic chemistry, structure-activity relationships, medicinal chemistry, synthesis of chiral compounds, bio-organic chemistry, enzymes in organic synthesis, reagents in organic synthesis, heterocyclic compounds, phytochemistry (natural products), amino acids, peptides and proteins, spectroscopy in characterization of organic compounds, chemoenzymatic and enantioselective synthesis of organic compounds, synthesis of fullerenes, metal-catalyzed asymmetric reactions, bioactive plant products and combinatorial chemistry.

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Editor,
Dr. P Paravatharajan
email: prema@niscair.res.in


ISSN No. :    0376-4699
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Synthesis of trans-resveratrol using modified Julia olefination route
Title: Synthesis of trans-resveratrol using modified Julia olefination route Authors: Shenvi, Suvarna; Shivanna, Shivaprakash; Reddy, G Chandrasekara Abstract: Bioactive hydroxystilbinoid−trans-resveratrol [(E)-3,5,4ʹ-trihydroxy stilbene, 1] has been synthesized by modified Julia olefination method. The reaction between corresponding carbanion of benzothiazol-2-yl sulfone derivative and p-anisaldehyde dimethyl acetal with sodium hydride as a base, affords mainly cis-3,5,4ʹ-trimethoxystilbene 10b with minor quantity of trans-isomer. Both the isomers have been separated in pure form and confirmed by their NMR spectral data. Demethylation of cis-3,5,4ʹ-trimethoxystilbene either with AlCl3/pyridine or AlCl3/triethylamine results in the formation of trans-resveratrol. Description: 1035-1038

Computer-aided drug design of optimal ratio selective inhibition of COX-1 and COX-2
Title: Computer-aided drug design of optimal ratio selective inhibition of COX-1 and COX-2 Authors: Madhavi, M; Ramesh, M; Arunapriya, L; Parthasarathy, T Abstract: The selective inhibition of both COX-1 and COX-2 by NSAIDS results in beneficial as well as harmful effects. To reduce the side effects, a natural phytochemical having coumarin moiety has been selected for optimal ratio inhibition of COX-1 and COX-2. Based on docking studies and information obtained from interaction analysis, structure-based virtual screening has been performed by designing 150 analogues with structural diversity. The compound 58 has been found to be a potent selective inhibitor for both COX-1 and COX-2 with the optimal ratio. The docking studies reveal that these features show good interaction with amino acid His43, Gln42, Lys468, His119 and Thr119 and also show further π-alkyl hydrophobic interaction with Lys 468, π-sulfur interaction with His94, His96 in the binding site of COX-1 and COX-2. Toxicity and drug likeness have been estimated by using OSIRIS molecular property explorer tool. These compounds have been found to be free from toxicity risk, exhibit better positive drug likeness and drug score compared to reference compound with favorable values of ClogP, solubility, molecular weight and TPSA. Description: 1026-1034

An efficient protocol for the synthesis of β-substituted ethyl dithiocarbamates: A novel class of anti-cancer agents
Title: An efficient protocol for the synthesis of β-substituted ethyl dithiocarbamates: A novel class of anti-cancer agents Authors: Chaturvedi, Devdutt; Zaidi, Sadaf; Chaturvedi, Amit K; Vaid, Shagun; Saxena, Ajit K Abstract: A novel one-pot method for the synthesis of β-substituted alkyl dithiocarbamates has been developed through the Michael addition reaction of dithiocarbamate anion to α,β-unsaturated activated olefins employing catalytic amount of benzyl trimethyl ammonium hydroxide (Triton-B). The reaction conditions are mild with extremely simple work-up procedures than the reported methods, and afford high yields (82-98%) of the desired products. All the synthesized compounds (1-16) have been evaluated for in vitro anti-cancer activity using various kinds of cancer cell lines such as lung, colon, cervical, neuroblastoma, liver and ovary employing different kinds of standard anticancer drugs such as 5-fluorouracil, mitomycin C, paclitaxel, aldriamycin, etc. using stock solution (2 × 10−2 M) prepared in DMSO and further dilution has been carried out with medium. In vitro cytotoxicity against human cancer cell lines is determined using sulphorhodamine-B assay. Out of the series of compounds evaluated, most of these compounds such as compounds 2, 3, 4, 5, 9, 10, 11, 12, 13, 14, 15, 16 display more than 50% growth inhibition at 1 × 10−5 M concentration. Description: 1019-1025

Efficient and selective esterification of aromatic aldehydes with alcohols (1:1) using air as the simplest available oxidant and KCN
Title: Efficient and selective esterification of aromatic aldehydes with alcohols (1:1) using air as the simplest available oxidant and KCN Authors: Aghapour, Ghasem; Karimzadeh, Maryam Abstract: A new and efficient method is described for the oxidative esterification of aromatic aldehydes with different types of alcohols such as primary, secondary, benzylic, allylic and cyclic alcohols and phenols using air as the simplest available oxidant and potassium cyanide in DMF under neutral conditions in high yields. The present method esterifies aldehydes with alcohols in 1:1 molar ratio with excellent chemoselectivity and avoids the use of an external oxidant beside O2 from air. Description: 1013-1018

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