• A V Rama Rao

      Articles written in Journal of Chemical Sciences

    • Studies directed towards the total synthesis of anthracycline antibiotics

      A V Rama Rao

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      At present anthracycline antibiotics have proven to be the most exciting agents in cancer chemotherapy. Both adriamycin and daunomycin are proven to be effective against a variety of human tumour cells, despite their cardiotoxicity. However, some synthetic analogues, such as 4-demethoxydaunomycin, are shown to be better therapeutic ratios compared to adriamycin or daunomycin. Various approaches have been successfully made for the total synthesis of (±) 4-demethoxydaunomycinone, the aglycone of (±) 4=demethoxydaunomycin, starting from benzoquinone, napthalene or anthraquinone precursors. Finally an elegant approach for the stereoconvergent synthesis of (+) 4-demethoxydaunomycinone has been worked out.

      New methods involving both Diels-Alder and Friedal-Crafts acylation, have been developed for the total synthesis of daunomycinone and 11-deoxydaunomycinone. The synthesis of L-daunosamine, the amino sugar unit present in the antitumor anthracyclines has been successfully elaborated starting either from D-glucose or D-glucosamine.

    • Anti-AIDS compounds: A new synthesis of β-thymidine from D-xylose

      A V Rama Rao M K Gurjar S V S Lalitha Sasmita Tripathy

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      β-thymidine is a key intermediate in the manufacturing of anti-AIDS agents- AZT and d4 T. A practical and economically viable route to β-thymidine starting from inexpensive D-xylose has been described. This synthetic route is based on a new rearrangement leading to 2,2′-anhydro-formation with concomitant epimerisation at C-3′, observed for the first time in nucleoside chemistry.

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