Antibacterial, Antifungal and Phytotoxic screening of some prepared derivatives of triterpenoids in comparison to their respective bromo-keto precursors

A series of bromo-keto derivatives of pentacyclic triterpenoids [2-bromo / 2, 2-dibromolupanone (I / Ia), methyl 2a-bromo / 2, 2-dibromodihydrobetulonate (II / IIa) and 2a-bromo / 4a- bromofriedelin (III / IIIa)] were debrominated to corresponding 3-keto derivatives [ lupanone (IV) methyl dihydrobetulonate (V) and friedelin (VI)] by N, N-dimethyl Aniline. The same bromoketo derivatives have also been transformed into corresponding debromo deoxo derivatives [lupane (VII) and friedelane (VIII)] in a single step via Wolff-Kishner reduction. All the products have been characterized by UV, IR, NMR (1H and 13C), optical rotation, mass spectra and by comparison with authentic samples. All the compounds were screening for their biocidal activity in comparison to their bromo-keto precursors. Disc diffusion technique was used to determine in vitro antibacterial and antifungal activities. Phytotoxicity was determined against seed growth technique. The derivatives showed moderate to good antimicrobial and phytotoxic activity except lupane and friedelane.

Author(s): Pranab Ghosha, Prasanta Chakrabortya and Goutam Basakb

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