1. Constituents of Azadirachta indica: isolation and structure elucidation of a new antibacterial tetranortriterpenoid, mahmoodin, and a new protolimonoid, naheedin.
- Author
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Siddiqui S, Faizi S, Siddiqui BS, and Ghiasuddin
- Subjects
- Anti-Bacterial Agents pharmacology, Asia, Bacteria drug effects, Gas Chromatography-Mass Spectrometry, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests, Molecular Conformation, Triterpenes pharmacology, Anti-Bacterial Agents chemistry, Limonins, Plants, Medicinal chemistry, Triterpenes chemistry
- Abstract
Mahmoodin [1], a new limonoid, has been isolated from Azadirachta indica (neem) oil, along with seven known tetranortriterpenoids, azadirone, epoxyazadiradione, nimbin, gedunin, azadiradione, deacetylnimbin, and 17-hydroxyazadiradione. A new protolimonoid, naheedin [3], has been obtained from the neem fruits along with azadirachtol. Their structures have been elucidated through chemical and spectral analyses including 2D nmr studies. The absolute configuration of 1 was established by comparison of its cd spectrum with those of the known tetranortriterpenoids. Mahmoodin showed significant antibacterial activity against various Gram-positive and Gram-negative organisms. Four hydrocarbons, icosane, docosane, 2-methyltricosane, and docosene, have also been identified by gc-ms of the EtOH extract of the fruit coats. Only docosane has earlier been reported from neem, while the remaining three are unreported from this plant.
- Published
- 1992
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