Tetracyclic Triterpenoids from the Leaves of Azadirachta indica and Their Insecticidal Activities

• Published in: Chemical & pharmaceutical bulletin Vol. 51; no. 4; pp. 415 - 417
• Main Authors: Siddiqui, Bina Shaheen, Afshan, Farhana, Gulzar, Tahsin, Sultana, Razia, Naqvi, Syed Naeemul-Hassan, Tariq, Rajput Mohammad
• Format: Journal Article
• Language: English
• Published: TOKYO The Pharmaceutical Society of Japan 01.04.2003; Pharmaceutical Soc Japan; Maruzen; Japan Science and Technology Agency
• Subjects: Animals; Anopheles stephensi; Azadirachta; Azadirachta indica; Biological and medical sciences; Chemical control; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Control; Culicidae - drug effects; Fundamental and applied biological sciences. Psychology; Insecticides - chemistry; Insecticides - isolation & purification; Insecticides - pharmacology; Life Sciences & Biomedicine; Meliaceae; Pharmacology & Pharmacy; Physical Sciences; Phytopathology. Animal pests. Plant and forest protection; Plant Extracts - chemistry; Plant Extracts - isolation & purification; Plant Extracts - pharmacology; Plant Leaves; Protozoa. Invertebrates; Science & Technology; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; triterpenoid; triterpenoid; TETRANORTRITERPENOIDS; FRUIT COATS; Anopheles stephensi; BIOGENETIC INTEREST; Azadirachta indica; Meliaccae; Steroid; Insecticide; Insecta; Pesticide crop; Acetal; Anophles stephensi; Dicotyledones; Angiospermae; Acylate; Terpenoid; Pesticides; Plant leaf; Meliaceae; Biological activity; Larva; Arthropoda; Culicidae; Plant origin; Triterpene; Isolation; Spermatophyta; Invertebrata; Enone; Diptera; Structural analysis
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.51.415

A new tetranortriterpenoid, meliatetraolenone [24,25,26,27-tetranor-apotirucalla-(apoeupha)-6α-O-methyl, 7α-senecioyl(7-deacetyl)-11α,12α,21,23-tetrahydroxy-21,23-epoxy-2,14,20(22)-trien-1,16-dione] (1) was isolated from the methanolic extract of fresh leaves of Azadirachta indica along with the known compound odoratone (3) which was hitherto unreported from this source. Their structures have been elucidated by spectral studies including 2D NMR. The insecticidal activities of 1 as well as those of odoratone (3) are reported. 1 and odoratone both showed mortality on fourth instar larvae of mosquitoes (Anopheles stephensi) with LC50 values of 16 and 154 ppm, respectively.