Nobilisitine a and B, two masanane-type alkaloids from Clivia nobilis

• Published in: Phytochemistry (Oxford) Vol. 51; no. 8; pp. 1151 - 1155
• Main Authors: Evidente, Antonio, Abou-Donia, Amina H, Darwish, Fikria A, Amer, Masouda E, Kassem, Fahima F, Hammoda, Hal A.m, Motta, Andrea
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.08.1999; Elsevier
• Subjects: alkaloids; Biological and medical sciences; chemical constituents of plants; Chemical constitution; chemical structure; clivia nobilis; Fundamental and applied biological sciences. Psychology; lactones; nuclear magnetic resonance spectroscopy; Plant physiology and development; spectral analysis; Egypt; Monocotyledones; Alkaloid; Molecular structure; Angiospermae; Isolation; Lactone; Spermatophyta; Amaryllidaceae
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(98)00714-6

Two masanane-type lactone alkaloids, named nobilisitine A and B, were isolated from Egyptian Clivia nobilis and characterized by spectroscopic and chemical methods. Both compounds showed contain the same [2]benzopyrano [3,4- g]indole ring system and therefore belong to the same subgroup of Amaryllidaceae alkaloids. In particular, nobilisitine A and B, reported as two new alkaloids, proved to be the 5 β-hydroxy-3a,11c- epi-masan-7-one and the 3-hydroxybutanoyl ester of clivonine (5a-hydroxy-5a- epi-masan-7-one), the alkaloid previously extracted from Clivia miniata and belonging to the same alkaloid subgroup. Nobilisitine B appears to be an epimer at the acyl side chain of clivatine.