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A new triterpenic diester from the aerial parts of Chrysanthemum macrocarpum
Authors:Naima Boutaghane  Laurence Voutquenne-Nazabadioko  Alain Simon  Dominique Harakat  Kaddour Benlabed  Zahia Kabouche
Institution:1. Groupe Isolement et Structure, Institut de Chimie Moléculaire de Reims (ICMR), CNRS UMR 7312, UFR de Pharmacie, BP 1039, 51687 Reims, France;2. Laboratoire d’Obtention des Substances Thérapeutiques, Faculté des Sciences Exactes, Université de Constantine 1, Chaabet Ersas Campus, 25000 Constantine, Algeria;3. Laboratoire de Chimie Physique Minérale, UPRES EA-1085, Biomolécules et cibles cellulaires tumorales, Faculté de Pharmacie, 2 rue du Dr. Marcland, 87025 Limoges Cedex, France;4. Service Commun d’Analyses, Institut de Chimie Moléculaire de Reims (ICMR), CNRS UMR 7312, Bat. 18 B.P.1039, 51687 Reims Cedex 2, France;5. Laboratoire de Microbiologie, CHU Ben Badis, Constantine, Algeria
Abstract:A new triterpenic diester, 3,21-dipalmitoyloxy-16β,21α-dihydroxy-β-amyrine (1), along with two natural cyclitols, conduritol C (2) and viburnitol (3), four known triterpenes (4–7), and seven known flavonoids (814) were isolated from the aerial parts of Chrysanthemum macrocarpum. Their structures were established on the basis of extensive 1D and 2D NMR (1H, 13C, COSY, HMBC, HSQC, and ROESY) and ESIMS studies. The chloroform fraction, taraxasterol (4) and β-sitosterol (7) were investigated for their antibacterial activity against Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Pseudomonas aeruginosa and Klebsiella pneumoniae. The chloroform fraction and taraxasterol (4) showed a weak antibacterial activity and were evaluated for their cytotoxic activity against human colon cancer HT-29 cells and human prostate carcinoma PC3 cells. The results indicated that both the chloroform fraction and taraxasterol (4) inhibited cell proliferation of both PC3 and HT-29 cells.
Keywords:Asteraceae  Triterpenic diester  Cyclitol  NMR  Antibacterial activity
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