Antifungal and cytotoxic activity of withanolides from Acnistus arborescens.
Three compounds were isolated from Acnistus arborescens, a tree commonly used in South and Central America in traditional medicine against several infectious diseases, some of which are caused by fungi. Bioassay-guided fractionation of a MeOH extract of leaves, based on its anti-Pneumocystis carinii activity, led to the isolation of compounds 1-3. Mono- and bidimensional NMR analyses enabled identification of two new withanolides, (20R,22R)-5beta,6beta-epoxy-4beta,12beta,20-trihydroxy-1-oxowith-2-en-24-enolide (1) and (20R,22R)-16beta-acetoxy-3beta,4beta;5beta,6beta-diepoxy-12beta,20-dihydroxy-1-oxowith-24-enolide (2), and withanolide D (3). Antifungal activity on 13 fungi responsible for human infections (five dermatophytes, one nondermatophyte mold, six yeasts, and Pneumocystis carinii) was examined. Cytotoxicity of these compounds was also evaluated in vitro.
Roumy
Vincent
V
Laboratoire de Pharmacognosie, EA4481 (GRIIOT), Faculte des Sciences Pharmaceutiques et Biologiques, Universite Lille Nord de France (Lille 2), Lille Cedex, France. vincent.roumy@univ-lille2.fr
Biabiany
Murielle
M
Hennebelle
Thierry
T
Aliouat
El Moukhtar
el M
Pottier
Muriel
M
Joseph
Henry
H
Joha
Sami
S
Quesnel
Bruno
B
Alkhatib
Racha
R
Sahpaz
Sevser
S
Bailleul
François
F
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001549:Benzamides; D019008:Drug Resistance, Neoplasm / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D019430:Guadeloupe; D006801:Humans; D000068877:Imatinib Mesylate; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010879:Piperazines / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D045363:Pneumocystis carinii / Q000187:drug effects; D011743:Pyrimidines / Q000494:pharmacology; D019657:Solanaceae / Q000737:chemistry; D013237:Stereoisomerism; D054358:Withanolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
C551610:(20R,22R)-16beta-acetoxy-3beta,4beta;5beta,6beta-diepoxy-12beta,20-dihydroxy-1-oxowith-24-enolide; C551611:(20R,22R)-5beta,6beta-epoxy-4beta,12beta,20-trihydroxy-1-oxowith-2-en-24-enolide; D000935:Antifungal Agents; D001549:Benzamides; D010879:Piperazines; D011743:Pyrimidines; D054358:Withanolides; C010376:withanolide D; D000068877:Imatinib Mesylate