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Trechonolide A,a new withanolide type from Trechonaetes laciniata
Affiliation:1. Department of Organic Chemistry, Universidad Nacional de San Luis, 786 General-Paz, 5700 San Luis, Argentina;2. Department of Chemistry, Bar-Ilan University, Ramat Gan 52100, Israel;1. Department of Clinical Research, VHS Hospital, Chennai, Tamil Nadu, India;2. Department of Virology, King Institute of Preventive Medicine and Research, Chennai, Tamil Nadu, India;3. Department of Food Chemistry & Food Processing, Loyola College, Chennai, Tamil Nadu, India;1. Natural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610, Antwerp, Belgium;2. Adrem Data Lab, Department of Mathematics - Computer Sciences, University of Antwerp, Middelheimlaan 1, 2020, Antwerp, Belgium;1. Inventiva, 50 rue de Dijon, 21121 Daix, France;2. AbbVie, 381 Plantation Street, Worcester, MA 01605, USA;3. AbbVie, 100 Research Drive, Worcester, MA 01605, USA;4. AbbVie, 1 North Waukegan Road, North Chicago, IL 60064, USA;1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;2. Graduate University of the Chinese Academy of Sciences, Beijing 100049, China;3. Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, China;4. Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, China;5. Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad 22060, Pakistan
Abstract:The structure of a new withanolide type isolated from Trechonaetes laciniata, having a hemiacetal ring system and a 5-member ring lactone has been elucidated by X-ray analysis as (23R)-5β,6β-epoxy-12β,17β-dihydroxy-1-oxo-12,22-hemiacetal-ergosta-2,24-dien-23,26-olide (trechonolide A). A second compound (trechonolide B) having at C-12 a β-methoxy group, has also been isolated and assumed to be an artifact since, by heating trechonolide A in methanol with a trace of acid, the methoxy derivative was produced.
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